Weโre hiring a Director of Retail to own and build this vertical. The short version: youโll carry a bag, youโll build a team, and youโll help define how Windfall goes to market across luxury retail, e-commerce, consumer brands, and adjacent retail segments.
This is a player/coach role - intentionally so. Youโll personally lead outreach and engagement across our top 50โ100 Retail accounts while simultaneously hiring, developing, and managing the AEs who will eventually scale this into a standalone business. Windfallโs wealth data unlocks high-impact use cases for retailers - identifying HNW customers, personalizing outreach, powering loyalty programs, and driving clienteling at scale. Youโll help retailers understand why that matters and build the motion to close it.
Youโll work directly with our co-founders, product, and marketing to shape Windfallโs Retail strategy - what we build, how we position it, and who we prioritize. If you want a job where you just manage, this isnโt it.
Weโre on a mission to change how organizations perceive and use people data. And we hold true to our core values of: (1) Be an excellent communicator; (2) Operate with transparency; (3) Provide leverage, not optimization; (4) Win When Our Customers Win; and (5) Act with integrity and trust.
Responsibilities:
- Account ownership: Direct outreach, pipeline development, and deal execution across Windfallโs top 50-100 Retail accounts, youโre not handing this off - youโre running it
- Team leadership & buildout: Hire, coach, and develop the AE team for the Retail vertical - from first rep to full team, you set the bar and hold it
- Vertical strategy: Partner with co-founders, product, and marketing to define ICP, messaging, product priorities, and go-to-market motion for Retail, this is a seat at the table, not a consulting exercise
- Revenue accountability: Own the Retail number - new bookings, retention, and expansion, the verticalโs performance is yours
- Cross-functional influence: Translate retail market dynamics into product feedback, competitive positioning, and partnership priorities, youโre the voice of the customer inside the building
Requirements:
- Bachelorโs Degree
- 5+ years of enterprise SaaS sales experience, with a demonstrable track record of closing complex, multi-stakeholder deals
- 3+ years of sales leadership experience - youโve built or managed a team and have the scar tissue to show for it
- Deep fluency in retail - whether youโve sold into the space or operated within it, you understand the buyer, the workflow, and how decisions get made across marketing, loyalty, and digital teams
- Familiarity with luxury retail, e-commerce, department stores, specialty retail, or consumer brands is a strong signal
- Experience selling data, analytics, or customer intelligence solutions is a meaningful plus
- You think in systems and build them that way - you know how to create a repeatable motion, not just close deals
- Youโre direct, organized, and not precious about being a player in a player/coach role
- Based in or willing to relocate to San Francisco
Additional Information:
The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position across California. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. We also offer a comprehensive benefits package, which you can explore on ourย careersย site.
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California: Compensation range is $330k - $375k + Equityย
About Windfall
Windfall is a people intelligence and AI company that gives go-to-market teams actionable insights. By democratizing access to people data, organizations can intelligently prioritize go-to-market resources to drive greater business outcomes. Powered by best-in-class machine learning and artificial intelligence, Windfall activates insights into workflows that engage the right people for each respective organization. More than 1,500 data-driven organizations use Windfall to power their business. For more information, please visit www.windfall.com.
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