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At Barron's

The Points Guy on Airlines, Miles, and AI

At Barron's

At Barron's

Business

4.717 Ratings

🗓️ 26 November 2025

⏱️ 23 minutes

🧾️ Download transcript

Summary

Brian Kelly, the founder of The Points Guy, spoke about how airlines, credit cards, crypto, and more with Barron's editor at large Andy Serwer. This conversation was recorded on Oct. 28, 2025. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

Wall Street's had to go through big changes over the years.

0:03.0

Before to play with data, you had to go to someone else, manipulate it, ask them for more data.

0:08.0

The speed of Ridgeline helps me do that in one place, at one time, in one moment.

0:12.0

Ridgeline is a cumulative advantage.

0:20.0

Hello everyone, welcome to Ad Barrens. I'm Andy Surwer and welcome to our guest, Brian Kelly,

0:25.1

the points guy. Brian, great to see you. Thanks for joining. Thanks for having me. So you used to be one of our

0:30.4

people. I mean, you worked at Morgan Stanley and then the points guy thing was a side hustle. Tell us that

0:36.3

story. Yeah, so I was working at Morgan Stanley. It was August of 07. I show up ready to make a ton of money.

0:42.3

I was in HR, but even my friends in HR back then were making bank on Wall Street. We all know what happened with the markets.

0:50.3

And luckily I never lost my job at Morgan Stanley, but I basically there were no bonuses.

0:55.0

Every year it was, hey, you didn't get laid off, come back again next year.

0:59.0

And at a certain point, you know, I was traveling so much.

1:03.0

I was on a team of eight recruiters that at one point we were rift down to one.

1:08.0

So I was covering the whole US and Canada raking in tons of frequent flyer miles.

1:12.4

I had Starwood, Delta top tier, and was, you know, even though I was making maybe 75,000 a year,

1:18.5

I was jet-setting, you know, first class on weekends and upgrades, and my friends were always like,

1:23.2

you know that that's not normal, right? Like when I would go on a recruiting trip,

1:26.8

the managing directors

1:27.7

would be in coach, and here's 24-year-old me sitting in first class because I had a lead status.

1:32.3

So, you know, in 2010, I decided to start a little side hustle. I registered it with Morgan

1:38.4

Stanley's outside business interests, and they were like, okay, Brian, you and your little blog,

1:42.8

you know, good for you. And it just, you know, within nine months blew up beyond my wildest expectations.

...

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