Season 1: No Grade 11. 170 Investor No's. The Decisions That Built the Company

Bobbie Racette built Virtual Gurus because nobody would hire her. No Grade 11, 170 investor no's, and nine years of hard lessons she's finally ready to talk about.
Leadership

Guest

Bobbie Racette
Founder of Tapwi

Date

June 4, 2026

Overview

Tyler Chisholm sits down with Bobbie Racette, founder of Virtual Gurus, who started the company in 2016 because nobody would give a queer, Indigenous woman in tech a job. What followed was nine years of building, pivoting, and learning the hard way: 170 investor no's, a vulnerability moment on a radio show that changed everything, and an exit that came with casualties she wasn't prepared for.

In this episode, Bobbie talks about what it actually cost to take too much VC money, why the moment she stopped hiding her identity was the moment the company took off, and what she's building next with Tapwe, a platform designed to give underserved founders the truths nobody told her. Season 1 is about the risk of certainty. Bobbie has lived it from every angle.

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