Who we are:

Yoodli is your private AI roleplay and communication coach. Our mission is to help people around the world communicate with confidence - without feeling judged. We’ve raised $7M+ in seed funding from leading investors like Madrona, AI2, and Cercano. Our partnerships, including Google, Sandler, and Toastmasters International, are helping us bring personalized roleplays and communication coaching to hundreds of thousands of users.

We’re a fast-growing, mission-driven team based at the AI House in Seattle. Our team includes alumni from GoogleX, Apple, Intuit, and more. You can try Yoodli free at yoodli.ai.

Watch our founding story and learn more about our “why” in this TED Talk.

What we’re hoping you bring:

Mission alignment: You believe in our vision and care deeply about helping people achieve more by communicating better

Frontend-focused full-stack expertise: You have strong experience building scalable web applications, with solid backend instincts across APIs and distributed systems

Customer-centric thinking: You keep users front and center, translating product requirements into clean, reliable technical solutions that deliver great communication coaching experiences

Craft and quality: You hold yourself to a high bar for code quality and API design, and you make the engineers around you better

This role is hybrid with an expectation of 3 days a week in the office - you'll need to be based in the Greater Seattle Area.

About You:

• 5+ years of professional development experience, shipping production code
• Strong full-stack capabilities with a frontend lean - you've owned features end-to-end and have a track record of delivering in fast-moving environments
• Solid experience with API design, system architecture, and writing code you are proud to maintain
• Proficiency in modern technologies (TypeScript, React, backend frameworks) with the ability to debug complex distributed systems
• Clear communicator who works well across engineering and product, and who gives and receives feedback well
• You understand how your work connects to business outcomes and user impact
• Bachelor's degree in Computer Science or equivalent experience

Extra credit experience:

• Experience with LLMs, generative AI, and AI-powered applications
• Material UI, Next.js, and NoSQL databases
• Speech/audio processing technologies and real-time communication systems

What’s in it for you?

• Huge impact opportunity: Define technical strategy and build foundational systems at a fast-growing startup
• Competitive compensation: Significant equity opportunities at a venture-backed company
• Base compensation: $160k - $190k 
• Work directly with the founding team and shape the future of AI-powered communication coaching
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who we are:

Yoodli is a private, personalized and AI powered speech coach. Our dream is to help people around the world improve their communication skills without feeling judged. We’ve raised $7M+ in seed funding from leading investors such as Madrona, AI2, Cercano and other industry experts. Our work has been featured in outlets including WSJ, Inc., and Geekwire. We recently announced a partnership with Toastmasters International to bring AI powered speech coaching to 300k+ members globally. We’re a mission focused and fast growing startup based out of the Allen AI Institute in Seattle. The team includes alumni from GoogleX, Apple, Intuit among others. Here’s a video describing our founding story. You can use the product live (and for free) at www.yoodli.ai.

What we’re hoping you bring:

Mission alignment: You believe in our vision and care deeply about helping people achieve more by communicating better

Backend expertise: You have strong experience building scalable, reliable backend services that power great user experiences

Customer-centric thinking: You architect right-sized solutions - secure, maintainable, and built with the end user in mind

Craft and quality: You hold yourself to a high bar for code quality and system design, and you make the engineers around you better

This role is hybrid with an expectation of 3 days a week in the office - you’ll need to be based in the Greater Seattle Area.

About you:

• 5+ years of professional development experience, shipping production code
• Strong backend capabilities - you've owned services end-to-end and have a track record of delivering in fast-moving environments
• Solid experience with cloud infrastructure (GCP, AWS, or Azure) and Infrastructure as Code
• Proficiency in TypeScript or Python, with the ability to debug complex distributed systems
• Clear communicator who works well across engineering and product, and who gives and receives feedback well
• You understand how your work connects to business outcomes and user impact
• Bachelor's degree in Computer Science or equivalent experience

Extra credit experience:

• Experience with LLMs, generative AI, and AI-powered applications
• Speech/audio processing technologies and real-time communication systems
• NoSQL databases and Kubernetes
• Google Cloud Platform

What’s in it for you?

• Huge impact opportunity: Define technical strategy and build foundational systems at a fast-growing startup
• Competitive compensation: Significant equity opportunities at a venture-backed company
• Base compensation: $160k - $190k 
• Work directly with the founding team and shape the future of AI-powered communication coaching
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who we are:

Reports to: Esha Joshi, Cofounder and Chief Customer Officer

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and Dale Carnegie use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’re building a new category called Experiential Learning: a new AI-powered category that helps people learn through conversational roleplays. People don’t learn from slides: they learn through dialogue, questions, and iteration. Yoodli makes that process interactive, personalized, and always up to date. It’s learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training.

We’ve $40M in Series B funding, doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

• TED Talk with our “Why”
• Explainer on experiential learning

What you’ll do:

As a Strategic Customer Success Manager, you will ensure seamless customer experiences across all stages of the customer journey. You’ll bring strong customer relationships, maximize satisfaction, and drive growth by managing enterprise client accounts. Your work will focus on increasing customer satisfaction, NPS, retention/product adoption, and business expansion while collaborating closely with sales, product, and leadership teams.

If you are based in Seattle, this role will hybrid. The local team comes into the office 3 days a week. For non-Seattle based candidates, this will be a remote hire.

About you:

• 5+ years of experience as an enterprise customer success manager
• Proven track record of managing enterprise accounts, driving adoption, and achieving customer success metrics
• Experience shaping and executing customer experience strategies for enterprise lifecycle stages
• Skilled at working cross-functionally with sales, leadership, and product teams to deliver customer value
• Exceptional verbal and written communication skills with a talent for clear and persuasive articulation of ideas
• Strong proficiency in customer engagement platforms and CRM tools
• Humility, creativity, and team-first-attitude, with a love for learning

Extra credit experience:

• Deep understanding of the SaaS ecosystem and strategies to guide customers through the adoption curve
• Proficient in using advanced analytics tools to monitor customer usage patterns and predict future behaviors
• Ability to develop and implement automation strategies that enhance customer lifecycle management from onboarding to renewal, reducing manual processes and improving operational efficiency

Compensation

• Total compensation is targeted at $150,000 - $180,000 (depending on experience), including variable pay based on quarterly goals
• Equity opportunities at a fast growing company
• Health, dental, vision insurance
• 401k plans
• Unlimited PTO, free lunches at the office

What’s in it for you?

• Huge impact opportunity: Build and scale a company from the ground up
• Competitive compensation: Includes a combination of cash base and commission compensation
• Work on a daily basis with the founding team and mentors
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who we are:

Reports to: Esha Joshi, Cofounder and Chief Customer Officer

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and Dale Carnegie use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’re building a new category called Experiential Learning: a new AI-powered category that helps people learn through conversational roleplays. People don’t learn from slides: they learn through dialogue, questions, and iteration. Yoodli makes that process interactive, personalized, and always up to date. It’s learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training.

We’ve $40M in Series B funding, doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

• TED Talk with our “Why”
• Explainer on experiential learning

What you’ll do:

As a Growth Customer Success Manager, you will ensure seamless customer experiences across all stages of the customer journey. You’ll bring strong customer relationships, maximize satisfaction, and drive growth by managing enterprise client accounts. Your work will focus on increasing customer satisfaction, NPS, retention/product adoption, and business expansion while collaborating closely with sales, product, and leadership teams.

We are targeting a East Coast based Remote hire.

About you:

• 3+ years of experience as an enterprise customer success manager
• Proven track record of managing enterprise accounts, driving adoption, and achieving customer success metrics
• Experience shaping and executing customer experience strategies for enterprise lifecycle stages
• Skilled at working cross-functionally with sales, leadership, and product teams to deliver customer value
• Exceptional verbal and written communication skills with a talent for clear and persuasive articulation of ideas
• Strong proficiency in customer engagement platforms and CRM tools
• Humility, creativity, and team-first-attitude, with a love for learning

Extra credit experience:

• Deep understanding of the SaaS ecosystem and strategies to guide customers through the adoption curve
• Proficient in using advanced analytics tools to monitor customer usage patterns and predict future behaviors
• Ability to develop and implement automation strategies that enhance customer lifecycle management from onboarding to renewal, reducing manual processes and improving operational efficiency

Compensation

• Total compensation is targeted at $125,000 - $150,000 (depending on experience), including variable pay based on quarterly goals
• Equity opportunities at a fast growing company
• Health, dental, vision insurance
• 401k plans
• Unlimited PTO, free lunches at the office

What’s in it for you?

• Huge impact opportunity: Build and scale a company from the ground up
• Competitive compensation: Includes a combination of cash base and commission compensation
• Work on a daily basis with the founding team and mentors
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who We Are

Yoodli is the AI roleplay simulator redefining how individuals and teams ace communication. We're building a new category: AI Roleplays, an experiential learning platform that helps people improve through lifelike simulations powered by generative AI.
Think of it as the batting cage before the big game, but for communication. Whether it's a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and BDO use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.
Backed by $20M+ from Madrona, AI2, Cercano, and more, we're based in Seattle at AI House, building the future of human-AI interaction. You can try our consumer product live (and for free) at yoodli.ai.

• Watch our TED Talk

• Read our latest blog

The Role

We're hiring a Business Development Representative to build the top of our pipeline. You'll be the first impression Yoodli makes on future customers, researching accounts, starting conversations, and creating qualified opportunities for our Account Executive team.
This is a dialing role. And a thinking role. The best BDRs we've seen do both. You'll pick up the phone when others send a fourth email, handle rejection without internalizing it, and still come back the next day ready to go. You'll also be a close link between the market and our marketing team. What you hear on calls shapes how we message, position, and target. No two days look exactly the same, and we need someone who's good with that.

Responsibilities

• Research target accounts and build prospect lists across key segments
• Execute high-volume outbound across phone, email, and LinkedIn, daily
• Triage, prioritize, and route inbound leads quickly and accurately, this matters as much as outbound
• Book discovery calls and set AEs up to succeed with solid context
• Share objection patterns and field signals with marketing to sharpen how we message and target
• Maintain clean, accurate activity and pipeline data in HubSpot
• Use Yoodli yourself to practice cold calls, objection handling, and discovery conversations before the real thing

About You

• 1-3 years in sales development, business development, or market development, ideally prospecting into enterprise B2B SaaS companies
• You've picked up the phone. A lot. And you don't make excuses for low dials.
• You hear "no" and move on without drama
• You use AI to get more done and make your outreach sharper, but you don't let it replace your judgment or your voice
• You write well and communicate with clarity, no fluff, no jargon
• You're curious about why buyers buy, not just whether they'll take a meeting
• Organized, consistent, and honest about your pipeline
• Coachable and competitive in equal measure

Bonus Points

• Experience selling into GTM, L&D, or HR leaders
• Hands-on with tools like Clay, HubSpot, or LinkedIn Sales Navigator
• Based in Seattle or open to relocating, we believe in in-person at AI House

Why Yoodli

• Sell a product that actually makes people better at something hard
• Real mentorship from a senior GTM team that's done this before
• A front-row seat to how an early-stage sales motion gets built
• Competitive compensation:
• OTE: $70K-$90K (base + variable)
• Equity: Early-stage options
• Full benefits: healthcare, dental, vision, 401k, unlimited PTO
• In-person culture at AI House in Seattle, daily lunches, coaching, and more
• Learn more about our team values and culture

Who we are:

Reports to: Betsy McKibbin, Head of Marketing

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli ovides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and Dale Carnegie use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’re building a new category called Experiential Learning: a new AI-powered category that helps people learn through conversational roleplays. People don’t learn from slides: they learn through dialogue, questions, and iteration. Yoodli makes that process interactive, personalized, and always up to date. It’s learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training.

We’ve $40M in Series B funding, doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

• TED Talk with our “Why”
• Explainer on experiential learning

The Role

We're looking for a Senior Product Marketing Manager who combines strategic depth with the speed and efficiency of how the best marketers work today. You'll own product positioning and messaging at a strategic level, translating deep customer insight, competitive intelligence, and product innovation into narratives that drive adoption, accelerate pipeline, and build durable category leadership. You'll move fast, stay close to the market, and use every tool available to keep Yoodli's story sharp and current as the product evolves.

This role sits at the center of Product, Marketing, Sales, and Customer Success. You'll set the direction for how Yoodli shows up in the market, lead high-stakes launches, build the systems that scale institutional knowledge, and coach the GTM organization on how to win. As a senior voice in the company, you'll shape both what we say and how we launch, influencing category positioning and messaging strategy.

What You’ll Do

• Own positioning, messaging, and storytelling:
  Define and evolve Yoodli's product positioning, value propositions, and messaging frameworks across buyer personas, translating complex AI capabilities into clear, benefit-led narratives. You'll set the standard for how the entire company talks about what we do and why it matters, and you'll actively steward that standard across channels and teams.
• Lead go-to-market and launch execution:
  Partner with Product, Customer Success, and Sales to design and execute go-to-market and launch strategies for new features, solutions, and partnerships. Drives awareness, engagement, and retention across segments. You won't just execute launches, you'll design the strategy, define success metrics, and ensure the organization is aligned and equipped to win.
• Champion customer and market insight:
  Conduct market research, customer interviews, and competitive analysis to identify trends, unmet needs, and communication pain points; map user journeys to strengthen positioning and product-market fit.
• Build durable, AI-supported market knowledge:
  Create and maintain AI-assisted repositories of personas, objections, use cases, and competitive insights that preserve and scale institutional knowledge across teams.
• Own and enable product marketing collateral end-to-end: Serve as the primary driver of product marketing collateral, working closely with the design team to create high-impact assets. Translate product features into clear creative briefs with recommended visuals, while maintaining decks, one-pagers, videos, messaging guides, and FAQs that help tell the Yoodli story across audiences.
• Support experimentation and continuous feedback loops:
  Pair human judgment with AI-assisted drafting, iteration, and feedback to improve speed, consistency, and messaging precision.

What We’re Looking For

• 8+ years of product marketing experience in B2B SaaS, with a track record of owning positioning and GTM strategy for complex products in competitive markets
• Demonstrated success leading product launches from strategy through execution, including building the enablement systems that sustain adoption post-launch
• Expert-level messaging and storytelling skills. Able to distill complex technology into clear, human narratives that resonate with enterprise buyers and drive action
• Deep experience developing sales enablement assets and enabling revenue teams, including frameworks that hold up across deal stages and buyer personas
• Strong analytical foundation, with comfort using pipeline data, win/loss analysis, and customer research to guide strategic decisions
• A modern approach to the craft. You use AI tools and workflows to move faster on research synthesis, messaging iteration, and keeping enablement assets current, without letting them substitute for the strategic thinking and editorial judgment that make great PMM work actually land
• Experience in a high-growth startup environment, with the ability to operate at both strategic and executional levels
• Highly collaborative leadership style, with a history of influencing cross-functional teams without direct authority

Compensation

• Total compensation is targeted at $165,000 - $185,000 (depending on experience)
• Equity opportunities at a fast growing company
• Health, dental, vision insurance
• 401k plans
• Unlimited PTO, free lunches at the office

What’s in it for you?

• Huge impact opportunity: Build and scale a company from the ground up
• Competitive compensation
• Work on a daily basis with the founding team and mentors
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who we are

Reports to: Chief Customer Officer

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. Think of it as the batting cage before the big game, but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Sandler Sales, and Toastmasters use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers.

We’re building a new category called Experiential Learning: AI-powered learning through conversational roleplays. We’ve raised $40M in Series B funding, are doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

What you’ll do

As Customer Success Manager - Renewals, you’ll own the end-to-end renewal motion for Yoodli’s high-volume, lower-ACV customer segment (accounts with annual contract values of $10,000 or less). This is a fast-growing book with rapidly increasing transaction volume—you’ll be the person who builds the rhythm, runs the plays, and closes the deals.

This role is cadence-driven and transactional. You’ll manage a structured outreach motion starting 120 days before each renewal, progressing through 90-day and 60-day touchpoints, and driving every deal to close. Along the way, you’ll handle pricing negotiations, contract restructuring, and the occasional save conversation, all while keeping your pipeline tight and your forecasts accurate.

This is a commercial, execution-oriented seat where success is measured by on-time renewal rates, retention dollars, and pipeline hygiene. You’ll thrive here if you move fast, love process, and get energy from closing a high volume of transactions.

This role is hybrid; we are looking for Seattle-based or remote candidates who will be in the office at least 3 days per week.

Renewal Execution

Own the full renewal lifecycle for a high-volume book of business.

• Manage a growing portfolio of Tier 4 renewals ($10K and under) with increasing quarterly transaction volume
• Run a structured cadence - 120-day, 90-day, and 60-day touchpoints - to drive on-time renewals
• Lead pricing negotiations and contract restructuring conversations directly with customers
• Identify and execute save plays for at-risk renewals, partnering with CSMs when strategic context is needed
• Maintain accurate pipeline and forecast data in the CRM at all times

Process & Scale

Build repeatable motions that keep pace with a rapidly growing transaction volume.

• Develop and refine renewal playbooks, email templates, and talk tracks for the Tier 4 segment
• Surface patterns in churn, downsell, and objection themes to inform broader CS and Product strategy
• Partner with RevOps to improve renewal workflows, automation, and reporting
• Maintain rigorous CRM hygiene, every deal, every stage, every note

Cross-Functional Partnership

Collaborate across teams to protect and grow revenue.

• Work closely with CSMs to stay informed on account health and adoption context ahead of renewal conversations
• Flag expansion signals to Account Management or CSMs when customers express interest in growing their usage
• Partner with Finance and Legal on non-standard terms, co-terms, and restructuring
• Share customer feedback and renewal insights with Product and CS leadership

About you

• 3+ years of experience in renewal management, commercial customer success, or transactional post-sales roles in SaaS
• Proven track record of managing a high volume of renewals or commercial transactions simultaneously
• Comfortable leading pricing and contract negotiations with customers directly
• Highly organized, detail-oriented, and process-driven, you don’t let deals slip through the cracks
• Strong CRM discipline with a habit of keeping pipeline data current and accurate
• Clear, concise communicator who can move customers to action efficiently
• Thrives in a fast-paced, high-growth environment with evolving priorities

Extra credit experience

• Experience in a dedicated renewal management function (vs. renewals as part of a broader CSM role)
• Experience building or improving renewal playbooks and processes from scratch
• Comfort with data analysis, pulling reports, spotting trends, and using data to prioritize your book

Compensation

• Total compensation targeted at $90,000–$110,000 (depending on experience), including variable pay tied to renewal performance
• Equity at a fast-growing, category-defining company
• Health, dental, and vision insurance
• 401(k)
• Unlimited PTO
• Free lunches/snacks at the office

Who we are:

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and Dale Carnegie use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’re building a new category called Experiential Learning: a new AI-powered category that helps people learn through conversational roleplays. People don’t learn from slides: they learn through dialogue, questions, and iteration. Yoodli makes that process interactive, personalized, and always up to date. It’s learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training.

We’ve $40M in Series B funding, doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.

• TED Talk with our “Why”
• Explainer on experiential learning

The Role:

We’re hiring an SMB Account Executive to help drive Yoodli through this next inflection point.  You’ll be growing Yoodli’s reach and impact among small & medium sized business segments.  You’ll own the full sales process - from first conversation to signed contract.  Your excellent discovery skills, platform fluency, and a fixation on buyer outcomes enables execution at the pace of this fast-moving business.

This role is a great fit for someone early in their career who wants to build mastery in sales fundamentals, value-based selling, and high-EQ customer conversations. You’ll work closely with sales leadership, marketing, and customer success to refine messaging and scale what works. Your blend of curiosity, grit, and mission-driven mindset enable you to deliver clear value to buyers at speed.

About You

• 2-5 years in B2B SaaS sales or SDR/AE hybrid experience
• Strong emotional intelligence—you can read subtle buyer signals and adjust accordingly
• Growth mindset - open to coaching, feedback, and ongoing skill development
• Familiarity with MEDDIC, Challenger, or similar value-based methodologies
• Highly organized with CRM discipline and attention to detail
• Comfortable respectfully challenging buyer assumptions to create urgency
• Team-first mindset—you're coachable, iterative, and eager to help others win
• Based in Seattle or open to relocating - we work in person at AI House 3+ days a week

Bonus Points

• Experience in transactional or high-velocity sales environments
• Familiarity with tools like Gong, Outreach, Clay, or HubSpot, and incorporating AI into your sales workflows
• Experience/interest in communication, coaching, or learning platforms

Responsibilities:

• Run full-cycle sales for SMB and mid-market accounts
• Drive discovery and clearly tie buyer challenges to Yoodli’s differentiated value
• Manage fast-moving opportunities with urgency and consistency
• Use tools like mutual action plans and recaps to keep deals on track
• Own your pipeline and Build pipeline via outbound, partnerships, and demand follow-up
• Understand business & forecast with discipline and accuracy
• Collaborate across GTM to improve messaging, playbooks, and handoffs
• Share learnings with the team - help us get better, faster

Why Yoodli

• Sell a mission-driven product that’s redefining how people communicate

• Work alongside a seasoned founding team and world-class investors

  Shape the DNA of an early-stage sales team and playbook

• Competitive compensation:

  • Base Salary: $70K-$90K
  • Variable OTE: $70K-$90K
  • Equity: Meaningful early-stage options

• Full benefits: healthcare, dental, vision, 401k, unlimited PTO

• In-person culture at AI House in Seattle—daily lunches, coaching, and more

• Learn more about our team values and culture

Who We Are

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. We’re building a new category: AI Roleplays, an experiential learning platform that helps people improve through lifelike simulations powered by generative AI.

Think of it as the batting cage before the big game - but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and BDO use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

We’ve raised over $20M, are doubling our team in 2025, and are headquartered at the beautiful Pier 70 in Seattle.

• TED Talk with our “Why”
• Category explainer
  
  

The Role: 

We’re hiring our VP of Product, a hands-on leader and doer who will drive Yoodli’s product strategy, vision, and execution as a key member of the leadership team. You’ll report directly to the CEO with board-level visibility. Product management and design will report to you, but we expect you to run a lean, nimble team that thrives on speed and clarity.

You’ll be responsible for shaping the future of AI roleplays: defining the roadmap, simplifying complexity into elegant experiences, and ensuring Yoodli delights both enterprise buyers and individual users. You’ll set the vision and also roll up your sleeves - running discovery calls, writing PRDs, digging into analytics, and collaborating with design, engineering, and customer success teams to ship quickly.

This is a rare chance to define a new category at the intersection of AI, learning, and communication. We expect you’ll dive into the product, form sharp opinions, and push our broader strategy forward.

What You’ll Do

• Own and articulate the product strategy and vision that positions Yoodli as the intelligent skills layer for GTM teams and beyond
  
  
• Lead and grow a small but mighty product + design team
  
  
• Translate customer insights into a clear roadmap, balancing enterprise and PLG user needs
  
  
• Partner with engineering, GTM, and leadership to ensure alignment from strategy through launch
  
  
• Drive rapid experimentation and make speed our superpower
  
  
• Instrument and analyze product data using tools like Google Analytics, Amplitude, and session monitoring platforms
  
  
• Ship fast. Simplify. Prioritize clarity over feature bloat
  
  
• Be the voice of the customer in every leadership conversation
  
  

You’re a Fit If You…

• Have 8+ years of product experience, including 3+ years leading PMs and/or designers
  
  
• Have scaled product functions at a fast-moving startup (Seed–Series C preferred). Ideally 0-50M ARR
  
  
• Flex naturally between big-picture strategy and hands-on execution
  
  
• Thrive on simplicity,  complexity into intuitive product experiences
  
  
• Are energized by in-person collaboration at AI House in Seattle
  
  
• Care deeply about communication, learning, and the potential of AI to unlock human performance
  
  
• Are fluent in generative AI and generative AI experiences
  
  

Bonus Points

• Experience with PLG and enterprise sales motions
  
  
• Background in sales enablement, learning platforms, or coaching tools
  
  

What’s in it for you?

• Huge impact opportunity: Build and scale a company from the ground up
• Competitive compensation: Equity opportunities at a venture-backed startup
• Base compensation: $190K-$250K
• Work on a daily basis with the founding team and mentors
• Join a fun, inclusive and highly motivated team culture (and help define it!)

Who we are:

Yoodli is the AI roleplay simulator redefining how individuals and teams master communication. We’re building a new category: AI Roleplays—an experiential learning platform that helps people improve through lifelike simulations powered by generative AI.

Think of it as the batting cage before the big game—but for communication. Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching. Leaders at companies like Google, Databricks, Snowflake, RingCentral, Toastmasters, and BDO use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers. The result is stronger performance, greater team readiness, and a more scalable path to impact.

Backed by $20M+ from Madrona, AI2, Cercano, and more, we’re based in Seattle at AI House, building the future of human-AI interaction.

• Watch our TED Talk
• Read our latest blog

What we’re hoping you bring:

You’re a customer-obsessed product designer with a technical foundation, who loves to learn from users and data to craft intuitive, beautiful, and impactful product experiences. You believe in the mission and care deeply about helping people achieve more by communicating better. You own the design process end to end, collaborating closely with product, engineering, and users to ensure the final experience solves real problems and exceeds expectations. You deliver high-quality work at a rapid pace and communicate clearly with customers and executive stakeholders.

This is an individual contributor role and is hybrid with an expectation of 3 days a week in the office. You'll need to be based in the Greater Seattle Area.

About You:

• 4+ years of professional product design experience, including work on B2C or PLG B2B products and directly interacting with customers
• Deep empathy for users and a sharp eye for polished, high-quality end-user experiences
• Skilled in using design tools (e.g. Figma), AI-driven prototyping, and working with product analytics (e.g. Amplitude, Pendo) to inform and validate design decisions
• Hands-on, detail-oriented, and driven to clarify: from mapping flows and creating wireframes to polishing UI and supporting development
• Excellent communication skills with the ability to clearly articulate design decisions
• Humility, creativity, and a collaborative, team-first mindset
• Comfort designing for a complex and bleeding-edge product requiring a deep understanding of product behaviors and transition states

Extra credit experience:

• Experience building out design systems and component libraries
• Experience designing for AI-centric features
• Experience designing for data-visualization heavy products

What’s in it for you?

• Huge impact opportunity: Build and scale a company from the ground up
• Competitive compensation: Equity opportunities at a venture-backed startup
• Base compensation: $135K-$170K
• Work on a daily basis with the founding team and mentors
• Join a fun, inclusive and highly motivated team culture (and help define it!)