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Honeycomb Insurance

Director of Inside Sales

Posted 6 Days Ago
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In-Office
3 Locations
110K-130K Annually
Senior level
Easy Apply
In-Office
3 Locations
110K-130K Annually
Senior level
The Director of Inside Sales will build and manage Honeycomb's remote revenue function, focusing on growth strategies for agencies and optimizing sales processes.
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At Honeycomb, we're not just building technology , we’re reshaping the future of insurance. 

In 2025, Honeycomb  was ranked by Newsweek as one of “America’s Greatest Startup Workplaces,” and Calcalist named it as a “Top 50 Israel startup.” 

How did we earn these honors?

Honeycomb is a rapidly growing global startup, generously backed by top-tier investors and powered by an exceptional team of thinkers, builders, and problem-solvers. Dual-headquartered in Chicago and Tel Aviv (R&D center), and with 5 offices across the U.S., we are reinventing the commercial real estate insurance industry, an industry long overdue for disruption. Just as importantly, we ensure every employee feels deeply connected to our mission and one another.

With over $55B in insured assets, Honeycomb operates across 18 major states, covering 60% of the U.S. population and increasing its coverage.

If you’re looking for a place where innovation is celebrated, culture actually means something, and smart people challenge you to be better every day -  Honeycomb might be exactly what you’ve been looking for.


About The Role

As the Director of Inside Sales at Honeycomb, you will have the unique opportunity to build Honeycomb’s first natively remote revenue function from the group up. Your ownership impact will include the direct revenue growth of thousands of agencies as well as bottom funnel success across our entire producer distribution channel. We have historically scaled growth through a field sales model comprised of in-market sales managers who are supported by remote account executives. The first goal of our Director of Inside Sales is to consolidate the existing team of (remote) account executives who currently report to both East and West Region Sales Directors into a more efficient, effective, and consistent inside sales function.

The second goal of our Director of Inside Sales is to design and lead an entirely new go-to-market motion: Scaling Honeycomb’s ‘Self Service’ agency tier. Prior to 2026 these agencies – whose annual revenue ranges from $25,000 to $0 - were inefficiently managed by our field sales managers. In 2026 we consolidated nearly 1,000 high-potential but less-engaged agencies into a pool ripe for lift. In this testbed for innovation you’ll own one of Honeycomb’s most important growth initiatives.

Due to the varied goals of this team, the ideal candidate posses a unique and broad skill set. Effectively consolidating and managing the existing team of Account Executives requires a keen sense of sales process optimization, mastery of go-to-market KPIs, and an ability to reap efficiencies from a functional that is largely established. Standing up our first ‘Self Service’ team of remote Sales Managers requires an innovative mindset that spans creative marketing, rapid iteration, and a willingness to blaze a new trail. You’ll ultimately have authority over budget, hiring, compensation design, and a strategic voice as a key, new member of our Sales Leadership team. If you’re a sales leader who thrives on building teams, testing new models, and owning outcomes end-to-end - and want to materially shape a company’s growth - this role was built for you!

What You’ll Do
  • Manage remote teams of both Account Executives and ‘Self Service’ Sales Managers
  • Design and implement agency prioritization, engagement, coaching, and incentive strategies that manage underperforming ‘Self Serve’ agencies to exceed Gross Written Premium (GWP) growth targets
  • Optimize the legacy Account Executive playbook to yield improved qualification coverage and ultimately higher bind rates
  • Collaborate with VP Sales and to establish – and crush – growth targets, experimenting with variable compensation structures to motivate internal team members and external stakeholders
  • Co-define what success for you and your team looks like over defined operating periods: Meaningful GWP lift from long-tail agencies, repeatable Self Service ‘graduation’ motion, improved bind rates due to Account Executive effectiveness, and more! These will directly align this robust variable sales compensation earnings
  • Collaborate with cross-functional leaders including the Head of Revenue Operations (automate processes, craft reporting suites, and design reusable enablement materials), Marketing (communication campaigns, enablement webinars, partner-facing communications, and Product (turn feedback from Partners as to how our technology platform and insurance coverages can better meet their needs and turn them into reality)
Basic Requirements
  • 5-7 years of experience leading enterprise and/or partner sales in insurance, financial services, or B2B SaaS
  • Established track record of exceeding growth targets, with emphasis on transactional SMB clients
  • Demonstrated excellence driving customers through the full digital B2B product journey (implementation, product education, upselling, technical support, billing, etc.)
  • Comfort and aptitude rolling up your sleeves as a hands-on coach, identifying opportunities to improve performance while rewarding desired behavior through shadowing and role playing
  • Ability to thrive in a startup environment - effectively adapting to changes, collaborative problem solving, excellent follow-through and collaboration, positive can-do attitude
  • Demonstrated intellectual curiosity - eager to learn constantly, bring authentic self to work and ready to embrace diverse ways of thinking and working
  • Experience within the insurance industry, particularly working with agents/brokers of commercial Property & Casualty and real estate insurance product offerings, is helpful but not required
  • Travel up to 10% of the time
  • Hybrid Availability: Must be able to work from one of our offices three days per week (Tuesday through Thursday) in Chicago, Roseville, or Austin
Benefits & Compensation:
  • Salary range: $110,000 - $130,000 and Variable: $70,000 - $90,000
  • ISO stock options
  • Medical, dental, and vision coverage for you and your dependents
  • HSA with company contributions
  • 401(k) (non-matching)
  • Flexible time off
  • 10 company-paid holidays
  • Paid family leave

Honeycomb is committed to fair and equitable compensation practices. The base salary range listed in each job posting represents our good faith estimate of what we expect to pay for the role. Actual compensation may vary based on skills, experience, education, and location, as well as internal alignment and market factors.

Honeycomb Insurance Chicago, Illinois, USA Office

222 S Riverside Plaza, Chicago, Illinois , United States, 60606

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