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.

Why We’re Hiring

As we further develop first-in-class AI solutions, the demand from established franchise brands is exploding. We are building an elite Denver-based sales team to own this segment. This isn’t a maintenance role; we need an architect who will develop our people today and earn a seat at the table as we scale the future of this company.

What You’ll Do

• You will lead a senior team of Mid-Market AEs focused on $75k–$400k ARR deals with complex franchise organizations.
• Lead AEs on deal strategy to displace legacy solutions for large-scale operators.
• Coach reps to move the conversation from "Software Cost" to "Operational ROI," focusing on how AI transforms the way they operate their business.
• Install MEDDPICC rigor to ensure our largest deals are qualified based on true "Economic Buyer" alignment on the AI vision.
• Partner with AEs to provide executive presence with CXOs and VPs (including onsite) to close deals.
• Own the Mid-Market forecast for the Board, ensuring "Commit" deals have been fully vetted for legal, technical and business requirements.
• Partner with Product, Marketing and CS to build clear competitive positioning and that highlights our AI advantage.

What We’re Looking For

• Three to five or more years of B2B SaaS leadership experience in Mid-Market or Enterprise segments
• Experience selling complex AI or automation solutions to C-suite stakeholders
• Deep expertise in MEDDPICC and Value-Based selling methodologies
• Proven ability to build a sales culture that prioritizes high-value deal structures over discounting
• Strong business acumen; you understand P&L, labor laws, and franchise EBITDA drivers

Who You Are

• The Strategist: You see the "Agentic AI" shift as the biggest opportunity in franchising and know how to capitalize on it
• The Skeptic: You audit deals with a critical eye, ensuring your reps aren't just "happy-earring" a prospect's interest in AI
• The Leader: You have the gravitas to command a room and the empathy to coach a senior team through complex cycles
• Entrepreneurial: You thrive on the challenge of building a new segment and refining a "best-in-class" GTM motion

What We Offer

• 260K - 320K OTE Based on Experience
• Significant "Early Leader" equity grant
• Executive coaching and leadership development stipend
• Hybrid work environment with in-office collaboration in Denver
• Direct partnership with the Founders and Executives to shape the future of AI in franchising

Requirements

• Must be based in Denver with three to five days per week onsite
• Willingness to travel to franchise HQs for Deal support and major industry events (IFA, RFDC, etc.)
• Authorized to work in the United States