Usergems VP of Sales role at UserGems leading and scaling a mid-market sales team. Responsible for team leadership, revenue and pipeline management, and sales enablement.
Responsibilities
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
You’ll 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 team quota attainment and hold AEs accountable for outbound sourcing targets
Drive forecasting accuracy, pipeline health, and revenue predictability
Engage with key prospects and customers at the executive level to accelerate deals, negotiate, and strengthen relationships - on Zoom and in-person
Provide feedback from the market (AEs, prospects, customers) to product, engineering, and marketing teams to enhance our product and positioning
Initiate and own projects and process iterations that strengthen team performance to include enablement, new hire ramping, and compensation plans
Own and evolve commission structure for the team- designing and maintaining plans that reward the right behaviors
Qualification
You’ve hired wellYou’ve thrived in an early stage
Required
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
You’ve hired well, ramped AEs quickly, and have a track record of retaining and developing top talent to include front line management
You’ve thrived in an early stage, high growth environment
You’ll be part of a fast-growing startup as it scales from 70 to hundreds of employees
Customers 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're 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
