Fallow Collective Managing Director (Cultivate) Remote · Full time Company website

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Fallow Collective is a hospitality-driven ecosystem building and growing purpose-driven brands across beverage alcohol and hospitality-adjacent CPG. We exist at the intersection of commerce and purpose, where disciplined strategy meets meaningful experience, and where doing right by people and doing well in business are treated as the same goal. We were built on a belief that emerging brands deserve more than advice. They deserve an ecosystem, one that can take a brand from strategy to shelf, from first account to national scale, and from a good product to an experience people remember. Rather than launch a single company, we built a family of connected ventures, each led by its own operators, that together cover the full arc of how a brand grows in our industry. What one entity sets in motion, another carries forward, so founders gain senior leadership, real execution, and lasting relationships without assembling it all themselves. A common thread runs through everything we do: bringing hospitality back to retail. Whether we are opening doors at the corporate level, executing in the field, designing an activation, or pouring a thoughtful drink, we lead with hospitality, intention, and genuine care for the people on every side of the transaction. We hold ourselves to thoughtful growth and financial discipline, and we invest in leadership development so the people who build with us grow as much as the brands we serve. At Fallow Collective, we don't just build businesses. We design ecosystems that empower founders, support operators in the field, and deliver experiences grounded in hospitality, inclusivity, and intentional design. Through the Fallow Foundation, our nonprofit dedicated to food access and education, we extend that same purpose beyond commerce to the communities we are part of. Rooted in purpose. Built to grow.

Title: Managing Director | Cultivate Employment Type: Full-Time, W2 Location: Remote, with travel as needed

OVERVIEW Cultivate is looking for an owner-operator, not an executive hire. The Managing Director runs the agency: full ownership of the P&L, the client roster, the curriculum and facilitator network, and the quality bar across every program in leadership development, DEIB, culture, and skills training. Compensation is structured as a true partner: a commission-to-salary glide on the agency's gross profit that converts to guaranteed base salary as the business scales, plus a meaningful equity stake in Cultivate.

ABOUT FALLOW COLLECTIVE Fallow Collective is a hospitality-driven ecosystem building and growing purpose-driven brands across beverage alcohol and hospitality-adjacent CPG. We exist at the intersection of commerce and purpose, where disciplined strategy meets meaningful experience, and where doing right by people and doing well in business are treated as the same goal. We were built on a belief that emerging brands deserve more than advice. They deserve an ecosystem, one that can take a brand from strategy to shelf, from first account to national scale, and from a good product to an experience people remember. Rather than launch a single company, we built a family of connected ventures, each led by its own operators, that together cover the full arc of how a brand grows in our industry. What one entity sets in motion, another carries forward, so founders gain senior leadership, real execution, and lasting relationships without assembling it all themselves. A common thread runs through everything we do: bringing hospitality back to retail. Whether we are opening doors at the corporate level, executing in the field, designing an activation, or pouring a thoughtful drink, we lead with hospitality, intention, and genuine care for the people on every side of the transaction. We hold ourselves to thoughtful growth and financial discipline, and we invest in leadership development so the people who build with us grow as much as the brands we serve. At Fallow Collective, we don't just launch businesses. We design ecosystems that empower founders, support operators in the field, and deliver experiences grounded in hospitality, inclusivity, and intentional design. Through the Fallow Foundation, our nonprofit dedicated to food access and education, we extend that same purpose beyond commerce to the communities we are part of. Rooted in purpose. Built to grow.

ABOUT CULTIVATE Cultivate is Fallow Collective's people-development agency, building stronger leaders, healthier cultures, and more capable teams across four connected practices: leadership development, diversity, equity, inclusion, and belonging (DEIB), organizational culture, and skills training. When an organization books Cultivate, it gets facilitators and curricula that build real capability and belonging, not one-off workshops. Whether the work is coaching a leadership bench, embedding DEIB into how a team operates, shaping culture through change, or building the practical skills the business needs, Cultivate designs and delivers it to a consistent standard. It carries Fallow Collective's belief that people grow as much as the brands they build, and extends that belief to the wider industry. The result is stronger leaders, healthier cultures, and teams equipped with the skills to grow, helping purpose-driven organizations invest in the people behind the work. Where growth takes root.

THE OPPORTUNITY Where most training vendors sell one-off workshops, Cultivate builds lasting capability across leadership, DEIB, culture, and skills. You will build the client roster, own the curriculum library and facilitator network across all four practices, lead delivery, hold the operating cadence, and own the agency's revenue, margin, and growth trajectory, with built-in demand flowing from across the Collective. Every program delivered and every client signed grows your earnings and your equity value. You will not build alone. The full operating infrastructure of Fallow Collective is in place: payroll, contracts, CRM, finance, marketing support, and sister entities across the ecosystem feeding the pipeline.

WHO WE ARE LOOKING FOR We are looking for an owner-operator: a senior people-development leader across learning, DEIB, culture, or organizational development who wants to run a business, not hold a title. The ideal Managing Director has:

• Ten or more years of leadership designing and delivering programs across two or more of leadership development, DEIB, organizational culture, and skills training, including meaningful time selling and owning a P&L
• A track record of building or scaling a training, coaching, or people-development practice
• Depth in facilitation and curriculum design across leadership, DEIB, culture, and skills content, with the ability to hold a consistent standard at scale
• Fluency in DEIB and culture work paired with practical skills-building, so development is both human and useful
• Operating discipline: comfortable running pipeline, delivery, program margin, and accountability
• Entrepreneurial conviction: comfortable with compensation weighted toward commission tied to the gross profit of the whole agency, converting to salary as it scales, with equity as the long-term upside

COMPENSATION Full-Time W2, structured as a true partner: a commission-to-salary glide plus a meaningful equity stake in Cultivate. Because Cultivate is a pre-revenue entity, the Managing Director begins commission-only and converts to guaranteed base salary as the business scales. Compensation is set by the agency's trailing-twelve-month gross profit (revenue collected, less the direct costs of delivery such as facilitator fees and vendor pass-throughs), evaluated at each quarter-end close. Base salary ratchets up only and never decreases. Total cash compensation is capped at $250,000; beyond the cap, the upside of growth accrues through your equity stake. Benefits include health, vision, and dental insurance with 75 percent of premium covered; a 401(k) with a 3.5 percent company match after one year of service; three weeks of paid vacation; seven recognized holidays plus year-end company closure; and business expenses. A complete compensation package description, equity terms, and full job description are shared during the interview process.

HIRING PROCESS The hiring process is run directly by the Founder. Candidates can expect an initial conversation, a working session on the Cultivate business model and growth plan, and a final discussion of terms.

Fallow Collective is an equal opportunity organization. We are committed to building a leadership bench that reflects the diversity of the categories and communities we serve.