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How 4 Friends Made $130M Selling Dad Shorts 👖

They partied in short-shorts, built a cult brand, and cashed out big. Here’s how the Chubbies crew made nostalgia cool again (and bagged a massive exit).

In partnership with

The $130M Shorts Story You Didn’t Know You Needed

👋 Hey Deal Lifters,

You ever borrow a piece of clothing from your dad, think “wait… this kinda slaps”, and turn it into a $130 MILLION business?

Yeah. These guys did exactly that.

Meet Kyle, Rainer, Preston, and Tom — four college buddies who loved rocking old-school short-shorts they snagged from thrift stores and their dads’ closets. 🕺💥

Back in 2011, these guys turned their summer nostalgia into a bold business bet. The plan?
Make short-shorts cool again.

And spoiler alert: it worked. Big time.

🚨 Step 1: Test the Vibes

They pulled up to Lake Tahoe’s July 4th party with a handful of self-made shorts.

Some people laughed. Some cringed.
Others? Started throwing cash at them. 💸

That’s when they knew… the people were ready.

🛍️ Step 2: Launch the Brand

They went home, fired up Shopify, whipped up a few hundred pairs — and boom:
Chubbies was born.

Their shorts weren’t just clothes — they were a weekend lifestyle. Think:

🍻 Beer
🌊 Lake trips
🏈 Tailgates
😎 Absolute chaos

They weren’t selling fashion. They were selling freedom from pants.

📈 Step 3: Go Big or Go (Shorts) Home

By 2012, they raised their first round from Rothenberg Ventures.
By 2014, a $4M Series A helped scale inventory and ops.

They branched out from shorts to polos, swim trunks, outerwear — and started flirting with retail stores too.

Revenue?
🚀 $1M+ early on
📈 ~$50M by 2021

From frat houses to frat dads — everyone was rocking Chubbies.

💰 Step 4: The Big Payday

In September 2021, Solo Brands came knocking — and handed over a cool $130 million for the whole operation.

That’s legacy-level stuff. 🏆

💡 What You Can Learn from Chubbies

Some people hated their shorts. But others LOVED them. And that’s the point.

In a world where most brands try to please everyone and end up standing for nothing — Chubbies did the opposite:
They went all-in on one loud, fun, unapologetic idea. 🎯

And the market rewarded them.

✨ Lift Takeaway:

Controversy converts. Apathy kills.
Don’t build a brand everyone kinda likes. Build one some people freaking love.

🎯 Be bold.
💬 Be weird.
📦 And maybe… bring back the shorts.

Want more stories of wild ideas turning into 💰?
Subscribe to Deal Lift — where business meets boldness.

The Supply Chain Crisis Is Escalating — But This Tech Startup Keeps Winning

Global supply chain chaos is intensifying. Major retailers warn of holiday shortages, and tech giants are slashing forecasts as parts dry up.

But while others scramble, one smart home innovator is thriving.

Their strategic move to manufacturing outside China has kept production running smoothly — driving 200% year-over-year growth, even as the industry stalls.

This foresight is no accident. The same leadership team that saw the supply chain storm coming has already expanded into over 120 BestBuy locations, with talks underway to add Walmart and Home Depot.

At just $1.90 per share, this resilient tech startup offers rare stability in uncertain times. As investors flee vulnerable companies, this window is closing fast.

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