Sales Director, Enterprise Grocery Retail, Midwest

About Us

Our company is on a mission to reduce food waste and make high-quality, affordable food accessible to everyone. Through our innovative app-based marketplace, we connect shoppers with discounted perishable items while helping retailers turn would-be waste into revenue and meaningful environmental impact. We’re growing quickly across North America and partnering with retailers of all sizes to expand our reach.

If you’re passionate about creating real change for people and the planet, we’d love for you to join us. Your work here will directly contribute to a mission that helps families save money, reduces waste, and builds a more sustainable future.

Flashfood is the app for grocery's best deals. We partner with leading grocery retailers across North America to sell fresh food nearing its best-by date at a discount, helping shoppers save money while preventing good food from going to waste.

We help drive incremental revenue, improve shrink outcomes, increase basket size, and deepen customer loyalty, all while advancing sustainability goals.

As we expand into larger and more complex enterprise organizations, we are hiring a Sales Director to lead that expansion. Someone who understands the grocery ecosystem deeply, carries genuine executive presence, and has a track record of closing with major enterprise retailers.

As Sales Director, you will own strategic, enterprise-level sales with large, multi-banner grocery retailers across the US. This is a senior individual-contributor leadership role: you will run full-cycle enterprise sales while also helping shape Flashfood's sales strategy, process, and culture as we scale into our next tier of partnerships.

This role is not transactional and is not an entry point into enterprise sales. It requires, as hard requirements:

• Deep, credible knowledge of how grocery organizations actually operate: merchandising, operations, shrink, and store execution
• Executive presence that reads as credible the moment you're in front of a C-suite or VP-level audience
• A demonstrated, verifiable history of closing complex deals with major enterprise retailers
• Comfort leading long, multi-threaded sales cycles involving procurement, legal, and data security stakeholders
• The ability to think beyond features and build executive-level, financially grounded business cases
• Deep grocery connections with leading grocers across the Midwest region, especially in Michigan, Ohio, Illinois, Indiana, and Pennsylvania.

You will own the full sales cycle, from market strategy and executive engagement through negotiation and close, and will partner with leadership to influence how Flashfood's enterprise motion evolves.

• Identify and prioritize high-value grocery targets across your territory
• Develop account penetration strategies tailored to each organization's structure, priorities, and economics
• Map buying committees across operations, merchandising, finance, digital, sustainability, and executive leadership
• Build and sustain multi-threaded, executive-level relationships within complex retail organizations

• Lead discovery grounded in real grocery operational challenges (shrink, labor constraints, margin pressure, inventory management, digital engagement)
• Translate retailer pain points into quantifiable, board-ready business cases
• Position Flashfood as a strategic lever for enterprise performance, not solely a shrink too
• Develop and deliver executive-ready proposals with clear ROI, financial modeling, and rollout plans, directly to VP and C-suite audiences

• Drive long, multi-region sales cycles with discipline and clarity
• Navigate procurement, legal, data…