Brian Kelly (The Points Guy) on How to Travel for Free, Turning a Hobby Into an Empire and Beating Burnout

Brian Kelly (The Points Guy) on How to Travel for Free, Turning a Hobby Into an Empire and Beating Burnout

Before credit card points were a lifestyle, Brian Kelly was just a travel-obsessed guy with a blog. Then came a viral New York Times article, a flood of traffic, and a big bet on affiliate marketing that turned The Points Guy into a multi-platform media empire. Today, Brian tells Sammi how he turned his passion project into a profitable business, what he learned from selling his brand twice, and how he secured partnerships with the biggest financial institutions in the world. Plus, Brian drops pro tips for maximizing travel rewards, choosing the best credit cards, and navigating the ever-changing landscape of travel perks. Whether you're a points rookie or a seasoned globetrotter, this episode is packed with insights you won’t want to miss. In this convo, you’ll find out how to travel smarter — and maybe even in first class — without breaking the bank. Follow Sammi on Instagram here Follow Brian on Instagram here and The Points Guy here Order Brian’s book How to Win at Travel here Here’s what Sammi covers today with Brian: 00:00 Updates from Sammi 01:58 How Brian Became The Points Guy 08:01 Brian’s First Deal and Monetizing TPG 16:18 Scaling Challenges and Wins 24:11 Burnout and TPG’s Acquisition Stories 28:07 How the Pandemic Impacted TPG 29:41 How Brian Built Strong Partnerships 34:13 How Businesses Should Diversify Channels 36:20 Brian’s Unconventional Leadership Strategies 41:27 Social Currency Corner and Tips on Maximizing Travel Rewards Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

He’s been the most requested guest in Sammi’s DMs… and he also happens to be her husband. Today, Sammi sits down with Saul Cohen, co-founder and CEO of Clifton AI and the third Cohen to ever appear o...

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 Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader spent five years managing money for ultra-high-net-worth clients at Deutsche Bank. Then she quit to film a reality show with her three sisters… and pitched a fintech company on came...

20 Loka 1h 4min

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

What if kids could finish a full day of academics in just two hours? That’s the promise behind Alpha School, the AI-powered private school claiming its students learn 2.6 times faster than their peers...

13 Loka 20min

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Bala started with $5,000, a sketch and a yoga class that wasn't hard enough. Today, the brand behind the bangles on every workout influencer's wrists is growing 50% year over year with just 12 full-ti...

6 Loka 58min

 Peloton:  First Profit, the Spotify Deal and Why the Stock Still Fell

Peloton: First Profit, the Spotify Deal and Why the Stock Still Fell

For the first time in its history as a public company, Peloton turned a profit. After years of billion-dollar losses, the fitness brand posted $63 million in net income this fiscal year. Just three ye...

29 Syys 15min

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Nearly a billion people open Snapchat every month, and almost half a billion use it every single day. Fifteen years after Evan Spiegel and his co-founders launched the app, formerly known as Peekaboo,...

22 Syys 52min

 Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

How does a scrappy startup beat Amazon when Amazon copies your product, undercuts your price and slaps its own name on it? According to Square co-founder Jim McKelvey, you don't. Except, once in a whi...

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 Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

A federal judge just ordered an ice cream company to hand over nearly $24 million because their pint looked a little too much like someone else's. Today, Sammi breaks down the case of Van Leeuwen ver...

9 Syys 14min

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