Account Executive, SaaS Mid-Market

Strategy is easy to write and hard to execute. ClearPoint is the platform that helps organizations actually do it - and we're hiring an Account Executive to bring that to the leaders who need it most.

You’ll own the full consultative sales cycle end to end (discovery, solution design, pricing, negotiation, and close) selling to executives at municipalities, state agencies, banks, utilities, healthcare systems, and mid-to-large businesses. You’ll carry a real revenue target and a self-sourced pipeline goal, backed by strong teammates, direct access to leadership, and an uncapped, incentive-heavy comp plan. We bring the support; you bring the judgment, urgency, and accountability to turn qualified opportunities into long-term customers.

• Own the full sales cycle from strategic discovery through demos, proposals, negotiation, and close
• Run sharp discovery with executives and buying groups to understand their priorities, decision process, and definition of success
• Tailor demos to show how ClearPoint delivers the outcomes each customer values most
• Build clear account and deal strategies (stakeholder maps, competitive positioning, risks, next steps) and stay ahead of deal risk to keep momentum
• Generate your own pipeline alongside what BDRs and Marketing bring you
• Run your business in Salesforce (plus Gong, Salesloft, and Zoom Info) with clean forecasting and CRM discipline
• Partner with Customer Success, Implementation, Product, and Marketing to ensure clean hand-offs after close
• Share market and competitive insights with leadership
• Set the standard for junior AEs and BDRs by modeling strong sales habits, sharing what’s working, and serving as a resource and mentor to the team.

Quota attainment (ARR + services revenue), self-sourced pipeline, pipeline coverage, and forecast accuracy.

• 2–5 years of consultative B2B / SaaS sales with a proven track record of hitting or beating quota
• Proven full-cycle ownership, from discovery to close
• Strong discovery, demo, presentation, and negotiation skills
• A history of self-sourcing pipeline and building trust with senior decision-makers
• Sound independent judgment on deal strategy and prioritization across many opportunities
• Salesforce proficiency
• Selling SaaS or another complex business solution to mid-market and enterprise organizations (preferred)
• Experience in strategy, performance, or KPI management (Preferred)
• Bachelor's degree or equivalent experience

• Hungry - you want the work, the learning, and the win.
• Humble - you ask questions, take feedback, and don’t fake expertise.
• Decisive with incomplete information - you form a view, defend it, and adjust when the facts change.
• A clear communicator - you write well, listen, and explain things simply.
• Organized and curious - you juggle a portfolio without dropping balls, and you always want to know why.
• AI-fluent - you already use AI in your day-to-day.

• Location: Fully remote, but you must live and work in Virginia or Maryland. We come together about once a month as a team and quarterly as a larger company for onsites or offsites, team building events, volunteering in the community and social activities.
• Compensation: $70,000–$90,000 base, plus uncapped commission, and a performance-based bonus. OTE: $150,000
• Benefits: 100% paid health and dental insurance, 401(k), open vacation, sick and personal time, and real investment in professional development and mentorship.
• Why ClearPoint: startup energy with the chance to make an impact from day one, genuinely great colleagues and customers, referral bonuses, team offsites, and company volunteer days.

• We Care About the Customer
• We Play to Win
• We Are Passionate
• We Are Exceptionally Open
• We Are…