VP of Sales at UserGems

Job description

UserGems is the AI Command Center for outbound and ABM. Think of us as the ‘brain’ behind your go-to-market. We capture account & contact data and buying signals to help companies know who to target, when, and why. Then, take the next actions via humans or AI agents to run personalized outbound and ABM at scale. UserGems has generated billions in pipeline and revenue for hundreds of start-ups and public companies. Companies like Hubspot, Workday, Crowdstrike, Mimecast, UserTesting, SAP, Outreach see more than 15X ROI in closed-won revenue from UserGems. We’re looking for a hands-on VP of Sales who thrives in high-growth environments. You’ll partner with the CEO and leadership team to refine our sales strategy, strengthen and scale our existing team, and build the operational structure needed to scale from 70 to 100+ employees. What you’ll own: Team leadership 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 Revenue and pipeline 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 Enablement & Process 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 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 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 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. Why you should join: 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 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

Requirements

Must-haves

Team leadership
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
Revenue and pipeline
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
Enablement & Process
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
Partner closely with marketing - both teams are measured by revenue, and this alignment is a core part of how we operate
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
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

Nice-to-haves

None flagged.

Application prep

Use the role’s language and application details while tailoring your materials.

Keywords to mirror

aigo

Platform: greenhouse
Effort: quick