RETHINK Retail is your go-to destination for executive-led insights into the trends and innovations that are transforming the global retail landscape. We are a global media leader in retail insights and coverage. Through our award-winning podcasts, fresh, original and thought-provoking content series, and partnerships with the world's leading retail events, we reach a growing audience of the top retail decision-makers and industry thought leaders.

What You’ll Do

Carry and Close (50–60% of time)

• Own a personal sales quota targeting approximately $750K-$1M  in annual one-off and project revenue.
• Prospect, pitch, negotiate, and close sponsorship, branded content, and event partnership deals with retail brands, technology vendors, and service providers.
• Manage a full-cycle pipeline from outbound prospecting through contract execution.
• Develop and iterate on the RETHINK Retail sales playbook—pricing frameworks, objection handling, proposal templates, and pipeline stages.
• Bring innovative campaign ideas to the table for RETHINK and our partners. This includes coming up with ways that we can capture the attention of advertisers and creative campaign ideas that will delight our clients and support our community.
• Represent RETHINK Retail at industry conferences and events (approximately one trip per month), using these opportunities to build pipeline, deepen prospect relationships, and close deals in person.

Build and Lead the Team (30–40% of time)

• Manage two Account Executives, with plans to grow the team as revenue scales.
• Set individual AE quotas, design territory/account assignments, and run weekly pipeline reviews.
• Coach AEs on prospecting, qualification, and closing—with a hands-on approach that includes joint calls and deal strategy sessions.
• Establish sales KPIs and reporting cadence for the CEO and broader leadership team.

Collaborate Cross-Functionally (10% of time)

• Partner with Client Advisory Directors on rules of engagement: advisory teams own upsell within their MAP accounts; your team owns net-new prospects.
• Work with marketing on lead generation, event strategy, and brand positioning that supports the sales pipeline.
• Provide market intelligence to leadership—what buyers are asking for, competitive pricing signals, and emerging opportunities in retail media and events.

What We’re Looking For

Required

• 5–8 years in B2B sales, ideally in media, events, sponsorships, or professional services.
• Proven track record of consistently exceeding quota as an individual contributor ($400K+ annually).
• At least 1–2 years of experience managing or mentoring junior sales reps (formal or informal).
• Experience building or significantly improving a sales process—pipeline stages, CRM discipline, forecasting methodology.
• Strong outbound prospecting skills.
• Comfort selling to VP/C-suite buyers at mid-market and enterprise companies.

Preferred

• Experience in retail, retail media, or retail technology ecosystems.
• Background selling sponsorships, branded content, or event partnerships.
• Familiarity with the trade show and industry conference landscape (NRF, Shoptalk, etc.).
• Experience at a company in the $3–10M revenue range where you had to be resourceful and build infrastructure.

Who Thrives in This Role

You’re a closer who’s ready to lead. You’ve been the top AE on your team and you’re hungry for the next step—not because you want to stop selling, but because you want to multiply your impact by building a team that sells the way you do. You’re comfortable with ambiguity, energized by building something from the ground up, and you don’t need a 50-page sales playbook handed to you because you’d rather write your own. 

Why RETHINK Retail

• You’re joining at a pivotal moment—new leadership, aggressive growth targets, and a clear path to scale the revenue function.
• Uncapped compensation with real upside. The $5M revenue target is ambitious but achievable, and you’ll share directly in the growth.
• Direct access to the CEO with a clear trajectory toward a larger leadership role as the team scales.
• A strong existing brand in the retail industry with established client relationships and market credibility.