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Account Executive | Mid-Market SaaS

Job in Denver, Denver County, Colorado, 80285, USA
Listing for: Y Combinator
Full Time position
Listed on 2026-02-03
Job specializations:
  • Business
    Business Development
  • Sales
    Sales Development Rep/SDR, B2B Sales, Business Development
Salary/Wage Range or Industry Benchmark: 60000 - 80000 USD Yearly USD 60000.00 80000.00 YEAR
Job Description & How to Apply Below

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 Hub Spot 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 Hub Spot 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 Linked In connection request or message with the word “delighted”

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