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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The 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 POSTNobody Gave Me a Playbook Either
Issue 033. This newsletter grows from your shares. It’s our weekly north star. Sharing is free & helps us 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, Twenty of you told us the same thing. When we asked what's keeping you stuck, the answer that came back most wasn't funding. It wasn't the product. It wasn't...
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...
READ POSTThe Fire Report l What Actually Makes People Happy?
Issue 027 Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, Our new cabin arrived! Marci and I have spent the last few days out at the campground getting it set up. Unpacking, arranging, stepping outside to look at it from different angles the way you do when something finally feels real. Just the particular kind of happiness that comes from building something with your person, in a place that belongs to you. It got me thinking about joy. Specifically, about...
READ POSTThe Fire Report l Ownership Is The New Access.
Issue 026 Forward this email to share the fire: https://bobbie-racette.kit.com/ Good morning, We are living in a moment where technology is moving faster than the trust required to hold it. And most people are so dazzled by what's being built that they haven't stopped to ask who's building it... or, more importantly, who isn't. The tools shaping how we work, communicate, access capital, and move through the world were largely designed by a narrow group of people optimizing for a narrow set of...
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