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Stop Leaving $10,000+ on the Table

You Have the Points.
You Just Can't Find the Flights.

You've earned hundreds of thousands of points, but business class award seats feel impossible to find, transfer partners make no sense, and you're not sure if you're getting 1¢ or 8¢ of value. PointsOS fixes all of it.

500+ members now averaging 6-8x more value from the same points they already had.

MarriottSt. RegisW HotelsEDITIONRitz-CarltonWestinSheratonEtihad AirwaysQatar AirwaysChaseMarriottSt. RegisW HotelsEDITIONRitz-CarltonWestinSheratonEtihad AirwaysQatar AirwaysChase

Learn It Yourself, or Have It Done with You.

Most people sit on hundreds of thousands of points because the system feels too complex. We built three ways to fix that, depending on how much time you want to spend.

Learn

The Vault

You don't need to hire someone, you just need the system. The Vault walks you through earning, transferring, and booking business class with points. CardGPS tells you exactly which cards to get and in what order. No confusion, no wasted time.

CardGPS card optimizer
30+ video lessons
Private Skool Community
Lifetime access
Explore The Vault
Advisory
Most Popular

PointsOS Private

You've searched for hours and the business class seats just aren't there. We monitor award availability 24/7 across every airline and transfer partner, so you don't have to. When seats open, we send you the airline, the points cost, and the transfer instructions. You decide whether to book.

Everything in Vault
24/7 business class seat monitoring
Alerts when seats open (you book, we guide)
Private Client Portal
Exact transfer instructions when seats open
Apply for Private

Limited spots available

Accelerator

AmericanOS

Earn AA Executive Platinum status without flying 200K miles. Complimentary upgrades to first class, Flagship Lounge access, and priority everything, earned through the Loyalty Points loophole most people don't know exists.

7 modules
22 playbooks
Workshop replays
LP calculator
Get AmericanOS
500+
Members
12M+
Points Optimized
8.2¢
Avg Value (vs 1¢ cashback)
The Story

Why I Built PointsOS

I watched a friend cash out 60,000 Amex points for $600 in statement credits. That same week, I booked a client JAL Business Class to Tokyo. The ticket was worth $8,800. The cost? 60,000 points and $5.60 in taxes.

The thing is, most people I talk to know their points are worth more. They just can't figure out the system. Where to search. Which airline to transfer to. Whether the deal is actually good. It's confusing, it's time-consuming, and most people give up.

That's the gap. Not a knowledge gap, an execution gap. After helping hundreds of people close it, I built PointsOS to make sure every point works as hard as you do, whether you're sitting on 50K or 5 million.

C

Chris Ollie

Founder & 1 Million Miler

Results

Don't Take Our Word for It

★★★★★

“I had 400K Chase points sitting for two years because I couldn't figure out business class to Europe. PointsOS helped us book JAL First Class to Tokyo. A $14K ticket for 80K points. I still can't believe that's real.”

AR

Alex R.

Private Member

★★★★★

“I was cashing out points for gift cards because searching for award flights felt overwhelming. The Vault changed how I think about every dollar I spend. I just booked Qatar Qsuites to the Maldives.”

SM

Sarah M.

Vault Member

★★★★★

“I didn't know which cards to get or what order to get them in. CardGPS mapped the whole thing out. My points balance tripled in 6 months, and I'm averaging 6.5 cents per point on redemptions.”

JK

James K.

Vault Member

Last month we booked a client $8,100 in JAL Business Class for 60K points.

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The Points Strategies Most People Miss

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