In Episode three of The Deal Desk, we sit down with longtime Workday sales leaders Zac Stafford, Group Vice President, Field Sales and Robert Steele, Group Vice President, SLED, to unpack what that shift looks like when you carry a quota in the world of AI. From selling pet food at 13 and door‑to‑door books in New Mexico to owning high‑stakes, 10–30 year customer relationships, they break down the mindset, risks, and career decisions behind 15+ years of selling at Workday. You’ll hear how: - A third‑line leader bets on starting over as an IC to learn ERP and earn his way back into leadership. - A “say yes, figure it out later” moment vaults Rob into a national VP role in a brand‑new segment. - Selling Workday today means your business card “weighs 1,000 pounds” because you’re tied to critical infrastructure like payroll, finance, and now AI. - New capabilities like Sonnet Enterprise and Workday AI agents are changing the conversation from “system of record” to “system of action.” If you’re an experienced enterprise Account Executive or sales leader and you’re wondering what it’s like to sell at a company moving from SaaS to AI while playing at Fortune 500 scale, this episode is for you. :studio_microphone::headphones: Tune in to The Deal Desk for candid conversations about sales, strategy, and leadership—straight from the Workmates doing the work. Learn more about Sales careers at Workday here: https://w.day/SalesCareersYT

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