Account Executive, SaaS Mid-Market

Summary

ClearPoint Strategy provides a platform that helps organizations execute their strategies and is hiring an Account Executive to sell the platform to executive decision-makers. The role owns the full consultative SaaS sales cycle, generates pipeline, manages opportunities in Salesforce, and partners cross-functionally to convert qualified opportunities into long-term customers.

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
• * **Location:** Fully remote, but you must live and work in Virginia or Maryland
• * Must live and work in VA or MD
• * Must pass I-9 federal work authorization — we don't sponsor visas or work permits
• This is sedentary work requiring typing and other and repetitive motions
• Vocal communication is required for expressing or exchanging ideas by means of the spoken word
• Hearing is required to perceive information at normal spoken word levels
• Visual acuity is required for operation of a computer and for observing general surroundings and activities
• The worker is not subject to adverse environmental conditions
• * Selling SaaS or another complex business solution to mid-market and enterprise organizations (preferred)
• * Experience in strategy, performance, or KPI management (Preferred)

Qualifications

Must Haves

• * 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
• * **Location:** Fully remote, but you must live and work in Virginia or Maryland
• * Must live and work in VA or MD
• * Must pass I-9 federal work authorization — we don't sponsor visas or work permits
• This is sedentary work requiring typing and other and repetitive motions
• Vocal communication is required for expressing or exchanging ideas by means of the spoken word
• Hearing is required to perceive information at normal spoken word levels
• Visual acuity is required for operation of a computer and for observing general surroundings and activities
• The worker is not subject to adverse environmental conditions

Nice to Haves

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

Benefits

• Fully remote, but you must live and work in Virginia or Maryland.
• 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