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.
 
What you'll do

• 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.

 
How success is measured: Quota attainment (ARR + services revenue), self-sourced pipeline, pipeline coverage, and forecast accuracy.
 
What you bring

• 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

 
Who you are

• 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.

 
The details

• 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.

 Our values (and how we hire)

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

  Eligibility

• Must live and work in VA or MD.
• Must pass I-9 federal work authorization — we don't sponsor visas or work permits.
• Offer contingent on successful background and reference checks.

 
This description covers the core of the role but isn't exhaustive; duties may evolve over time.

Interested?

Please read this posting carefully, visit our website, learn about us, and then apply. To be considered, please fill out the form and attach your resume. We needed someone yesterday, and we are excited to grow our team, so if you're a good fit, expect this process to move quickly.

Pre-Employment Background Checks

All offers of employment are contingent upon clear results of a thorough background check. Background checks will be conducted on all candidates with accepted employment offers and on promoted employees as deemed necessary. Background checks may include: Social Security Verification, Criminal History, Credit History, Personal and Professional References, social media, Prior Employment Verification, Educational Verification, and Motor Vehicle Records. ClearPoint reserves the right to modify this policy at any time without notice.

EEO Statement

ClearPoint Strategy provides equal employment opportunities (EEO) to all employees and applicants without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, age, disability, or genetics. We seek to build a diverse staff representative of the communities we serve. All qualified applicants are strongly encouraged to apply.

Physical Requirements

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.