Allergic to the Ordinary

2. From Selling to Owning: Why Women Should Stop Building Businesses Just to Exit (with Lacey Madison)

Jamie Gasparovic Episode 2

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0:00 | 1:04:13

The Real Talk What if everything you've been told about building a successful business—scale fast, sell big, exit early—is actually keeping you from real wealth and power?

Lacey Madison is the founder of SIR Ventures, helping women move from business owners to true ownership. She's built and advised over 400 companies, managed more than 1.2 billion in value, and she's here with a message that might make you uncomfortable: women are selling their businesses too early, and private equity firms are winning because of it. Instead of building to sell to LVMH, why don't we become LVMH?

In this inaugural guest episode of Allergic to the Ordinary, Lacey breaks down how buying a business can collapse a decade of growth into a single move, the mindset shift that turns fear of debt into fuel for expansion, why men and women approach business acquisitions completely differently, and the exact first steps to take if acquisitions feel terrifying but intriguing.

What We Cover: [01:09] Why your life partner is your greatest accomplishment [08:09] The rebellious childhood: selling lollies on the playground and getting suspended for hustling [14:46] Why we need to stop selling to LVMH and become LVMH instead [15:53] How men and women approach business debt and leverage completely differently [21:04] Why buying a business collapses 10 years of building into day one [24:38] Name one billionaire who hasn't played in acquisitions (spoiler: you can't) [29:27] Relational capitalism: what happens when women pool funds and build together [34:14] First steps to acquiring a business (it's less scary than you think) [42:39] Why women buy too small and why that's a mistake [46:41] Structure matters more than price—every single time [1:00:35] Three things you need to do to stop being ordinary

Quotes Worth Saving: "Instead of trying to sell to LVMH, why don't we become LVMH so that we are not at the mercy of the institution?"

"When you buy a business, you acquire suppliers, vendors, relationships, customers, and assets on day one. You just cut 10 years out of that timeline."

"Name me a single billionaire that hasn't played in acquisitions. There's not a single one of them."

"There is a 360 billion dollar credit gap for women because banks don't trust us and women fear debt."

"Structure matters more than price every single time."

"You're not going to be less ordinary by trying to be less ordinary. You be less ordinary by doing the things you say you want to do and going full force on them."

Connect with Lacey: Instagram: @laceymadison Company: SIR. ventures 

Your Turn: Lacey's challenge: If you want to be less ordinary, do these three things:

  1. Surround yourself with extraordinary people—frequently. Stop retreating behind your laptop.
  2. Worry about it but do the thing anyway. If needed, see a somatic healer or leadership consultant.
  3. Consume extraordinary things. Read, travel, get ingrained in art and culture. You can't have a story sitting behind a laptop.

Ready to explore acquisitions? Start with a clarity call with your CPA or accountant. Then start looking—Facebook Marketplace, driving around your neighborhood, networking.

If ordinary has ever felt suffocating, you’re in the right place.
Follow Allergic to the Ordinary for conversations on identity, ambition, and designing a life that doesn’t play it safe.

Hosted by @jamiegasparovic

A Studio Gaspo production