June 8, 2026

Director of Sales, Ad Agencies

Skai Chicago, Illinois

That's where you come in! You will report to and partner with the EVP Sales, AMER Independent Agency. Outwork the competition!Develop relationships both internal and externalOwn net new revenue, retention, and expansion across a defined book of independent agency accounts: including regional GTM planning that reflects how indy agencies actually buy (no procurement, principal-led decisions, margin-sensitive).Build and maintain a high-quality pipeline through disciplined discovery, active multithreading across agency stakeholders (strategist, data/ops lead, principal), and rigorous account planning — with forecasts grounded in verified buyer intent, not activity.Lead the full sales cycle — from discovery through negotiation, pricing, and contract close: in partnership with the EVP. You don't wait for a champion to pull you through; you build the map yourself.A proven track record with independent agencies and Founder/C level clientsRunning a consultative and complex sales cycle for small to large agency organizations A genuine point of view on where AI is (and isn't) delivering for media buyers today. At Skai, we believe ensuring a diverse, equitable, and inclusive workplace is not just an ideal to strive for; it is right, necessary, and our responsibility as humans.

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