Be Bold. Be Brave. Be You.
Join 4,000 and growing powerful subscribers. I build things that open doors. I'm Bobbie - an “unlikely” entrepreneur who started with $300 and built a talent platform that created work-from-home opportunities for more than 20,000 underserved, talented people. I grew it into a multi-million-dollar company before selling it. Along the way, I learned the real lessons about leadership, capital, culture, and resilience that no headline ever captures. And now, I'm sharing them with you.
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You Don't Need a Pitch Deck
T A P W I · resources · truth · access Issue 037. This newsletter grows from your shares. It's our weekly north star. Sharing is free and helps us stay focused on providing the best resources for underserved Founders, Investors, and Leaders. Share A founder in our survey put it in five words: "We're nearly dead without it." Another, a few lines later, put the whole other side of it just as plainly: "We don't need favours, we need help, mentorship, guidance." Read back to back, those two lines...
READ POSTYou Don't Have a Time Problem
T A P W I · resources · truth · access Issue 036. This newsletter grows from your shares. It's our weekly north star. Sharing is free and helps us stay focused on providing the best resources for underserved Founders, Investors, and Leaders. Share I have a confession. Last week I sat down with a to-do list so long it ran off the page, opened my laptop, stared at it for a solid ten minutes, and then got up to reorganize a cupboard. Not because the cupboard mattered. Because the cupboard was...
READ POSTThe Part of Building Nobody Claps For
T A P W I · resources · truth · access Issue 035. This newsletter grows from your shares. It's our weekly north star. Sharing is free and helps us stay focused on providing the best resources for underserved Founders, Investors, and Leaders. Share Somewhere in year two, I stopped waiting for the moment this would finally feel easy. It does not come. There is no shortcut hiding around the next corner, no version of this where you get to skip the hard part. There is just the work, the...
READ POSTThe 2 A.M. Spiral Is More Common Than You Think
T A P W I · resources · truth · access Issue 034. This newsletter grows from your shares. It's our weekly north star. Sharing is free and helps us stay focused on providing the best resources for underserved Founders, Investors, and Leaders. Share I want to tell you something nobody told me when I was building. It is one of the loneliest things you will ever do. Not lonely in the way people mean when they say they need to get out more. Lonely in a specific, structural way. You are carrying...
READ POSTThe Fire Report l. Belonging Isn't A Perk. It's Your Edge.
Issue 032. This newsletter grows from your shares. It’s my weekly north star. Sharing is free & helps me stay focused on providing you with the best resources for underserved Founders, Investors and Leaders. Simply input their email after clicking the button or share this link directly: https://bobbie-racette.kit.com Share Good morning, There's a word that gets thrown around in boardrooms and diversity reports until it barely means anything anymore. Belonging. I've been the person in the room...
READ POSTThe Fire Report l Be As Confident In Your Worth As You Are In Your Work
Issue 031. Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, I am an introvert. That might surprise some of you, especially if you have seen me on a stage or watched me pitch a room full of investors. But it is true. The version of me that shows up in those moments did not come naturally. It was built, deliberately, out of necessity, and out of discomfort. When I was building Virtual Gurus, I had no choice but to get comfortable being uncomfortable. Pitching...
READ POSTThe Fire Report l Know Your Worth. Then Add Tax.
Issue 030 Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, When I closed my first round of funding, I had already bootstrapped Virtual Gurus to $1.8M in revenue. The business was profitable. It was scaling. By every metric that investors say they care about, it was working. I still got told no. One hundred and seventy times. And for a long time, I did what a lot of us do. I made myself smaller to try to make the yes easier. Don't talk about being Indigenous....
READ POSTThe Fire Report l Stop Shrinking. Start Being Magnetic.
Issue 029 Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, I used to think magnetism was something you either had or you didn't. Then I stopped hiding. I started showing up as the full version of myself - queer, Indigenous, opinionated, a little rough around the edges - and everything shifted. My business. My relationships. The rooms I was walking into and the ones suddenly opening up to me. People weren't drawn to what I'd built. They were drawn to who I...
READ POSTThe Fire Report l You Deserve More Than A Mentor
Issue 028 Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, At some point in your career journey, someone probably told you to "find a mentor." Maybe you nodded and moved on, quietly unsure of what that actually meant or where to start. Or maybe you found someone, showed up to every coffee chat, took pages of notes, and still felt like something was missing. You weren't doing it wrong. You were likely just in the wrong kind of relationship for what you...
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