VP of Sales - UserGems

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
• Act as a true player-coach by jumping on calls, running demos, or working deals 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 tools to expand the 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 market feedback from AEs, prospects, and customers to product, engineering, and marketing teams to enhance product and positioning

Enablement & Process

• Initiate and own projects and process iterations that strengthen team performance including enablement, new hire ramping, and compensation plans
• Own and evolve the commission structure, designing and maintaining plans that reward the right behaviors
• Partner closely with marketing to ensure alignment on revenue goals

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 motions for both Commercial and Enterprise segments
• Built or overhauled sales programs including playbooks, onboarding, training, and comp plans
• Strong forecasting and pipeline management skills using data to drive decisions
• Experience hiring, ramping AEs quickly, and retaining/developing top talent including frontline management
• 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 is determined based on commensurate experience, qualifications, and demonstrated ability.

Why you should join

• Be part of a fast-growing startup scaling from 70 to hundreds of employees
• Customers and employees love working here with strong long-term retention
• Cash-flow positive by the end of the year
• Remote-first company with employees across the Americas and Europe
• Company and department-wide in-person off-sites around the world
• Health benefits and competitive salary