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Account Executive | Mid-Market SaaS

Y Combinator
Denver, CO Full Time
POSTED ON 1/28/2026 CLOSED ON 2/26/2026

What are the responsibilities and job description for the Account Executive | Mid-Market SaaS position at Y Combinator?

About Delightree

Delightree is the Franchise Operating System for modern, multi-unit brands. We help franchise organizations simplify operations and empower franchisees through a single, best-in-class platform. Training, communication, compliance, audits, tasks, and execution all live in one place so brands can scale faster, operate consistently, and gain real visibility into performance across every location.

Our customers use Delightree to move from reactive management to disciplined, data-driven operations at scale.



Why We're Hiring

Delightree is growing quickly, and mid-market franchise brands are adopting our platform faster than ever. We are building a small, high-caliber sales team and are looking for elite Account Executives who want to win complex deals and help define how franchise organizations operate.

This is a high-ownership role. You will own meaningful revenue, work directly with leadership, and play a real role in shaping our go-to-market motion as we scale.



What You'll Do

You will own the full lifecycle of acquiring and expanding mid-market franchise systems.

  • Run the full sales cycle including outbound prospecting, qualification, discovery, solution review, demo, negotiation, and close
  • Manage 50K to 3000K ARR SaaS deal cycles with multiple stakeholders including COOs, VPs of Operations, and executive leadership
  • Build and maintain a healthy pipeline through a combination of self-sourced outbound and inbound opportunities
  • Drive multi-threaded deal strategies and engage economic buyers early
  • Partner closely with Customer Success to ensure strong handoffs and expansion opportunities
  • Maintain disciplined HubSpot hygiene including MEDDPICC fields, notes, forecasting, and stage progression
  • Collaborate with Sales, Marketing, and CS to continuously improve our customer journey and GTM execution
  • Consistently meet or exceed quota while investing in your development as a seller



What We're Looking For

  • Four or more years of B2B SaaS experience
  • Three or more years as a closing AE with consistent quota attainment
  • Experience closing 75K to 250K ARR multi-stakeholder SaaS deals
  • Proven ability to self-source 25 to 40 percent or more of your pipeline
  • Strong executive presence and comfort selling to senior operators and founders
  • Disciplined, process-oriented seller with experience in HubSpot or Salesforce
  • Bonus experience in franchising, multi-unit retail, restaurants, fitness, LMS, compliance, or field operations technology



Who You Are

  • Competitive and ambitious with a strong personal standard for winning
  • Entrepreneurial and accountable. You treat your pipeline like a business
  • Consultative and curious. You diagnose before you prescribe
  • Resilient and coachable with a strong learning mindset
  • Serious about your craft and committed to being an elite seller



What We Offer

  • 200K OTE with a 50 percent base and 50 percent variable split
  • Uncapped commission with accelerators for over-performance and multi-year deals
  • Meaningful equity ownership
  • Competitive benefits package
  • Hybrid work environment with in-office collaboration in Denver
  • Direct mentorship from sales leadership and founders
  • Opportunity to shape the GTM engine at a high-growth SaaS company



Requirements

  • Must be based in Denver with three to five days per week onsite
  • Willingness to travel occasionally to franchise HQs and industry events
  • Authorized to work in the United States



⚡ After you apply, send our Head of Growth, Doug Gabbard, a LinkedIn connection request or message with the word “delighted”

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