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What OpenAI Looks for When Hiring and What It Means for the Future of Sales
At the Sistas In Sales Summit, OpenAI’s Stephanie Tran shared what she looks for in AI-ready candidates: not just tasks, but reimagining entire workflows. Here’s what it means for sales leaders.
September 20, 2025
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At the Sistas In Sales Summit in NYC, industry leaders came together for a panel on Reimagining the Future of Sales, feautring Stephanie Tran (Go-to-Market at OpenAI), Francine Anthony (Director, Global Partner Marketing at GitLab), Gail Moody-Byrd (Board Member, Grocery Outlet Inc.), and moderator Yemisi Egbewole (Former White House Chief of Staff, Press Office).
The conversation underscored a major shift: AI is no longer about surface-level tasks. It’s reshaping how sellers plan, qualify, close deals, and how companies structure their teams to keep up with changing expectations.
Key takeaways for go-to-market leaders
AI as co-pilot
From qualifying leads to customizing proposals, panelists showed how AI reduces repetitive tasks and frees sellers for the real work of building trust.
Adoption vs. ROI
While 80% of CROs plan to increase AI investment, studies show only ~21% of projects have proven returns. Adoption without measurable impact risks fatigue and wasted cycles.
Start small, scale smart
Programs at GitLab and OpenAI emphasize incremental pilots, certifications, and guardrails for secure use ensuring AI amplifies, not replaces, human skill.
AI skills are career currency
This was perhaps the most powerful insight. Stephanie Tran shared:
“When I interview candidates, I’m not looking for ‘AI helps me write emails.’ I want to know: how are you reimagining your entire workflow with AI?”
That perspective highlights a new reality: the sellers and RevOps leaders who stand out will be those who don’t just use AI, but redesign their processes around it.
Why this matters for GTM leaders
For TigerEye, these themes echo what we’ve heard across industries: AI only drives impact when it’s explainable, integrated into workflows, and tied directly to business outcomes.
Sellers need trusted answers, in real time, and AI that actually sticks.