Flip
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TITLE: Product Manager
REPORTING TO: Product Lead
LOCATION: Marina del Rey, CA (Onsite Monday - Friday)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
Own defined areas of Flip’s product end to end, including defining product direction, shaping solutions, and driving execution across core voice experiences, automation capabilities, and real-world product behavior. Reporting to the Product Lead, you set direction and ensure execution within your scope, defining and deciding what gets built, what doesn’t, and why.
You’ll work on problems like:
-
- Automating complex customer calls (subscriptions, billing, healthcare workflows)
- Designing AI behavior in ambiguous, multi-turn conversations
- Improving retention, resolution rates, and customer experience through automation
- Building systems that combine voice, AI, APIs, and real-time decisioning
This role sits at the intersection of:
-
- product
- AI systems
- customer experience
- business outcomes
Day-to-Day
- You care about the customers’ customers and understand their needs along their consumer journey
- Own the success of one or more core product features, focusing on measurable outcomes and real-world impact - not just outputs, timelines, or feature delivery
- Collaborate with Customer Success, Engineering, Sales, and Marketing to ensure strong product adoption, clarity of value, and real customer impact.
- Comfortable meeting with our customers (Retail or Healthcare companies), and are confident in showcasing to them how we can increase their phone automation over time
- A copilot to Engineering when it comes to setting priorities, making detailed specs, helping with QA, as each additional call automated is an additional dollar in revenue
- Know why each new feature is impactful and important and can align with Marketing on getting it to the right customers
- Set a high bar for execution, usability, and coherence across the vertical portal
- Excited to continue delivering our WEEKLY product releases (https://flipcx.com/product-releases/)
Who You Are, As A PM
- You’ve built products where success depended on getting the system behavior right — not just shipping features
- You think in terms of outcomes (revenue, retention, efficiency) - not just features
- You’re comfortable working on products that combine software, data, and AI behavior
- You have strong intuition for systems, APIs, and product constraints (latency, reliability, scale)
- You’ve worked on or closely with AI, automation, or complex workflow products
- You can design experiences for high-stakes user actions (payments, cancellations, order by phone, scheduling)
- You are highly data-driven and define success through clear, measurable metrics
- You are known for thinking through edge cases, failure modes, and real-world usage
- You thrive in fast-paced environments where you define the problem before solving it
- Eager and willing to support your teammates - just like they will with you!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Account Executive (Healthcare OR Retail)
REPORTING TO: Chief Customer Officer
LOCATION: Marina del Rey, CA OR Brooklyn, NY (Onsite Monday - Friday)
Who Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
The Tech Behind the Revolution
Flip doesn’t just “answer phones.” We embed directly into a company’s tech stack to personalize every interaction and resolve complex issues in seconds.
- In Retail, we power high-volume, brand-sensitive customer interactions—protecting voice, driving conversions, and elevating CX at scale.
- In Healthcare, we deliver HIPAA-compliant, clinically reliable AI that manages patient communication, scheduling, and inquiries with precision and empathy.
Our AI evolves through millions of real-world conversations—delivering human-level empathy, operational efficiency, and outcomes that legacy systems simply can’t match.
The Role: Join the AI Rocketship
We just secured our Series raise. The engines are primed. The launchpad is clear. We’re not hiring traditional “Account Executives.” We’re hiring mercenaries of CX. Reporting directly to our Chief Customer Officer, you’ll help lead a GTM expansion designed to dismantle outdated systems across the Retail or Healthcare business sectors. If you want your career tied to a high-velocity AI transformation, this is your seat.
Core Responsibilities - Across the board for all our Account Executives
- Hunt Without Mercy: Drive net-new revenue across MM and Enterprise accounts ($50K–$250K+ deals and beyond)
- Earn the Keys to the Kingdom: Build trust with senior stakeholders and earn the right to own mission-critical customer interactions
- Bridge the Gap to Greatness: Partner closely with Product, Engineering, and Customer Success to shape the platform through real customer insight
- Burn the Playbook: Move fast, challenge legacy processes, and help build a world-class GTM engine
Vertical Focus: Where You’ll Specialize - Retail OR Healthcare
- Retail (Ecommerce & Consumer Brands):
- Target elite retail and ecommerce brands
- Protect and enhance brand voice and customer experience at scale
- Navigate orgs where CX is deeply tied to revenue, loyalty, and conversion
- Build relationships with CX, Digital, and Ecommerce leaders
- Position Flip as a competitive advantage in a crowded, high-expectation market
What makes Retail unique: Speed, volume, and brand sensitivity. You’re selling into environments where every interaction impacts revenue and perception instantly.
- Healthcare (Urgent Cares & Healthcare Providers):
- Target leading healthcare systems and provider groups
- Replace legacy communication systems with AI-driven patient engagement
- Navigate complex buying groups with compliance, IT, and clinical stakeholders
- Build trust in HIPAA-compliant, mission-critical workflows
- Position Flip as infrastructure—not a tool—for modern patient communication
What makes Healthcare unique: Trust, compliance, and precision. You’re selling into environments where every interaction impacts patients and operational integrity.
Who You Are: You’re not just an AE—you’re a force of nature.
We are a team of owner-operators. We’re in-office—NYC, LA, and the UK—because we believe high-stakes innovation happens when we’re in the trenches together. If you’re a reverse-hacker who sees obstacles as puzzles to break—and you operate with uncompromising integrity in your work—you’ll fit right in.
- A Natural-Born Closer: You don’t hit quota—you destroy it
- Product Obsessed: You sell solutions, retail or provider wins, not features
- Customer-First: You deeply understand stakeholder pain and use it to build trust fast
- Startup Warrior: You thrive in chaos, move fast, and outwork the market
- Experience in startup tech sales (B2B SaaS, AI/ML, cloud, etc.) preferred
- Proven success in complex, multi-threaded sales cycles (ideally $500K+ ACV)
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Customer Success Manager
REPORTING TO: Director/Head of Customer Success
LOCATION: Marina del Rey, CA (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
We are looking for a few customer success managers to join us. As a CSM you represent the brand at the most critical moment in the customer journey, leading the product implementation, and then own the relationship thereafter.
Our philosophy on growth – Be the most impactful product in our customers’ tech stack, their favorite vendor to work with, and give them a microphone to share their story in the community.
- We believe every customer should feel like our first and only.
- We believe in building in person relationships.
- We believe how we do things today is written in pencil and everyone is responsible for improving it.
- We believe in winning, especially in the hardest of moments.
- We believe in deeply understanding our customers’ business, being a strategic thought partner, helping them connect with others in the community, and solving problems for them far beyond our scope.
- We believe in going long – these aren’t transactional relationships, they’re deep partnerships that compound in value over time.
Who you are, As A Customer Success Manager
- Lead product implementation (often before the sale is closed), including setting up integrations, product configurations, and training the customer how to use it
- Help sales win by getting new customers to success on their most important metrics FAST
- Build deep lasting relationships, meet regularly with customers and communicate constantly over slack, text, in person, etc (and yes email too)
- Help shape the product by deeply understand the customer and their business, as well as our product, to spot gaps and opportunities
- Collaborate with marketing to bring new customers into our community and help them share their story
- Either already are or become obsessed with eCommerce customer experience/support
- Go above and beyond consistently
Our customers are our most valuable asset, and you are responsible for them.
Who You Are, As A Person
- Looking to go all-in, learn a lot, and do the best work of your career (so far!)
- Sick of being put in a box with a ceiling, you want to progress fast and see what you’re truly capable of
- Are trusted with the most important things in the most important moments
- Communicate well, and embrace ownership, speed, & occasional (frequent 😉) uncertainty
- Eager and willing to support your teammates - just like they will with you!
Bonuses
- Know what it looks like to work at a startup, and have an entrepreneurial drive
- Experience at an early-stage Healthtech or Retail tech company (Series A–C)
- Familiarity with EHR/PM integrations (Epic, Athena, Experity, eClinicalWorks, etc.)
- Knowledge of healthcare data standards (HL7, FHIR, HIPAA)
- Understanding of payer/provider dynamics and patient experience workflows
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- We are hiring multiple CSMs that will go into either our eCom/Retail OR Healthcare vertical
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
#LI-MDAD
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Customer Success Manager
REPORTING TO: Director/Head of Customer Success
LOCATION: Brooklyn, New York (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
We are looking for a few customer success managers to join us. As a CSM you represent the brand at the most critical moment in the customer journey, leading the product implementation, and then own the relationship thereafter.
Our philosophy on growth – Be the most impactful product in our customers’ tech stack, their favorite vendor to work with, and give them a microphone to share their story in the community.
- We believe every customer should feel like our first and only.
- We believe in building in person relationships.
- We believe how we do things today is written in pencil and everyone is responsible for improving it.
- We believe in winning, especially in the hardest of moments.
- We believe in deeply understanding our customers’ business, being a strategic thought partner, helping them connect with others in the community, and solving problems for them far beyond our scope.
- We believe in going long – these aren’t transactional relationships, they’re deep partnerships that compound in value over time.
Who you are, As A Customer Success Manager
- Lead product implementation (often before the sale is closed), including setting up integrations, product configurations, and training the customer how to use it
- Help sales win by getting new customers to success on their most important metrics FAST
- Build deep lasting relationships, meet regularly with customers and communicate constantly over slack, text, in person, etc (and yes email too)
- Help shape the product by deeply understand the customer and their business, as well as our product, to spot gaps and opportunities
- Collaborate with marketing to bring new customers into our community and help them share their story
- Either already are or become obsessed with eCommerce customer experience/support
- Go above and beyond consistently
Our customers are our most valuable asset, and you are responsible for them.
Who You Are, As A Person
- Looking to go all-in, learn a lot, and do the best work of your career (so far!)
- Sick of being put in a box with a ceiling, you want to progress fast and see what you’re truly capable of
- Are trusted with the most important things in the most important moments
- Communicate well, and embrace ownership, speed, & occasional (frequent 😉) uncertainty
- Eager and willing to support your teammates - just like they will with you!
Bonuses
- Know what it looks like to work at a startup, and have an entrepreneurial drive
- Experience at an early-stage Healthtech or Retail tech company (Series A–C)
- Familiarity with EHR/PM integrations (Epic, Athena, Experity, eClinicalWorks, etc.)
- Knowledge of healthcare data standards (HL7, FHIR, HIPAA)
- Understanding of payer/provider dynamics and patient experience workflows
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- We are hiring multiple CSMs that will go into either our eCom/Retail OR Healthcare vertical
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Performance Marketing Manager
REPORTING TO: CMO
LOCATION: Brooklyn, NY (Onsite M-F)
Who Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What you’ll do
We’re looking for a Performance Marketing Manager who can own and scale FLIP’s lead generation engine. This role is about building a high-signal, scalable growth machine that converts Customer and Patient experience leaders to demo, pipeline, and revenue.
- Own paid acquisition strategy end-to-end, with rigorous funnel analytics (CAC, conversion, pipeline attribution) and clear performance dashboards
- Design and execute structured experimentation across channels, creative, audiences, and landing pages (hypothesis → test → scale) - currently using hubspot
- Scale high-performing campaigns and audiences to grow qualified pipeline while reducing blended CAC
- Set up and manage segmented email campaigns by industry and funnel stage for prospects and clients - currently using Hubspot
- Build performance marketing into a predictable, data-driven growth engine aligned to priority ICP segments
- Develop campaigns and lead SEO and AEO efforts to ensure FLIP is being recognized and considered as the solution for automated customer and patient experience calls and text
Who you are
- 3+ years experience managing performance marketing for a SaaS, B2B product for enterprise companies
- Manage, deploy an optimize an +$100k/yearly paid ad budget
- Experience and ownership running paid acquisition across AEO, Google, LinkedIn, Reddit, industry newsletters and site, leads from tradeshows and emerging channels
- Experience with AEO/GEO and SEO
- Experience with Hubspot for email marketing, landing pages and Google analytics
- Understands how to market to technical and nontechnical audiences (CX, CTO/CIO, founders- C-level, eCom/Retail, Healthcare and Transportation leaders)
- Develops funnels, cohorts, CAC/LTV, and pipeline contribution
- Is highly analytical and can turn reports into actional insights
- Has a deep understanding of AI current model/infrastructure landscape and uses the tools to perform tasks efficiently
- Can translate complex infrastructure into compelling, conversion-focused messaging
- Moves fast, tests constantly, and optimizes relentlessly
- Comfortable operating in ambiguity
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Account Executive (Healthcare OR Retail)
REPORTING TO: Chief Customer Officer
LOCATION: Marina del Rey, CA OR Brooklyn, NY (Onsite Monday - Friday)
Who Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
The Tech Behind the Revolution
Flip doesn’t just “answer phones.” We embed directly into a company’s tech stack to personalize every interaction and resolve complex issues in seconds.
- In Retail, we power high-volume, brand-sensitive customer interactions—protecting voice, driving conversions, and elevating CX at scale.
- In Healthcare, we deliver HIPAA-compliant, clinically reliable AI that manages patient communication, scheduling, and inquiries with precision and empathy.
Our AI evolves through millions of real-world conversations—delivering human-level empathy, operational efficiency, and outcomes that legacy systems simply can’t match.
The Role: Join the AI Rocketship
We just secured our Series raise. The engines are primed. The launchpad is clear. We’re not hiring traditional “Account Executives.” We’re hiring mercenaries of CX. Reporting directly to our Chief Customer Officer, you’ll help lead a GTM expansion designed to dismantle outdated systems across the Retail or Healthcare business sectors. If you want your career tied to a high-velocity AI transformation, this is your seat.
Core Responsibilities - Across the board for all our Account Executives
- Hunt Without Mercy: Drive net-new revenue across MM and Enterprise accounts ($50K–$250K+ deals and beyond)
- Earn the Keys to the Kingdom: Build trust with senior stakeholders and earn the right to own mission-critical customer interactions
- Bridge the Gap to Greatness: Partner closely with Product, Engineering, and Customer Success to shape the platform through real customer insight
- Burn the Playbook: Move fast, challenge legacy processes, and help build a world-class GTM engine
Vertical Focus: Where You’ll Specialize - Retail OR Healthcare
- Retail (Ecommerce & Consumer Brands):
- Target elite retail and ecommerce brands
- Protect and enhance brand voice and customer experience at scale
- Navigate orgs where CX is deeply tied to revenue, loyalty, and conversion
- Build relationships with CX, Digital, and Ecommerce leaders
- Position Flip as a competitive advantage in a crowded, high-expectation market
What makes Retail unique: Speed, volume, and brand sensitivity. You’re selling into environments where every interaction impacts revenue and perception instantly.
- Healthcare (Urgent Cares & Healthcare Providers):
- Target leading healthcare systems and provider groups
- Replace legacy communication systems with AI-driven patient engagement
- Navigate complex buying groups with compliance, IT, and clinical stakeholders
- Build trust in HIPAA-compliant, mission-critical workflows
- Position Flip as infrastructure—not a tool—for modern patient communication
What makes Healthcare unique: Trust, compliance, and precision. You’re selling into environments where every interaction impacts patients and operational integrity.
Who You Are: You’re not just an AE—you’re a force of nature.
We are a team of owner-operators. We’re in-office—NYC, LA, and the UK—because we believe high-stakes innovation happens when we’re in the trenches together. If you’re a reverse-hacker who sees obstacles as puzzles to break—and you operate with uncompromising integrity in your work—you’ll fit right in.
- A Natural-Born Closer: You don’t hit quota—you destroy it
- Product Obsessed: You sell solutions, retail or provider wins, not features
- Customer-First: You deeply understand stakeholder pain and use it to build trust fast
- Startup Warrior: You thrive in chaos, move fast, and outwork the market
- Experience in startup tech sales (B2B SaaS, AI/ML, cloud, etc.) preferred
- Proven success in complex, multi-threaded sales cycles (ideally $500K+ ACV)
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Product Manager
REPORTING TO: Product Lead
LOCATION: Brooklyn, NY (Onsite Monday - Friday)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
Own defined areas of Flip’s product end to end, including defining product direction, shaping solutions, and driving execution across core voice experiences, automation capabilities, and real-world product behavior. Reporting to the Product Lead, you set direction and ensure execution within your scope, defining and deciding what gets built, what doesn’t, and why.
You’ll work on problems like:
-
- Automating complex customer calls (subscriptions, billing, healthcare workflows)
- Designing AI behavior in ambiguous, multi-turn conversations
- Improving retention, resolution rates, and customer experience through automation
- Building systems that combine voice, AI, APIs, and real-time decisioning
This role sits at the intersection of:
-
- product
- AI systems
- customer experience
- business outcomes
Day-to-Day
- You care about the customers’ customers and understand their needs along their consumer journey
- Own the success of one or more core product features, focusing on measurable outcomes and real-world impact - not just outputs, timelines, or feature delivery
- Collaborate with Customer Success, Engineering, Sales, and Marketing to ensure strong product adoption, clarity of value, and real customer impact.
- Comfortable meeting with our customers (Retail or Healthcare companies), and are confident in showcasing to them how we can increase their phone automation over time
- A copilot to Engineering when it comes to setting priorities, making detailed specs, helping with QA, as each additional call automated is an additional dollar in revenue
- Know why each new feature is impactful and important and can align with Marketing on getting it to the right customers
- Set a high bar for execution, usability, and coherence across the vertical portal
- Excited to continue delivering our WEEKLY product releases (https://flipcx.com/product-releases/)
Who You Are, As A PM
- You’ve built products where success depended on getting the system behavior right — not just shipping features
- You think in terms of outcomes (revenue, retention, efficiency) - not just features
- You’re comfortable working on products that combine software, data, and AI behavior
- You have strong intuition for systems, APIs, and product constraints (latency, reliability, scale)
- You’ve worked on or closely with AI, automation, or complex workflow products
- You can design experiences for high-stakes user actions (payments, cancellations, order by phone, scheduling)
- You are highly data-driven and define success through clear, measurable metrics
- You are known for thinking through edge cases, failure modes, and real-world usage
- You thrive in fast-paced environments where you define the problem before solving it
- Eager and willing to support your teammates - just like they will with you!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Business Development Representative - Retail
REPORTING TO: Business Development Manager
LOCATION: Marina del Rey, CA (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do: Fuel the Flip Revolution in Voice Ai
Step up and become a critical driver on the Go-to-Market (GTM) team, helping us blast Flip from a category leader (1.0) to the undisputed market champion (2.0). This is your opportunity to join our Flippin energized Business Development team and play a high-impact role in defining the future of Voice AI-native customer support.
- Be the Engine of Customer Acquisition: You are a key component of the GTM team, directly responsible for generating high-value outbound leads and securing critical meetings across our enterprise and mid-market healthcare segments. Your deal conversations will be dynamic, ranging from deep, complex strategies to pointed, fast-moving wins.
- Grow with the Flow: As we scale, you will experience increasing autonomy and exciting months ahead, accelerating your personal and professional growth as a true contributor to our healthcare success.
- Power the Cross-Functional Team: Reporting to the Business Development Manager, you will work closely with Sales, Customer Success, Marketing, Product, and Engineering. Your collaboration ensures we seize immediate opportunities while strategically laying the long-term foundation for healthcare market dominance.
Who You Are, As A BizDev Rep: The Essential Catalyst
- Relationship Builder: You thrive on engaging with people and building influential connections that translate into real business opportunities.
- Startup Navigator: You are relentlessly agile, navigating the high-speed, ever-changing landscape of a scaling startup with ease and adaptability.
- Growth Driver: You are inherently self-motivated, driven by the thrill of breaking into new market spaces and pushing the limits of your skillset.
- Execution Obsessed: You sweat the small stuff, understanding that precision and attention to detail are non-negotiable for delivering world-class results.
- Strategic Communicator: You are a strategic thinker who seamlessly connects the dots, expertly understanding and articulating our advanced product capabilities and the transformative value they deliver to prospective customers.
Who You Are, As A Person: Driven to Elevate the Standard
- Go All-In: You're ready to commit fully, hungry to learn, and determined to perform at your absolute best, day in and day out.
- Commitment to Quality: You put in the necessary time and effort, motivated by the drive to consistently deliver work you are genuinely proud of.
- Agile Owner: You communicate clearly and proactively embrace complete ownership, speed, and the occasional strategic uncertainty that comes with shaping a high-growth company.
- Team-First Collaborator: You are eager and willing to support your teammates with enthusiasm and energy, knowing that they will bring the same dedication and support to you.
Bonuses
- Startup Veteran: You possess the "owner-operator" mindset, thriving on the exhilarating speed and necessary chaos of a scaling startup with an unrelenting entrepreneurial drive.
- Domain Advantage (A Plus!): Prior experience in the eCommerce or Customer Experience industry means you already speak our customers’ language and can hit the ground running.
- Choose Your Hub: You'll work onsite at one of our energized, collaborative offices, whether it's in the heart of Brooklyn, NY, or on the sun-drenched coast of Marina Del Rey, CA!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Business Development Representative - Healthcare
REPORTING TO: Business Development Manager
LOCATION: Brooklyn, New York (Onsite M-F)
Who Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do: Fuel the Flip Revolution in Voice Ai
Step up and become a critical driver on the Go-to-Market (GTM) team, helping us blast Flip from a category leader (1.0) to the undisputed market champion (2.0). This is your opportunity to join our Flippin energized Business Development team and play a high-impact role in defining the future of Voice AI-native customer support.
- Be the Engine of Customer Acquisition: You are a key component of the GTM team, directly responsible for generating high-value outbound leads and securing critical meetings across our enterprise and mid-market healthcare segments. Your deal conversations will be dynamic, ranging from deep, complex strategies to pointed, fast-moving wins.
- Grow with the Flow: As we scale, you will experience increasing autonomy and exciting months ahead, accelerating your personal and professional growth as a true contributor to our healthcare success.
- Power the Cross-Functional Team: Reporting to the Business Development Manager, you will work closely with Sales, Customer Success, Marketing, Product, and Engineering. Your collaboration ensures we seize immediate opportunities while strategically laying the long-term foundation for healthcare market dominance.
Who You Are, As A BizDev Rep: The Essential Catalyst
- Relationship Builder: You thrive on engaging with people and building influential connections that translate into real business opportunities.
- Startup Navigator: You are relentlessly agile, navigating the high-speed, ever-changing landscape of a scaling startup with ease and adaptability.
- Growth Driver: You are inherently self-motivated, driven by the thrill of breaking into new market spaces and pushing the limits of your skillset.
- Execution Obsessed: You sweat the small stuff, understanding that precision and attention to detail are non-negotiable for delivering world-class results.
- Strategic Communicator: You are a strategic thinker who seamlessly connects the dots, expertly understanding and articulating our advanced product capabilities and the transformative value they deliver to prospective customers.
Who You Are, As A Person: Driven to Elevate the Standard
- Go All-In: You're ready to commit fully, hungry to learn, and determined to perform at your absolute best, day in and day out.
- Commitment to Quality: You put in the necessary time and effort, motivated by the drive to consistently deliver work you are genuinely proud of.
- Agile Owner: You communicate clearly and proactively embrace complete ownership, speed, and the occasional strategic uncertainty that comes with shaping a high-growth company.
- Team-First Collaborator: You are eager and willing to support your teammates with enthusiasm and energy, knowing that they will bring the same dedication and support to you.
Bonuses
- Startup Veteran: You possess the "owner-operator" mindset, thriving on the exhilarating speed and necessary chaos of a scaling startup with an unrelenting entrepreneurial drive.
- Domain Advantage (A Plus!): Prior experience in the eCommerce or Customer Experience industry means you already speak our customers’ language and can hit the ground running.
- Choose Your Hub: You'll work onsite at one of our energized, collaborative offices, whether it's in the heart of Brooklyn, NY, or on the sun-drenched coast of Marina Del Rey, CA!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Business Development Representative - Retail
REPORTING TO: Business Development Manager
LOCATION: Marina del Rey, CA (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do: Fuel the Flip Revolution in Voice Ai
Step up and become a critical driver on the Go-to-Market (GTM) team, helping us blast Flip from a category leader (1.0) to the undisputed market champion (2.0). This is your opportunity to join our Flippin energized Business Development team and play a high-impact role in defining the future of Voice AI-native customer support.
- Be the Engine of Customer Acquisition: You are a key component of the GTM team, directly responsible for generating high-value outbound leads and securing critical meetings across our enterprise and mid-market retail segments. Your deal conversations will be dynamic, ranging from deep, complex strategies to pointed, fast-moving wins.
- Grow with the Flow: As we scale, you will experience increasing autonomy and exciting months ahead, accelerating your personal and professional growth as a true contributor to our retail success.
- Power the Cross-Functional Team: Reporting to the Business Development Manager, you will work closely with Sales, Customer Success, Marketing, Product, and Engineering. Your collaboration ensures we seize immediate opportunities while strategically laying the long-term foundation for healthcare market dominance.
Who You Are, As A BizDev Rep: The Essential Catalyst
- Relationship Builder: You thrive on engaging with people and building influential connections that translate into real business opportunities.
- Startup Navigator: You are relentlessly agile, navigating the high-speed, ever-changing landscape of a scaling startup with ease and adaptability.
- Growth Driver: You are inherently self-motivated, driven by the thrill of breaking into new market spaces and pushing the limits of your skillset.
- Execution Obsessed: You sweat the small stuff, understanding that precision and attention to detail are non-negotiable for delivering world-class results.
- Strategic Communicator: You are a strategic thinker who seamlessly connects the dots, expertly understanding and articulating our advanced product capabilities and the transformative value they deliver to prospective customers.
Who You Are, As A Person: Driven to Elevate the Standard
- Go All-In: You're ready to commit fully, hungry to learn, and determined to perform at your absolute best, day in and day out.
- Commitment to Quality: You put in the necessary time and effort, motivated by the drive to consistently deliver work you are genuinely proud of.
- Agile Owner: You communicate clearly and proactively embrace complete ownership, speed, and the occasional strategic uncertainty that comes with shaping a high-growth company.
- Team-First Collaborator: You are eager and willing to support your teammates with enthusiasm and energy, knowing that they will bring the same dedication and support to you.
Bonuses
- Startup Veteran: You possess the "owner-operator" mindset, thriving on the exhilarating speed and necessary chaos of a scaling startup with an unrelenting entrepreneurial drive.
- Domain Advantage (A Plus!): Prior experience in the eCommerce or Customer Experience industry means you already speak our customers’ language and can hit the ground running.
- Choose Your Hub: You'll work onsite at one of our energized, collaborative offices, whether it's in the heart of Brooklyn, NY, or on the sun-drenched coast of Marina Del Rey, CA!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Business Development Representative - Retail
REPORTING TO: Business Development Manager
LOCATION: Brooklyn, New York (Onsite M-F)
Who Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do: Fuel the Flip Revolution in Voice Ai
Step up and become a critical driver on the Go-to-Market (GTM) team, helping us blast Flip from a category leader (1.0) to the undisputed market champion (2.0). This is your opportunity to join our Flippin energized Business Development team and play a high-impact role in defining the future of Voice AI-native customer support.
- Be the Engine of Customer Acquisition: You are a key component of the GTM team, directly responsible for generating high-value outbound leads and securing critical meetings across our enterprise and mid-market retail segments. Your deal conversations will be dynamic, ranging from deep, complex strategies to pointed, fast-moving wins.
- Grow with the Flow: As we scale, you will experience increasing autonomy and exciting months ahead, accelerating your personal and professional growth as a true contributor to our retail success.
- Power the Cross-Functional Team: Reporting to the Business Development Manager, you will work closely with Sales, Customer Success, Marketing, Product, and Engineering. Your collaboration ensures we seize immediate opportunities while strategically laying the long-term foundation for healthcare market dominance.
Who You Are, As A BizDev Rep: The Essential Catalyst
- Relationship Builder: You thrive on engaging with people and building influential connections that translate into real business opportunities.
- Startup Navigator: You are relentlessly agile, navigating the high-speed, ever-changing landscape of a scaling startup with ease and adaptability.
- Growth Driver: You are inherently self-motivated, driven by the thrill of breaking into new market spaces and pushing the limits of your skillset.
- Execution Obsessed: You sweat the small stuff, understanding that precision and attention to detail are non-negotiable for delivering world-class results.
- Strategic Communicator: You are a strategic thinker who seamlessly connects the dots, expertly understanding and articulating our advanced product capabilities and the transformative value they deliver to prospective customers.
Who You Are, As A Person: Driven to Elevate the Standard
- Go All-In: You're ready to commit fully, hungry to learn, and determined to perform at your absolute best, day in and day out.
- Commitment to Quality: You put in the necessary time and effort, motivated by the drive to consistently deliver work you are genuinely proud of.
- Agile Owner: You communicate clearly and proactively embrace complete ownership, speed, and the occasional strategic uncertainty that comes with shaping a high-growth company.
- Team-First Collaborator: You are eager and willing to support your teammates with enthusiasm and energy, knowing that they will bring the same dedication and support to you.
Bonuses
- Startup Veteran: You possess the "owner-operator" mindset, thriving on the exhilarating speed and necessary chaos of a scaling startup with an unrelenting entrepreneurial drive.
- Domain Advantage (A Plus!): Prior experience in the eCommerce or Customer Experience industry means you already speak our customers’ language and can hit the ground running.
- Choose Your Hub: You'll work onsite at one of our energized, collaborative offices, whether it's in the heart of Brooklyn, NY, or on the sun-drenched coast of Marina Del Rey, CA!
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Enterprise Customer Success Manager - Healthcare OR Ecom/Retail
REPORTING TO: Chief Revenue Office
LOCATION: Marina del Rey, CA (Onsite M - F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
- Make sure our reference list is as long as our customer list…
- Make Flip the most impactful tool in the tech stack for our customers, i.e. deliver business impact through our product, identify the problems they’re looking to solve, configure our product to optimize performance, and collaborate with our product team to constantly raise the roof.
- Be our customers’ favorite vendor to work with - build authentic, trust-based relationships where every interaction leaves clients feeling heard, supported, and excited about what’s possible. Expand our network of champions across all relevant stakeholders. Get on airplanes to meet them in person.
- Support prospects in evaluating our product, then lead implementation all the way through the lifetime of the relationship.
- Go above and beyond for their requests - make the extra test call, solve edge cases, and deliver outcomes customers didn’t even realize were possible.
- Become a product and domain expert quickly (within week 1) - master Flip’s platform (either ecom/retail or healthcare) workflows so you can configure, troubleshoot, and advise with authority.
- Unpack their problems and dig into the “why” - get past surface level issues to uncover root causes.
- Liaise with our product team to craft solutions - translate client needs into clear feedback that shapes our roadmap and strategy.
- Storytell with data - use metrics to show how Flip meets their goals, gives great patient experiences and delivers clear ROI.
- Partner with sales - work side-by-side to accelerate launch and automation through customer success, making Flip the reason they choose us and the reason they grow with us.
- Coach and scale the CS team - hire, mentor, and empower exceptional CSMs while raising the bar for execution and culture. Initially this role will be an IC for first ~6 months.
- Collaborate with marketing to bring new customers into our community by helping current customers share their story.
Who you are, as a person
- High aptitude and high work ethic - you can do in an hour what takes most people 8, and choose to work 10 - because you love it.
- When there’s a Friday night fire after a long week, people want you in the room to help solve the problem - you bring a positive attitude when it’s hardest.
- You exercise creative persistence - finding a way to win even when there’s a great excuse for why you’d lose.
- You are craving a flippin rocketship to join and build.
What you bring
- Startup experience and have seen a company scale their customer success from +10 clients to hundreds. Understand what it takes to build teams and implement scalable systems for long term success.
- +5 years of experience leading a CS function for a B2B software company.
- Strong communication skills both in-person and virtually between internal teams, client partners, stakeholders by embracing ownership. Ability to understand the why and persuasively communicate messaging for internal and external buy-in.
- Eager and willing to support your teammates - just like they will with you! Player-coach when it comes to developing a team of highly motivated individual contributors.
- Either already are or become obsessed with customer experience/support.
- Go above and beyond consistently.
Nice to have
- Experience building customer success processes in both startup and enterprise contexts.
- Passion for storytelling and community building - helping customers share wins publicly.
(Healthcare Vertical Specific)
- Previous experience with Healthtech company during its early stages, a-b-c
- Familiarity with EHR/PM integrations (Epic, Athena, Experity, eClinicalWorks, etc.) and healthcare data standards (HL7, FHIR, HIPAA).
- Strong understanding of payer/provider dynamics, patient experience workflows, and healthcare compliance considerations.
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- This Enterprise CSM role can go into either our ecom/retail vertical or healthcare, which will be determined before offer stage
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Enterprise Customer Success Manager - Healthcare OR Ecom/Retail
REPORTING TO: Chief Revenue Office
LOCATION: Brooklyn, NY (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
- Make sure our reference list is as long as our customer list…
- Make Flip the most impactful tool in the tech stack for our customers, i.e. deliver business impact through our product, identify the problems they’re looking to solve, configure our product to optimize performance, and collaborate with our product team to constantly raise the roof.
- Be our customers’ favorite vendor to work with - build authentic, trust-based relationships where every interaction leaves clients feeling heard, supported, and excited about what’s possible. Expand our network of champions across all relevant stakeholders. Get on airplanes to meet them in person.
- Support prospects in evaluating our product, then lead implementation all the way through the lifetime of the relationship.
- Go above and beyond for their requests - make the extra test call, solve edge cases, and deliver outcomes customers didn’t even realize were possible.
- Become a product and domain expert quickly (within week 1) - master Flip’s platform (either ecom/retail or healthcare) workflows so you can configure, troubleshoot, and advise with authority.
- Unpack their problems and dig into the “why” - get past surface level issues to uncover root causes.
- Liaise with our product team to craft solutions - translate client needs into clear feedback that shapes our roadmap and strategy.
- Storytell with data - use metrics to show how Flip meets their goals, gives great patient experiences and delivers clear ROI.
- Partner with sales - work side-by-side to accelerate launch and automation through customer success, making Flip the reason they choose us and the reason they grow with us.
- Coach and scale the CS team - hire, mentor, and empower exceptional CSMs while raising the bar for execution and culture. Initially this role will be an IC for first ~6 months.
- Collaborate with marketing to bring new customers into our community by helping current customers share their story.
Who you are, as a person
- High aptitude and high work ethic - you can do in an hour what takes most people 8, and choose to work 10 - because you love it.
- When there’s a Friday night fire after a long week, people want you in the room to help solve the problem - you bring a positive attitude when it’s hardest.
- You exercise creative persistence - finding a way to win even when there’s a great excuse for why you’d lose.
- You are craving a flippin rocketship to join and build.
What you bring
- Startup experience and have seen a company scale their customer success from +10 clients to hundreds. Understand what it takes to build teams and implement scalable systems for long term success.
- +5 years of experience leading a CS function for a B2B software company.
- Strong communication skills both in-person and virtually between internal teams, client partners, stakeholders by embracing ownership. Ability to understand the why and persuasively communicate messaging for internal and external buy-in.
- Eager and willing to support your teammates - just like they will with you! Player-coach when it comes to developing a team of highly motivated individual contributors.
- Either already are or become obsessed with customer experience/support.
- Go above and beyond consistently.
Nice to have
- Experience building customer success processes in both startup and enterprise contexts.
- Passion for storytelling and community building - helping customers share wins publicly.
(Healthcare Vertical Specific)
- Previous experience with Healthtech company during its early stages, a-b-c
- Familiarity with EHR/PM integrations (Epic, Athena, Experity, eClinicalWorks, etc.) and healthcare data standards (HL7, FHIR, HIPAA).
- Strong understanding of payer/provider dynamics, patient experience workflows, and healthcare compliance considerations.
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- This Enterprise CSM role can go into either our ecom/retail vertical or healthcare, which will be determined before offer stage
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Director of Revenue Operations
REPORTING TO: CoFounder/CRO
LOCATION: Marina del Rey, CA (Onsite Monday - Friday)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
Flip has scaled quickly by being scrappy, pragmatic, and execution-focused. Our GTM and revenue systems were built to help us move fast and get to where we are today. Now, we’re ready for the next chapter.
We’re looking for a Director of Revenue Operations who enjoys rolling up their sleeves, operating autonomously, and taking something that works and making it truly scalable.
This role is for someone who doesn’t wait for a roadmap. You’ll proactively design, evolve, and operate the systems that power our GTM engine—often before the organization realizes a change is needed.
Your job is to make revenue mechanics feel invisible to the rest of the company by anticipating issues, eliminating friction, and turning GTM data and analytics into a tailwind rather than a headwind.
Current GTM Stack
Our current stack reflects a scrappy, build-what-we-need approach and is used end-to-end — from lead intake through billing and revenue reporting:
- HubSpot (current CRM / GTM system of record)
- Matillion
- Omni
- SQL-based analytics and transformations
This stack is not sacred, and you’ll have full latitude to evolve or rethink it over time. That said, you should be comfortable operating in this type of environment on day one. If working close to systems like this — understanding how data flows from lead to deal to billing — isn’t something you enjoy or feel confident doing, this is probably not the right role.
Your Core Responsibilities
- Own the end-to-end revenue operating system: Lead → Deal → Contract → Billing → Reporting
- Act as the autonomous owner of GTM mechanics across Sales and Customer Success
- Own the GTM system of record (currently HubSpot), with permission and expectation to challenge, evolve, or replace tools as needed
- Ensure contracts and sold line items translate cleanly into billable revenue
- Partner with Finance to deliver clean, system-driven invoicing and revenue visibility
- Own forecasting inputs, pipeline hygiene, and GTM data integrity
- Partner with Data to turn GTM analytics into a tailwind for day-to-day decision-making
- Identify friction before it becomes a blocker—and fix it decisively
- Take what’s been built to date and level it up for the next phase of growth
Who You Are
- You enjoy getting your hands dirty and improving imperfect systems
- You operate comfortably with high autonomy and minimal direction
- You think ahead of the team and are rarely surprised
- You take pride in solving problems before they surface
- You’re technically fluent and curious, even if you’re not an engineer
- You’re comfortable reasoning about data flows, transformations, and system dependencies
- You care more about outcomes than tools
What You Bring
- 3–6 years experience in Revenue Operations, GTM Operations, or similar roles, with meaningful ownership of systems and processes
- Experience helping scale revenue systems in a fast-growing B2B SaaS environment
- Strong understanding of CRM systems, billing mechanics, and forecasting
- Comfort working close to the data using SQL and modern analytics tooling
- Ability to partner deeply with Finance and Data without needing translation
- Low-ego, high-ownership collaboration style
- Comfort balancing hands-on execution with long-term system design
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for bonus and/or commission as well as equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Software Engineer
Reporting To: Software Engineer Lead
LOCATION: Marina del Rey, CA (Onsite M - F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
At Flip, you'll create user experiences, design and implement new features, and oversee entire pipelines of the Flip assistant. You'll also get deep into the data, interact with our customers, and help shape the direction of the product. We have a few excellent senior engineers already on the team, one of which will become your direct mentor!
You will get to work on intricate Python-based systems that interface with a wide range of external APIs, develop optimized LLM interfaces, handle complex dialogue management and flows, shape conversational workflows, and ensure low-latency, high-availability voice experiences.
Who You Are, As An Engineer
- You’re able to dive into the deep end of a complex Python codebase, and quickly understand what’s going on from the syntax.
- You write clean, pythonic, well-tested, and maintainable code, building off existing functionality appropriately, and adopting established code style.
- You can perform thorough yet swift PR code reviews – for code written by the R&D team and your own.
- You are fast yet meticulous, proactive yet careful, autonomous yet unafraid to ask for help.
- You own your work and take responsibility, fostering trust with all your colleagues.
- You are able to multitask, actually and literally.
- You constantly monitor performance and can troubleshoot production issues across services and integrations in a timely manner.
- You strive to always push the product forwards, and generally not concerned about theoretical engineering perfection when it doesn’t matter.
- You really, really care about the customer.
Who You Are, As A Person
- You hold a BS in Computer Science, Mathematics or Engineering, or related scientific or technical discipline.
- You are an exceptional programmer, and have a strong proficiency in Python (minimum of 3-5 years): you can write pythonic code and have experience working with asyncio, decorators, advanced class usage (dataclasses, inheritance), an array of modules, and frameworks like FastAPI or Pipecat.
- Familiarity with REST APIs, authentication methods (OAuth2, JWT, Bearer Tokens, etc), and third-party integrations.
- You have a good working knowledge of data analytics and metrics pipelines, and have worked with data analytics systems such as Omni, Tableau, Looker, Grafana, etc.
- You put in the time and dedication to write, iterate, deploy, and monitor work you're proud of.
- You can effectively communicate with non-technical teammates and clients when needed.
- You are eager and willing to support your teammates – just like they will be with you!
Bonuses
- You are an experienced LLM Prompt Engineer and have fine-tuned or deployed LLMs yourself.
- You have experience with Pipecat, or TTS and STT pipelines in general.
- You have experience working with AWS cloud services, Google Cloud, Kubernetes, and/or Ansible, and know your way around a terminal.
- You have an entrepreneurial drive, and know what it’s really like to work at a successful startup.
- You can work onsite in our NYC/LA office – Partnering closely with the rest of the R&D Team, and Product and Customer Success Managers.
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip
TITLE: Software Engineer
Reporting To: Software Engineer Lead
LOCATION: Brooklyn, New York (Onsite M-F)
Who The Flip Is Flip?
Ever call your favorite eCommerce brand or healthcare provider, and have a crazy good Voice AI answer? That’s Flip. Hundreds of brands from Under Armour and Tory Burch in retail to Experity and Fast Pace Health in healthcare trust Flip to have millions of phone calls with their customers every month.
We’ve built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and a constant belief that the team is the best thing we’ve built. Both are true today and increasingly so every day.
Many on our team would tell you this is their favorite place they’ve ever worked, and the hardest they’ve ever worked. It’s ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great Flippin time doing it. We’re a small and mighty team of 50 today with offices in NYC, LA, and the UK.
What You’ll Do
At Flip, you'll create user experiences, design and implement new features, and oversee entire pipelines of the Flip assistant. You'll also get deep into the data, interact with our customers, and help shape the direction of the product. We have a few excellent senior engineers already on the team, one of which will become your direct mentor!
You will get to work on intricate Python-based systems that interface with a wide range of external APIs, develop optimized LLM interfaces, handle complex dialogue management and flows, shape conversational workflows, and ensure low-latency, high-availability voice experiences.
Who You Are, As An Engineer
- You’re able to dive into the deep end of a complex Python codebase, and quickly understand what’s going on from the syntax.
- You write clean, pythonic, well-tested, and maintainable code, building off existing functionality appropriately, and adopting established code style.
- You can perform thorough yet swift PR code reviews – for code written by the R&D team and your own.
- You are fast yet meticulous, proactive yet careful, autonomous yet unafraid to ask for help.
- You own your work and take responsibility, fostering trust with all your colleagues.
- You are able to multitask, actually and literally.
- You constantly monitor performance and can troubleshoot production issues across services and integrations in a timely manner.
- You strive to always push the product forwards, and generally not concerned about theoretical engineering perfection when it doesn’t matter.
- You really, really care about the customer.
Who You Are, As A Person
- You hold a BS in Computer Science, Mathematics or Engineering, or related scientific or technical discipline.
- You are an exceptional programmer, and have a strong proficiency in Python (minimum of 3-5 years): you can write pythonic code and have experience working with asyncio, decorators, advanced class usage (dataclasses, inheritance), an array of modules, and frameworks like FastAPI or Pipecat.
- Familiarity with REST APIs, authentication methods (OAuth2, JWT, Bearer Tokens, etc), and third-party integrations.
- You have a good working knowledge of data analytics and metrics pipelines, and have worked with data analytics systems such as Omni, Tableau, Looker, Grafana, etc.
- You put in the time and dedication to write, iterate, deploy, and monitor work you're proud of.
- You can effectively communicate with non-technical teammates and clients when needed.
- You are eager and willing to support your teammates – just like they will be with you!
Bonuses
- You are an experienced LLM Prompt Engineer and have fine-tuned or deployed LLMs yourself.
- You have experience with Pipecat, or TTS and STT pipelines in general.
- You have experience working with AWS cloud services, Google Cloud, Kubernetes, and/or Ansible, and know your way around a terminal.
- You have an entrepreneurial drive, and know what it’s really like to work at a successful startup.
- You can work onsite in our NYC/LA office – Partnering closely with the rest of the R&D Team, and Product and Customer Success Managers.
More About Us
- We're international, spanning the US, UK, and Canada
- We’ve raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
- Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year
- In office 5 days/week
#FlippinLegend
Final compensation may vary based on location, experience, and qualifications. This role is also eligible for equity, in accordance with company policy, and subject to board approval.
Our customers span the globe, and so do our offices. Flip is committed to providing equal employment opportunities for all employees, applicants, and covered individuals regardless of protected characteristics. We want our company to be as diverse and inclusive as our customers.
Ready to apply?
Apply to Flip