Sr. Sales Account Executive

Responsibilities

• Leading full-cycle sales from First-Time Appointment (FTA) through proposal, negotiation, and close, using Endsight’s SPICCED sales methodology with consistency and precision
• Building and owning a territory through self-sourced, COI-sourced, and marketing-qualified opportunities, maintaining 3x or greater quota coverage
• Running consultative, insight-driven discovery conversations that uncover business pain, quantify impact, and connect Endsight’s solutions to strategic outcomes
• Partnering with prospects to co-create ROI-based, “Why Now” business cases that demonstrate Endsight’s differentiated value
• Mentoring Level 1 and Level 2 Account Executives through deal reviews, feedback, and role modeling
• Representing Endsight at regional events, associations, and COI gatherings to expand the referral network
• Who Thrives Here

Requirements

• Proven mastery of consultative, value-based selling frameworks such as SPICCED or CYOA

Preferred

• Experience mentoring or coaching other Account Executives on deal strategy and qualification
• Background partnering with Marketing on ABM, association, or field event strategy
• Ability to clearly articulate how you’d segment, prioritize, and sequence a new territory

Who We Are

• Endsight is a fast-growing IT Managed Service Provider built on one core belief:
• When we help others thrive, we thrive too.
• We partner with small and mid-sized organizations, including nonprofits, to ensure their technology performs flawlessly so they can focus on what they do best.
• We’re a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university. You’ll grow quickly, connect deeply, and do work that truly matters.

Purpose: What You’ll Do

You’ll own full-cycle, enterprise-level sales, from first meeting through negotiation and close, building real relationships with executives and turning complex opportunities into long-term partnerships. You’ll position Endsight as a strategic IT partner, not just another vendor.

You’ll fit right in if you

• Take pride in helping others succeed
• Love mastering your tools and improving your craft
• Communicate clearly and stay composed under pressure

Are energized by teamwork and mutual respect

Want to grow in a place where your success helps everyone win

Required

• 5+ years of B2B new-logo sales experience, with a documented track record of building a territory from scratch, not inheriting an existing book of business
• Experience leading complex, multi-stakeholder sales cycles from first meeting through negotiation and close
• Comfort and credibility engaging with C-suite and executive-level decision-makers
• Proficiency with a modern sales stack such as HubSpot CRM, Connect and Sell, Fathom, and LinkedIn Sales Navigator

Preferred

• Join a Team That’s All-In on Helping You Thrive
• If you’re ready to perform at a high level, learn like crazy, and make a real impact for the people you serve, Endsight is where you belong.
• Apply today and let’s build something excellent together.

Benefits

• Medical: Company pays 100% of the base plan for the employee and family
• Dental & Vision
• 401(k) with employer matching
• Accrued Paid Time Off
• 9 Paid Holidays
• Career Development support and programs

Compensation

• Base Salary: $85,000 to $120,000
• On-Target Earnings (OTE): $170,000 to $

240,000, base plus variable at 100% quota attainment

Commission: 1.0x MRR on new logo MRR up to 100% of annual quota, 1.25x MRR on new logo MRR above annual quota

AI Use Policy

While Endsight embraces AI as part of how we work, we require that all written application responses reflect the candidate's own thinking and voice. Responses that appear to be generated in whole or in substantial part by AI tools, including those that are labeled, signed, or disclosed as AI generated, may be disqualified from consideration. If you need an accommodation during the application process, please contact us at [email protected]

Compensation

$85,000 - $120,000 / year