VP of Sales

About CoverForce At CoverForce, we're redefining how insurance is bought and sold. Our mission is simple: to make business insurance faster, easier, and fully digital. Thousands of insurance agents and corporate customers rely on our platform to streamline quoting, comparing, and purchasing policies.

We partner with leading insurers like Travelers, Liberty Mutual, and Chubb to reduce underwriting and sales time by 60%, setting a new standard for efficiency in the industry.

Our solutions power the future of insurance distribution: ✅ Quote & Bind Platform – Used by Top 100 insurance distributors to generate quotes instantly and eliminate paperwork. ✅ Embedded Commercial Product – Enables platforms like Walmart, Gusto, and Uber to embed business insurance seamlessly into their customer journeys. ✅ Insurance’s API Layer – We’re building the Plaid of commercial insurance, providing frictionless access to policies through APIs and modern software.

About the role We're looking for a VP/Head of Sales to build and lead the revenue engine at CoverForce. This is a senior leadership role reporting directly to the CEO. You'll be the first dedicated sales leader at the company coming in with a seat at the table, owning the full go-to-market motion, and building the team and process from the ground up.

This is not a role for someone who manages from a distance. You'll carry a bag, close deals yourself, and develop the playbooks, people, and systems that will scale revenue from here to $50M+ ARR and beyond.

This position is based in-person in New York City or Denver.

What you will do

• Own the full sales function; pipeline, forecasting, team hiring, and quota attainment

• Personally close mid-market and enterprise deals alongside your team, staying close to the customer throughout the cycle

• Build and iterate on the sales process, playbooks, and tooling; CRM hygiene, pipeline rigor, and a forecasting methodology you'd stake your number on

• Hire, coach, and develop a team of AEs; establish a high bar for performance and a culture of accountability

• Partner directly with the CEO to set GTM strategy, shape pricing and packaging, and identify the highest-leverage markets and segments

• Work closely with Marketing to develop demand-gen programs, partner with CS to ensure strong retention and expansion, and influence the product roadmap based on what you hear in the field

• Build the operational muscle the sales org will need at scale; territory design, comp plans, onboarding, and enablement infrastructure

Why Now? CoverForce is at a clear inflection point. We've built the platform, signed the carriers, and proven out the model with a growing base of agency networks, wholesalers, and embedded insurance partners. The infrastructure is in place. What comes next is building the sales organization that takes us from traction to category leadership, and we want the right person to own that.

This is a rare chance to step into a true founding sales leadership role at a company with real technology, real revenue, and real backing.

You are an ideal fit if

• 8–12+ years of B2B SaaS or technology sales experience, including at least 3–5 years in a sales leadership role

• Track record of building and scaling sales teams at an early-stage company ($3M–$20M ARR); you've done this before and have the scar tissue to show for it

• You've personally carried a bag and closed deals at some point in your career, and you're willing and eager to get back in the field alongside your team

• Experience selling into a market where you had to create the category or educate the buyer, not just capture inbound demand

• Proven ability to build from scratch: process, playbooks, hiring rubrics, and forecasting models

• Strong operator; comfortable in a spreadsheet, rigorous about pipeline health, and capable of presenting a credible number to the board

• Insurance or fintech experience is a plus, but not a requirement; what matters more is the ability to learn a complex domain quickly and translate it into a compelling sales narrative

Compensation and benefits

• Competitive pay including equity

• Unlimited PTO

• Home office stipend

• Full healthcare coverage for you and your family

• Parental leave for all types of parents including adoption and foster care