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Account Executive | Mid-Market SaaS

Y Combinator, Denver, Colorado, United States, 80285

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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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