VP of Sales
The VP of Sales at UserGems will lead and scale a team of full-cycle mid-market and enterprise Account Executives (AEs) and Account Managers (AMs), from individual contributors to frontline managers. The role involves designing and evolving the team structure as UserGems scales from $20M to $50M to $100M ARR. The candidate will maintain a high-performance culture with clear expectations and performance management frameworks.
What You'll Own
Lead, coach, and scale a team of full-cycle mid-market & enterprise AEs and AMs from individual contributors to frontline managers.
Design and evolve team structure as we scale from $20M to $50M to $100M ARR.
Maintain a high-performance culture with clear expectations and performance management frameworks.
Be a true player-coach - jumping on a call, running a demo, or working a deal alongside your team rather than managing from a dashboard.
Open to travel up to 20% of the time to meet with buyers and customers.
Use UserGems and AI (Claude, Cowork, Codex) to expand team's capacity and effectiveness.
Own and evolve commission structure for the team- designing and maintaining plans that reward the right behaviors.
Partner closely with marketing - both teams are measured by revenue, and this alignment is a core part of how we operate.
What You've Accomplished So Far
7+ years in B2B SaaS sales with at least 5 years managing a team of full-cycle AEs.
Proven track record of building, scaling, and leading high-performing teams that consistently exceed revenue targets.
Deep fluency in outbound sales motion for both Commercial and Enterprise segments - you’ve built pipelines, closed deals, and have coached others to do the same.
Built or overhauled sales programs- playbooks, onboarding, training, comp plans- not just inherited.
Strong forecasting and pipeline management using data to drive decisions.
Hired well, ramped AEs quickly, and have a track record of retaining and developing top talent to include front line management.
Thrived in an early stage, high growth environment.
Why You Should Join
Part of a fast-growing startup as it scales from 70 to hundreds of employees.
Clients love us! (see our Customers & Hall of Gems pages).
Employees love working here (see Repvue & Glassdoor reviews) and stay a long time. Median tenure for Director+ is 5 years and median tenure for all employees is 3+ years.
We just had our best quarter ever (by >2X) and signed our first 7 digit contract.
We will be cash-flow positive by the end of the year and can create our own destiny.
We are a remote-first company with employees across the Americas and Europe.
We have company & department-wide in-person off-sites around the world so that everyone stays connected.
We believe strongly in being customer-focused and data-driven in everything we do.
We value individual differences in the workforce and strive to make everyone feel welcomed and accepted, regardless of their skin color, gender or sexual orientation.
Health benefits & competitive salary.
Compensation information- target OTE range for this role is $300K- $450K annually, with a 50/50 base/variable split. Final compensation package will be determined based on commensurate experience, qualifications, and demonstrated ability to perform in the role.