[Remote] Account Executive, SaaS Mid-Market

Note: The job is a remote job and is open to candidates in USA. ClearPoint Strategy is hiring an Account Executive to sell its strategy execution platform to executives across public and private sector organizations. The role owns the consultative sales cycle from discovery through close, generates pipeline, and partners with internal teams to support customer handoffs and share market insights.

Responsibilities

• 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 ZoomInfo) 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

Skills

• 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
• 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
• Selling SaaS or another complex business solution to mid-market and enterprise organizations
• Experience in strategy, performance, or KPI management

Benefits

• Fully remote, but you must live and work in Virginia, DC or Maryland; team gatherings about once a month and quarterly company onsites or offsites, team-building events, volunteering in the community and social activities.
• 100% paid health and dental insurance
• 401(k)
• Open vacation, sick and personal time
• Real investment in professional development and mentorship
• Uncapped commission
• Performance-based bonus
• Referral bonuses
• Team offsites
• Company volunteer days

Company Overview