# EP349 From $300 to a Multi-Million Dollar Exit

Page: https://stenobird.com/podcast/the-cash-rich-exit-podcast-12661/ep349-from-300-to-a-multi-million-dollar-exit
Text version: https://stenobird.com/podcast/the-cash-rich-exit-podcast-12661/ep349-from-300-to-a-multi-million-dollar-exit.md
Podcast: [The Cash Rich Exit Podcast](https://stenobird.com/podcast/the-cash-rich-exit-podcast-12661)
Published: 2026-06-16T12:00:00+00:00
Episode link: https://iamamillionairesonowwhat.libsyn.com/ep349-from-300-to-a-multi-million-dollar-exit
Audio file: https://traffic.libsyn.com/secure/iamamillionairesonowwhat/349__BOBBIE_RACETTE_-_EXIT_.mp3?dest-id=708100
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JSON: https://stenobird.com/v1/public/podcasts/the-cash-rich-exit-podcast-12661/episodes/ep349-from-300-to-a-multi-million-dollar-exit
Duration seconds: 2316

## Resource

Bobbie Racette started with $300 at her kitchen table. Nine years later, she became the first Indigenous woman in Canada to build, scale, and sell a tech startup. In this episode - the first time Bobbie has dug into the details of the sale on a podcast - host Colleen O'Connell-Campbell sits down with the founder of Virtual Gurus, an AI-powered inclusive talent marketplace that matched underrepresented talent with businesses including Mastercard, Telus, and BMO. Bobbie shares the full arc: bootstrapping to $1.8 million in revenue before raising a cent, hearing 170 no's before closing a seed round, scaling through three funding rounds during COVID, becoming the first Indigenous woman in Canada to close a Series A, navigating founder fatigue, stepping down as CEO before the exit, and ultimately selling to a U.S. private equity firm that rolled Virtual Gurus into North America's largest virtual assistant platform - with the AI sold separately to a Calgary company. This is a conversation about what it takes to build something from nothing, what it costs personally, and what comes next when the mission is bigger than the transaction. Key Takeaways: Bobbie created Virtual Gurus in 2016 after being laid off in oil and gas and unable to find a job. She is Cree Métis, queer, and covered in tattoos - and nobody would hire her. The business started as a way to create a job for herself and evolved into a platform providing remote work to marginalized talent across Canada and the U.S. She bootstrapped to approximately $1.8 million in annual revenue before seeking external funding. The seed round took over two years and 170 investor rejections before closing at $1.25 million. The Series A, two years later, was significantly easier. Virtual Gurus scaled past $40 million in revenue and…

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## Transcript

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