Brian Kelly
speaker
423 appearances
1 recordings
1 series
first heard Jul 2026
last heard 2 Jul
Brian Kelly’s voice in public audio — every appearance, attributed to the second.
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recordings per month · last 12 monthsRecordings per month over the last 12 months — 1 in all, peaking in Jul 2026 with 1.
Appearances
He was a...
Road Warrior, I figured out when I was 12 how to use his points.
So that's like the shortened version of I had been doing points in the 90s, figured out in college when I was student body president traveling that there was like this whole underworld of travelers.
So pre-Reddit, there's a site that's still around called Flyer Talk.
So I discovered Flyer Talk in 2004 and like, holy crap, this stuff that I've been doing with my dad, there's like people around the world that do this stuff.
So I was into the points game.
Then I get a job at Morgan Stanley where I'm traveling nonstop.
And mind you, 2008, 2009, even though it was a crisis, this is when Microsoft, Yahoo, Google, they are competing for top tech talent.
So even at Morgan Stanley, my job was to convince the top grads.
And so they basically gave me a corporate Amex with no limit and was like, do whatever you need to do.
So not only am I traveling, I'm spending tons of money on my corporate Amex, learned that I could pay $100 a year to get those points.
So I was like, you know, broke, but points rich.
And I was traveling the world jet setting.
And finally in 2010, after another year of like, you know, no increase in wages or whatever, I started the points guys like a side hustle.
So it was not a blog at first.
It was just a, I was a travel agent for points.
I charge you.
I was helping people all the time, book trips and save them thousands of dollars.
My friends were like, you should charge people.
So I started just charging people 50 bucks a ticket.
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