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Tracy
Chaparo
VP, Revenue Enablement
UpGuard
Tracy Chaparo is the VP of Revenue Enablement at UpGuard, where she builds teams and systems that make go-to-market execution repeatable at scale. She brings a bias toward action and a focus on measurable performance to helping teams learn, adapt, and execute. Before UpGuard, Tracy spent 4.5 years at Rippling, where she supported the Enablement organization’s growth from 3 to 35 as Sales scaled from 110 to more than 1,500. Her work spanned Product, SDR, AE, and Account Management enablement, as well as international expansion. Earlier, she founded and scaled the Revenue Enablement and Professional Services teams at GoGuardian. There, she launched a customer education program, built enablement for new sales and post-sales teams, and supported go-to-market integration through acquisitions. Tracy began her career as a Teach For America educator, earned a master’s degree in Educational Leadership, and was named Teacher of the Year. She still brings an educator’s mindset to the challenge of improving performance at scale.
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20 January 2027 12:00 - 12:30
The forgotten role: What AI means for sales managers, not just reps
Every AI conversation in enablement seems to start and end with reps, better call scripts, smarter role-plays, faster content. Meanwhile, the person actually coaching those reps, running forecast calls, and making the judgment calls that decide who gets promoted, is left almost entirely out of the conversation. This keynote fixes that oversight. Sales managers are sitting on some of the most AI-transformable work in the entire revenue org, pipeline reviews, coaching cadence, deal inspection, and almost nobody's building for them. This session makes the case that enablement's next big win isn't another rep-facing tool, it's finally giving managers the AI support they've been quietly missing. You'll leave with: • A clear picture of where AI is already changing manager workflows, and where it hasn’t even started • Why manager-facing AI tools get less investment despite arguably higher leverage • What a genuinely manager-first AI rollout looks like, and why it might move performance faster than another rep tool ever could
20 January 2027 14:30 - 15:15
Panel: The enablement leader of 2030
Five years from now, what does this job even look like? If AI keeps compressing content creation, automating coaching prep, and handling the busywork that used to fill an enablement leader's week, what's actually left for the humans to own? And is that a smaller role, or a completely different one? This panel brings together enablement leaders willing to make real predictions, not safe ones, about where the role is heading. Expect genuine disagreement. It's a chance to hear seasoned leaders think out loud about their own job security, their own relevance, and what skills they're personally investing in right now because of it. Questions we're putting to the panel: • What does an enablement team look like in 2030, bigger, smaller, or just different? • Which parts of the job today will be completely automated, and which never will be? • What are they personally doing right now to stay relevant five years from now?