Director of Channel Partnerships

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

Channel partnerships are one of the most significant untapped growth levers at WithCoverage. As Channel Partnerships Lead, you will build our channel motion from the ground up, creating a durable pipeline through firms whose clients overlap directly with our buyers across finance, legal, and the executive suite. Think accounting firms, fractional CFOs, payroll providers, and any other trusted advisor or partner that sits next to the major decisions our clients are making.

This is a builder role with direct pipeline accountability. You will identify the right partners, get in front of them, and show them why WithCoverage's expert team paired with our technology is a step function improvement for their clients (then show them the path to making it happen). You'll work directly with leadership, own a critical new growth channel end-to-end, and have clear upside and a fast promotion path as the channel scales.

What You’ll Do:

Build the B2B Channel Motion from Scratch

• Identify and prioritize partner segments where buyer overlap is highest (accounting, fractional CFO, payroll, legal, executive advisors)
• Source, qualify, and close new channel partners through targeted outreach, events, and warm introductions
• Develop a sharp value prop for each partner type and "show the path": why their clients need WithCoverage and how the partnership works in practice

Drive Pipeline and Revenue

• Own pipeline directly attributable to channel-sourced opportunities
• Build trusted relationships with partner principals and front-line referrers to ensure consistent, high-quality referral flow
• Partner closely with sales to convert referrals and feed insights back into partner strategy

Run Channel Operations and Systems

• Implement systems to track, measure, and performance-manage partners against pipeline targets
• Build SOPs, enablement materials, and onboarding workflows that let the channel scale without breaking
• Represent WithCoverage at partner-facing events and industry functions

Who You Are:

• 5-12 years of experience in Sales, BD, or GTM; 3+ years minimum directly in a partnerships role
• Startup experience preferred but not required
• Track record of building or meaningfully scaling a channel (you've sourced partners from scratch and turned them into real revenue)
• Ruthlessly organized; you can run hundreds of relationships in parallel without dropping balls, and you have the systems to prove it
• Relationship-driven with strong commercial instincts; people trust you quickly and you know how to turn that trust into outcomes
• High-ownership operator; you want real accountability, real upside, and a clear path to expanded scope

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $175,000  – $250,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. We grew more than 10x last year while cash-flow positive, and we are very early in the opportunity.

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

We are looking for a strategic, hands on Demand Generation Lead to architect and execute our digital lead generation strategy.

This is a foundational hire. You will partner closely with our Growth Leads, BDR, and Community teams to generate high quality inbound pipeline and create repeatable, scalable acquisition channels.

You will own digital marketing end to end, from strategy and experimentation to execution and optimization, with a clear focus on pipeline generation and revenue impact.

If you are excited about building from zero, testing fast, and driving measurable growth at a scaling company, this role is for you.

What You’ll Do:

Build the Digital Demand Engine

• Identify, test, and scale high performing acquisition channels including paid search, paid social, display, and retargeting
• Build a structured experimentation roadmap with clear hypotheses and success metrics

Own Performance and Optimization

• Manage paid media budgets and optimize for CPL, SQLs, and pipeline contribution
• Implement and improve tracking, attribution, and reporting frameworks
• Use data to inform targeting, creative, messaging, and landing page improvements

Launch and Optimize Campaign Infrastructure

• Build and optimize landing pages and conversion funnels
• Partner with design to develop high performing creative assets including case studies, webinars, Risk Analysis benchmarking, and more
• Improve website conversion rates and implement cutting-edge solutions to optimize SEO/AEO

Establish Scalable Foundations

• Select and manage marketing technology stack as needed
• Create dashboards and reporting for leadership
• Define benchmarks and growth targets for digital acquisition

Who You Are: 

Experience

• 5-8+ years in digital marketing, demand generation, or growth marketing
• Experience at a high growth startup, Series A to C preferred
• Proven track record of driving pipeline and revenue, not just traffic
• Experience owning paid channels with meaningful budget responsibility

Skills

• Deep expertise in performance marketing including Google Ads, LinkedIn, and Meta
• Strong understanding of B2B funnel metrics including MQL, SQL, CAC, LTV, and conversion rates
• Data driven mindset with strong analytical skills
• Experience with attribution and marketing analytics tools
• Ability to operate both strategically and tactically

Mindset

• Builder mentality and comfortable creating structure from scratch
• Highly collaborative and thrives in cross functional partnership
• Experimentation driven and hypothesis oriented
• Accountable for outcomes, not just activity
• Bias toward action in fast paced environments

What Success Looks Like in the First 12 Months

• Established a clear digital acquisition strategy tied to pipeline goals
• Launched and optimized multiple paid channels
• Increased qualified inbound pipeline contribution by a meaningful percentage
• Built scalable reporting and attribution infrastructure
• Became the central glue to orchestrate lead engagement across Paid Ads, Outbound, Direct Mail, and other channels

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $150,000 – $200,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that may include equity
• Flexible paid time off
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Flexible Spending Accounts (FSAs): Health Care FSA and Dependent Care FSA 
• Commuter Savings Account
• Human Interest: 401(k) provider
• Time Off: Sick Leave, Family and Medical Leave, Flexible Time Off
• Paid Holidays: Observance of all major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation, that also includes catered lunches in the office on Fridays for in-office workers
• Collaborative, transparent, and fun culture

Community & Events Associate

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role: 

As our Community & Events Associate, you'll help operate and scale one of our most important GTM channels: a community-driven events engine that builds brand, generates pipeline, accelerates deals, and turns clients into champions. You'll work directly with our Community Lead to build out and operate this function — partnering with our Growth Team, running high-volume programs, and helping turn our community work into a predictable pipeline channel.

This is a rare chance to join a community-driven events ecosystem being built from the ground up, contribute to standing up our early in-house business development and marketing capabilities, and scale awareness across the operators shaping the modern economy. If you're excited by building communities, running high-volume events, and taking a systems-driven approach to turn creative GTM ideas into measurable pipelines, we'd love to chat.

What You'll Do

Event strategy & execution

• Work with our Growth Team to design and execute multi-format events for our core communities
• Own end-to-end event execution: venues, vendors, budgets, production, timelines, RSVPs, and on-site logistics
• Travel from time to time to host, connect, and build relationships in person — serve as a WithCoverage ambassador

Pipeline & relationship building

• Drive event RSVPs and attendance through proactive outbound: cold email, LinkedIn, warm intros, conference outreach
• Build and maintain relationships with prospects, connectors, and partners to grow our event audiences over time
• Coordinate with co-hosts and partners on joint events to extend reach

Community management & onboarding

• Work directly with our Community Lead to build out executive communities focused on our ICP
• Own day-to-day community operations and member experience
• Run new member onboarding end-to-end
• Partner with Growth Team to execute new member growth strategies

Content & storytelling 

• Help stand up the early marketing layer for our communities — newsletters, content, social, lifecycle automation

Who You Are

• 2-6 years of relevant experience in community, events, partnerships, field marketing, or BD — ideally at a startup or high-growth B2B company
• Operator first. Diligent, executional, ownership-driven — you run things to completion and don't need to be told twice
• Highly organized project manager. You juggle multiple events in flight, manage vendors and RSVPs, and ensure nothing falls through the cracks
• Polished, articulate, and a natural connector. You're comfortable in rooms with executives, operators, and investors — they should leave feeling welcome and impressed by the caliber of the team behind WithCoverage
• Comfortable with outbound and a sales mentality — cold outreach, prospecting, and treating events as a sales channel
• Experience using a CRM for tracking and reporting; HubSpot a plus

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $85,000 – $150,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

Partnerships Lead

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

Trusted referrals is one of the most impactful growth levers for WithCoverage today. As Partnerships Lead, you will own and grow our connector ecosystem of hundreds of key clients, investors, and industry relationships. You will manage and optimize our existing connector program while identifying and activating new high-value partners. 

This is a highly external, relationship-driven role that sits at the intersection of sales, brand, and community. If you are energized by meeting people, building trust quickly, and turning relationships into real outcomes, this role will have a direct impact on company growth. You'll work directly with leadership and own scaling one of our most critical channels today.

What You’ll Do:

Manage our Existing Affiliate Network

• Own and manage our network of 300+ connectors and key executive relationships as the primary point of contact across the network
• Implement a rigorous process to track, optimize, and performance manage existing connector partners
• Build strong, ongoing relationships to drive consistent introductions and top-of-funnel

Source and Activate New Connector Partners

• Identify high-potential connectors from existing clients, conference attendees, and event networks
• Build pipeline through industry events, conferences, and targeted outreach
• Onboard new connectors and shorten time from first conversation to first referral

Run Partnership Operations and Systems

• Build and implement a structured partnerships workflow
• Set up SOPs including outreach templates, tracking systems, and a central inbox
• Create a repeatable process for managing inbound and outbound partner activity
• Represent WithCoverage at partner-facing events and industry functions

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $150,000  – $220,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

Growth Associate (Account Executive)

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners.

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

Join WithCoverage as a Growth Associate (Account Executive) on the Growth team, based out of our NYC office. The Growth Associate will be responsible for onboarding new mid-market accounts, identifying and addressing client needs, developing and maintaining strong client relationships, and executing sales strategies. This role requires close collaboration with the BDR and Risk Management Teams throughout the full sales funnel. The Growth Associate will also contribute to sourcing new prospects, driving deals to close, and maintaining a high standard of client satisfaction.

This is a sales-driven leadership role where you’ll drive growth of the vertical across the full conversion cycle, build deep industry relationships, and lead all aspects of deal execution. We’re looking for someone who wants ownership, thrives in high-performance environments, and is eager to accelerate their career by building something meaningful. 

What You’ll Do: 

• Own the full mid-market sales cycle (discovery → close), partnering closely with a BDR to qualify opportunities and a Risk Management Advisor to drive deals forward with urgency and precision
• Own deep, consultative discovery that goes beyond surface-level needs - diagnosing operational challenges, key risk management exposures, and partnering to form a risk mitigation plan that earns trust and drives conviction
• Lead onboarding for new accounts and set the foundation for long-term success by aligning expectations, mapping timelines, and building trust early
• Nurture and manage your pipeline by proactively sourcing and engaging new prospects through outbound efforts, warm intros, referrals, and strategic networking
• Develop compelling proposals and deal narratives that communicate value, anticipate objections, and move decision-makers toward action

Who You Are:

• 3-8 years of experience in a Sales/AE role
• Client Relationship Management and Sales skills
• Experience in Mid-Market or Enterprise Account Management 
• Excellent Communication and Presentation skills
• Ability to work collaboratively and in a team environment
• Experience in the insurance industry is a plus

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $250,000 – $300,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

Senior Manager - Business Development

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

As Senior Manager of Business Development, you will own the strategy, performance, and evolution of WithCoverage’s outbound motion. We are currently booking hundreds of meetings with a small team and seeing tremendous success. This is a senior leadership role responsible for building a world-class BDR organization across multiple centers of excellence (currently Salt Lake and Denver) that consistently generates high-quality pipeline for the sales team. We’ve built the tools to move quickly and effectively, now we need to build the processes that allow us to scale from 10 to 25 to 50 BDRs, ideally by this time next year.

You will move beyond day-to-day management and instead focus on scaling systems, developing leaders, refining GTM strategy, and aligning outbound efforts with company-wide growth goals. While you’ll stay close to execution, your primary mandate is to design a repeatable, data-driven outbound engine that can scale with the business.

You’ll partner closely with Sales, Growth, Marketing, and Leadership to ensure outbound is tightly integrated into the broader go-to-market strategy.

What You’ll Do:

Own Outbound Strategy & Pipeline Generation

• Define and execute the company’s outbound strategy across segments, industries, and ICPs
• Own top-of-funnel pipeline targets and ensure consistent, high-quality pipeline generation
• Continuously refine targeting, messaging, and channel mix to improve efficiency and conversion

Build & Scale the BDR Organization

• Hire, develop, and lead a team of BDR managers and individual contributors
• Design org structure, capacity planning, and career progression frameworks
• Establish a strong leadership bench and scalable coaching infrastructure

Drive Performance & Operational Excellence

• Set and manage KPIs across the funnel (activity, conversion, pipeline, and revenue contribution)
• Implement reporting systems and dashboards to track performance and inform decisions
• Identify gaps and implement process improvements to increase output and efficiency

Partner Cross-Functionally

• Work closely with Sales leadership to align pipeline quality and revenue goals
• Collaborate with Growth/Marketing on messaging, campaigns, and ICP refinement
• Provide feedback loops from outbound to inform product positioning and GTM strategy

Elevate Messaging & Outbound Effectiveness

• Develop and iterate best-in-class outbound messaging frameworks and playbooks
• Leverage data and experimentation to continuously improve outreach performance
• Ensure consistent execution quality across all outbound channels 

Who You Are:

• Experienced leader: Capable Leader: demonstrated excellence in executing top of funnel motions, experience leading BDRs or BDR managers
• Builder mindset: You don't just lead by what the spreadsheets tell you, you get in the weeds and figure things out to develop a scalable, repeatable system and process
• Metrics driven: You understand the KPIs that drive an outbound BDR organization. Strong command of pipeline analytics, funnel metrics, and what great looks like
• Cross-functional influencer: Experience working closely with Sales, Marketing, and executive teams

Teacher, Trainer, and Coach: Giving feedback gives you energy. You love teaching people how to do what you do and you’re able to articulate your success in a way that other people can execute on as well  

• High standards: You set a high bar for performance, accountability, and culture
• Adaptable & fast-moving: Thrive in high-growth, ambiguous environments

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $175,000 – $225,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

Business Development Representative

Location: These roles will be work-from-home, with a preference for Salt Lake City, UT, and Denver, CO, as we build out hubs in these cities. As these hubs grow, we plan to have our teams operate on a hybrid in-office structure as we open office spaces in the future.

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

As a Business Development Representative (BDR), your primary responsibility is to drive top-of-funnel activity by booking calls with qualified prospects. You'll be the first voice many of our future clients hear, reaching out via cold calls to introduce WithCoverage and spark interest. This is a high-output, high-impact role where success is measured by conversations started and meetings set. You’ll be equipped with a strong list of pre-qualified leads and supported by a collaborative growth team that’s focused on results. High performers in this role will have the opportunity to advance into closing or managerial positions over time. Schedule: Monday to Friday, 9am – 5pm EST (weekends off).

What You’ll Do:

• Make high-volume cold calls daily to pre-qualified prospects to schedule intro calls with potential clients.
• Own the outreach process end-to-end, including script execution, objection handling, and call coordination with the Growth team.
• Use quick, live research to find meaningful angles that connect with each prospect during calls.
• Collaborate with team members to refine messaging, targeting strategies, and outreach best practices.
• Participate in weekly reviews to track progress against meeting goals and improve performance.

Who You Are:

• Confident, clear phone communicator: you enjoy being on the phone and know how to keep people engaged.
• Prior experience in cold calling, outbound sales, or appointment setting is highly preferred.
• High energy, self-motivated, and comfortable working independently in a remote environment.
• Coachable, resilient, and eager to succeed in a performance-driven role.

For candidates based in the United States, the pay range for this position at the start of employment is expected to be between $65,000 – $120,000/year. Your exact offer may vary depending on multiple individualized factors, including market location, job-related knowledge, skills, and experience. Total compensation for this position may also include equity, quota incentives (for sales roles), and employee benefits.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

Growth Lead

Location: New York, NY

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

Join With Coverage as a Growth Lead on the Growth team - you’ll own and scale one of our fastest-growing verticals end-to-end. This is a sales-driven leadership role where you’ll drive growth of the vertical across the full conversion cycle, build deep industry relationships, and lead all aspects of deal execution.

We’re looking for someone who wants ownership, thrives in high-performance environments, and is eager to accelerate their career by building something meaningful. You’re motivated by results, comfortable operating with autonomy, and willing to put in the work required to achieve outsized outcomes as you directly shape the growth of one of our key business verticals.

What You’ll Do:

• Own the vertical’s growth. Become the true owner of a key business line as the Vertical Lead responsible for pipeline generation, relationship development, and deal execution.
• Drive execution. Generate demand through targeted outreach, manage the pipeline, and guide prospects through the full conversion cycle with clear communication and follow-through.
• Develop industry relationships. Develop a deep understanding of your vertical and build deep relationships with industry C-suite leaders, associations, and connectors.
• Shape the GTM playbook. Shape the sales playbook in partnership with an Insurance Lead and give product feedback to address the needs of your customers
• Build pipeline. Expand referral networks and identify new go-to-market opportunities to consistently grow qualified opportunities.

Who You Are:

• 4+ years in relevant fields (high-growth startups, management consulting, or investment banking/PE/VC)
• Expert relationship manager and networker, with capacity to excel in B2B sales closing 6-7 figure deals
• Excellent communication and executive presence – you will represent the brand
• Quick learner

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $200,000 – $250,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture

BDR Manager

Location: Remote, with future potential to be hybrid in-office (Denver, CO)
Job Type: Full-Time

About WithCoverage:

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. 

We partner with hundreds of high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next-generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service.

WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. 

Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us:

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role:

As a Business Development Manager, you’ll be a player-coach: leading a team of 5+ BDRs while also carrying an individual quota. You’ll be responsible for driving top-of-funnel performance personally and across your team — owning outbound execution, coaching, performance management, and continuous improvement.

This is a hands-on leadership role for someone who thrives in high-output environments, leads by example, and knows how to turn outbound activity into a consistent, qualified pipeline. You’ll work closely with Growth, Sales, and Leadership to refine messaging, improve conversion rates, and scale a repeatable outbound engine.

Schedule: Monday–Friday, 9am–5pm EST (weekends off)

Location: Denver, CO, to start as work from home, with the potential to be in office hybrid as we build out a team hub.

What You’ll Do:

• Lead & Manage the BDR Team
• Lead, coach, and develop a team of 5+ BDRs focused on high-quality outbound activity.
• Set clear expectations around daily activity, meeting targets, and pipeline contribution.
• Conduct regular 1:1s, call reviews, and performance coaching sessions.
• Support hiring, onboarding, and ramping of new BDRs as the team grows.
• Own Team & Individual Performance
• Carry an individual quota alongside responsibility for your team’s collective quota.
• Make high-volume outbound calls to book intro meetings with qualified prospects.
• Monitor team performance metrics (calls, meetings set, conversion rates) and proactively address gaps.
• Lead by example through strong execution, messaging, and objection handling.
• Improve Process & Messaging
• Collaborate with Growth and Sales leadership to refine outbound scripts, targeting, and ICP focus.
• Identify patterns in successful outreach and turn them into repeatable best practices.
• Use live prospect research to uncover relevant angles and teach reps how to do the same.
• Participate in weekly performance reviews and contribute insights to improve outbound strategy. 

Who You Are:

• Proven outbound seller: Strong background in cold calling, outbound sales, or appointment setting.
• Player-coach mindset: You enjoy selling, coaching others, and being accountable for results.
• Strong communicator: Clear, confident on the phone, and effective at delivering feedback.
• Metrics-driven: Comfortable managing activity and outcomes in a performance-based environment.
• Coach-ability-first leader: You invest in your team’s growth and create a culture of continuous improvement.
• Self-motivated & resilient: Thrives in a fast-paced, remote-first environment.
• Prior experience managing or leading BDRs/SDRs is strongly preferred, but exceptional senior ICs with leadership aptitude are encouraged to apply.

For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $160,000 – $180,000/year. Actual compensation will vary based on individual factors, including market location, relevant experience, and role scope. In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable. WithCoverage’s Total Rewards package for full-time employees also includes equity participation and comprehensive benefits. If you’re excited about the role but your compensation expectations are outside this range, we’d still love to hear from you; final offers reflect experience, scope, and leveling.

What We Offer:

• Competitive compensation that includes equity
• Comprehensive benefit plans for medical, dental, vision, life, and disability
• Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
• Human Interest: 401(k) provider
• Time Off: Flexible time off, sick leave, family and medical leave, major national holidays
• A curated in-office employee experience, designed to foster community, team connections, and innovation
• Collaborative, transparent, and fun culture