---
title: 'Sales Director, Enterprise Grocery Retail, Midwest at Flashfood'
canonical: 'https://feeny.ai/job/sales-director-enterprise-grocery-retail-midwest-flashfood-central-us-t4rnkgtvtshk'
type: 'job'
last_seen: '2026-09-19'
---

# Sales Director, Enterprise Grocery Retail, Midwest at Flashfood

- **Company:** Flashfood
- **Location:** Central US
- **Work type:** remote
- **Posted:** 2026-09-17
- **Last confirmed live:** 2026-09-19
- **Apply:** https://flashfood.com/en/careers?gh_jid=4410189009

## Job description

## 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.

## The Role and Context

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.

## What You'll Do

Strategic Enterprise Development

- 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

Industry-Led, Executive Sales Execution

- 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

Complex Deal Leadership & Close

- Drive long, multi-region sales cycles with discipline and clarity
- Navigate procurement, legal, data security, and operational stakeholders
- Structure enterprise agreements that support scalable, long-term partnerships
- Independently close large, multi-region or enterprise-wide deals with major grocery retailers

Sales Leadership & Cross-Functional Influence

- Help define and refine Flashfood's enterprise sales process, playbooks, and culture as the team scales
- Partner closely with Marketing, Product, Implementation, and Customer Success to align enterprise strategy
- Bring structured, executive-level feedback from the field to inform product and go-to-market decisions
- Maintain disciplined CRM hygiene, forecasting accuracy, and pipeline management

## What You’ll Bring

Deeply Connected in Grocery (Required)

- Extensive experience inside, or selling into, large grocery retailers
- Fluent in the internal dynamics of merchandising, operations, and store execution
- An existing network of C-suite and VP-level decision-makers across regional or national grocery chains

Strategic Thinker

- You think beyond immediate deals to enterprise-wide rollout and long-term value creation
- You connect operational improvements directly to financial outcomes
- You build executive-level narratives grounded in data, not just product features

Proven Enterprise Closer (Required)

- 10+ years of enterprise sales experience, with strong preference for grocery retail, CPG-tech, retail-tech, or adjacent sectors
- Demonstrated, referenceable success closing complex, six- and seven-figure deals with major enterprise retailers
- A consistent history of meeting or exceeding quota at a senior/Director level

Operator in Challenging Environments

- Experience selling in markets with long cycles and multiple stakeholders
- You maintain momentum and pipeline discipline even when deals stall
- You operate with resilience, ownership, and executive-level judgment

Executive Presence (Required)

- Command credibility the moment you're in a room with senior retail executives
- Polished, confident communicator, equally strong in written and verbal executive settings
- Skilled, composed negotiator of complex, multi-year enterprise contracts
- Comfortable building and presenting financial models and ROI narratives directly to C-suite stakeholders

What Sets This Role Apart

This is a high-impact, high-visibility role with direct influence on company growth and on how Flashfood's enterprise sales function is built. We are looking for someone who:

- Brings instant credibility the moment they walk into a grocery boardroom
- Speaks the language of retail operators fluently
- Has already proven they can close with major enterprise retailers
- Is motivated by performance, ownership, and mission
- Wants to help define a category-leading sales function, not just carry a number

## What We Offer

- Performance-driven compensation aligned with enterprise impact
- Comprehensive health, dental, and vision benefits
- 100% remote
- Learning & development budget
- A defining, senior-level role in scaling a mission-driven company into its next stage of enterprise growth

## Our Mission

Flashfood exists to reduce food waste at scale while helping families save on groceries. We partner with retailers to unlock value from inventory that would otherwise go unsold, benefiting shoppers, stores, and the planet.

If you understand grocery deeply, carry real executive presence, have closed with major enterprise retailers before, and want to drive meaningful growth, we would love to connect. Flashfood is an equal opportunity employer and is committed to building a diverse, inclusive, and equitable workplace. We welcome candidates from all backgrounds and experiences, and we’re dedicated to creating an environment where everyone feels supported and empowered to do their best work.

## About Flashfood

## Company Overview
- **One-liner**: Flashfood operates a mobile marketplace that connects shoppers with deep discounts on surplus groceries nearing their best-by date, reducing food waste and making fresh food more affordable.
- **Entity Type**: Private (Funding Stage: Series A)
- **Headquarters**: Toronto, Ontario, Canada
- **Founded**: 2016
- **Founders**: Josh Domingues

## Core Business
- **Primary industry**: Retail Groceries / Food Waste Reduction / Mobile Marketplace
- **Target customers**: B2C (shoppers looking for grocery deals) and B2B (grocery retailers seeking to reduce shrink and waste)
- **Mission statement**: To feed families, not landfills.

## Products & Services
- **Flashfood App**: A mobile marketplace (iOS and Android) where users can browse and purchase surplus food items—including fresh produce, meat, dairy, and pantry staples—from partner grocery stores at up to 50% off. Shoppers pay via the app and pick up their order in-store, typically from a designated Flashfood zone.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: Total Funding of $16.42M (as of latest data) across 3 rounds. The most recent round was a Series A of $12.3M led by S2G Investments in February 2022. [linkedin.com](https://www.linkedin.com/company/flashfoodinc)
- **Annual Revenue**: Estimated at $5.0M (based on third-party data). [linkedin.com](https://www.linkedin.com/company/flashfoodinc)
- **Notable Investors/Partners**: S2G Investments (lead investor in Series A), General Catalyst (lead investor in Seed round), and B Lab (Certified B Corporation). Retail partners include major North American grocery chains like The GIANT Company and Loblaw Companies Limited.
- **Growth Signals**:
    - Over 3 million shoppers have used the app.
    - More than 145 million pounds of food diverted from landfills.
    - Shoppers have saved over $370 million on groceries.
    - Network of 2,000+ grocery stores across North America.
    - Certified B Corporation with an overall B Impact Score of 89.1.
    - Active in the U.S., Canada, and with a presence in India. [flashfood.com](https://flashfood.com/en/impact) | [bcorporation.net](https://www.bcorporation.net/find-a-b-corp/company/flashfood-inc/)

## Competitive Advantages
- **First-Mover & Network Effects**: As one of the first large-scale platforms for surplus grocery deals, Flashfood has built a strong two-sided network connecting price-conscious shoppers with major retailers.
- **Retailer Data & Analytics**: The platform gives retailers unprecedented visibility into shrink and surplus data, turning waste into a predictable revenue stream—a sticky value proposition for partners.
- **Mission-Driven Brand**: The strong social and environmental impact (reducing waste, increasing food access) serves as a powerful differentiator, attracting both customers and talent who care about sustainability.
- **B Corp Certification**: Validates their commitment to high social and environmental performance, building trust with consumers and partners.

## Strategic Focus
- **Scaling Retail Partnerships**: Expanding the network of grocery store partners across North America to increase the volume and variety of deals available.
- **Driving Shopper Engagement**: Growing the user base and increasing repeat usage through the app’s value proposition of savings and convenience.
- **Leveraging Data**: Using the data from retail partners to optimize inventory, predict surplus, and further reduce waste across the supply chain.
- **Geographic Expansion**: Continuing to grow in the U.S. and Canada, with a potential eye on new markets.

## Why Work Here
- **Mission-Driven Work**: Employees directly contribute to reducing food waste and making food more affordable, with a clear, measurable impact.
- **Remote-First Culture**: The company offers fully remote work with flexibility and trust, allowing employees to work where they are most productive. [flashfood.com](https://flashfood.com/en/careers)
- **Comprehensive Benefits**: Includes medical, dental, vision, life, and disability coverage; employer contributions to retirement and HSAs; generous PTO; parental leave; and monthly Flashfood credits.
- **Growth Opportunities**: Employees are given real ownership and meaningful work with room to grow their careers as the company scales.
- **Strong Values**: A culture centered on customer obsession, a champion’s mindset, pace with excellence, and being stronger together. The team is described as tough on the work, never on one another.
- **Current Openings**: As of mid-2025, the company is actively hiring for senior technical roles, including a Principal Software Engineer. [linkedin.com](https://www.linkedin.com/company/flashfoodinc)

## Sources
1. [Flashfood Official Website](https://flashfood.com/)
2. [Flashfood Careers Page](https://flashfood.com/en/careers)
3. [Flashfood Impact Page](https://flashfood.com/en/impact)
4. [Flashfood LinkedIn Company Page](https://www.linkedin.com/company/flashfoodinc)
5. [Flashfood B Corporation Profile](https://www.bcorporation.net/find-a-b-corp/company/flashfood-inc/)

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