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Hot Takes Big Stakes
Natalie Holloway and Lana Elie
18 episodes
6 days ago
The real-world highs and lows of building a business—from early ideas scribbled on napkins to multimillion-dollar raises and the pivotal moments in between. Hosted by serial founders Natalie Holloway (Bala) and Lana Elie (Floom). We explore the unfiltered truths most founders are too polished (or too cautious) to say out loud. No hype, no jargon—just honest conversations about what actually works, what doesn’t, and what it really takes to grow something from nothing. Each week, Natalie and Lana sit down founder-to-founder to share sharp insights, fresh perspectives, and the kind of candor you rarely hear in the boardroom. Build your dream. Burn the playbook.
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Entrepreneurship
Business
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All content for Hot Takes Big Stakes is the property of Natalie Holloway and Lana Elie and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The real-world highs and lows of building a business—from early ideas scribbled on napkins to multimillion-dollar raises and the pivotal moments in between. Hosted by serial founders Natalie Holloway (Bala) and Lana Elie (Floom). We explore the unfiltered truths most founders are too polished (or too cautious) to say out loud. No hype, no jargon—just honest conversations about what actually works, what doesn’t, and what it really takes to grow something from nothing. Each week, Natalie and Lana sit down founder-to-founder to share sharp insights, fresh perspectives, and the kind of candor you rarely hear in the boardroom. Build your dream. Burn the playbook.
Show more...
Entrepreneurship
Business
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How I Sold My Company Without the Experts & The Lessons Learned | #11
Hot Takes Big Stakes
34 minutes 50 seconds
1 month ago
How I Sold My Company Without the Experts & The Lessons Learned | #11

Lana the founder of Floom, a premium flower marketplace featured in Vogue, Forbes, and The New York Times, breaks down how she sold her company to a strategic buyer without a banker. We cover spotting the right time to sell, building a data room, running a buyer process, and handling LOI exclusivity risk. She shares the emotional side too, identity after the exit and why deals can fall through. If you are considering selling, this conversation is a practical roadmap and a reality check.


More Hot Takes Big Stakes

Instagram: www.instagram.com/hottakesbigstakes/

TikTok: www.tiktok.com/@hottakesbigstakes/



More on Natalie Holloway:


Personal Instagram: www.instagram.com/natalieholloway/

“Bala” Instagram: www.instagram.com/bala/

“Balacize” Instagram: www.instagram.com/balacize/

Substack,

“Working Out in Heels”: natalieholloway.substack.com

Book a 1-on-1 Call: intro.co/NatalieHolloway


More on Lana Elie-Meyers:


Personal Instagram: www.instagram.com/lanaelie/

LinkedIn: www.linkedin.com/in/lana-elie-875b383a/



00:00 Intro, who is Lana and what is Floom

01:09 Deciding it was time to sell, reading the signals

04:30 Burnout vs. timing, why she aimed for profitability first

07:00 What M&A advisors do, why she went solo

08:56 Building the data room, financials, legal, and IP proof

12:15 Finding buyers, using LinkedIn and a short strategic list

14:54 When deals fall through, managing the emotional crash

16:11 Should you sell before you hate it, practical advice

18:33 Identity after an exit, grief, journaling, and reset

22:00 Life design, profitability, and alternatives to venture scale

24:27 LOI exclusivity risks, spotting unserious buyers

26:59 Deal structures 101, lessons she wishes she knew earlier

28:07 When to sell, hot vs. right-for-you timing

29:57 After the handoff, how closely to watch the brand

30:47 Hot take, does a company need to be your identity

31:26 Time off between companies, sprint or sabbatical

33:08 Does selling give you clout, second-time founder advantages

34:28 Wrap up, subscribe and comment

Hot Takes Big Stakes
The real-world highs and lows of building a business—from early ideas scribbled on napkins to multimillion-dollar raises and the pivotal moments in between. Hosted by serial founders Natalie Holloway (Bala) and Lana Elie (Floom). We explore the unfiltered truths most founders are too polished (or too cautious) to say out loud. No hype, no jargon—just honest conversations about what actually works, what doesn’t, and what it really takes to grow something from nothing. Each week, Natalie and Lana sit down founder-to-founder to share sharp insights, fresh perspectives, and the kind of candor you rarely hear in the boardroom. Build your dream. Burn the playbook.