The Revenue Insiders9 Jun 2025

Everyone’s Faking It (Kind Of): Imposter Syndrome in GTM Careers

TL;DR: Kelly Lewis and Tiffany Jones go deep on imposter syndrome—how it shows up in go-to-market roles, what it feels like as a VP, and how they’ve learned to manage it. This is a must-listen for anyone navigating career growth, leadership transitions, or high-stakes roles in sales, marketing, or RevOps.

In this candid, heartfelt episode of The Revenue Insiders, it’s just your two co-hosts—no guests, no filters. Kelly and Tiffany recorded this one after Tiffany’s recent promotion to SVP and Kelly’s transition into full-time entrepreneurship, so the timing couldn’t be better.

They break down:

Why imposter syndrome is so common in GTM roles
The difference between confidence and self-doubt
Coping mechanisms that actually work (spoiler: it’s not just power poses)
What leaders can do to create psychological safety for their teams
Why you should apply for that job—even if you don’t meet all the requirements
And yes, Kelly finally owns the title “Founder”

You’ll hear real stories—from 24-year-old Tiffany selling to CEOs, to Kelly’s first time saying “I’m a co-founder”—plus plenty of tactical tips for how to manage the internal voice that tells you you’re not ready.

Whether you’re an SDR, a VP, or somewhere in between, this episode is your reminder: you’re not alone, you’re more capable than you think, and it’s all going to be okay.

🔗 Follow, rate, and share if this hit home.

🎧 Available on Spotify, Apple, and YouTube.

imposter syndrome, go-to-market, GTM careers, revenue leadership, psychological safety, sales enablement, founder journey, women in leadership

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