You Have the Points—So Why Are You Still Paying Cash for Flights? ✈️

Both new clients I met with this past week had a serious stash of points and miles—and were still planning to pay cash for their next flights. 🤔✈️

The first client had 800,000 Chase Ultimate Rewards points sitting in their account… and had just purchased a flight to the East Coast. When I asked why, she said she was saving them for a “big trip someday.”

Family trip to Finland to see the Northern Lights

The second client? 2 million Amex points. Yes, really—two million. And they were about to pay cash for round-trip flights to Europe.

And here’s the kicker: both are still actively earning points every month.

This isn’t unusual. I’ve seen it over and over:

• A client with 100,000 Chase points planning to pay cash to fly to California
• Another with 275,000 Chase points doing the same for a West Coast trip

So what’s going on? Why do smart, points-savvy people collect all these miles… and then not use them?

I asked ChatGPT, and the answer lines up exactly with what I see in real life:

1. Mental accounting
Points feel like a “special” currency—too valuable to touch. Cash feels easier to part with. If you have a steady paycheck, paying $500 for a flight doesn't seem like as much as paying 50,000 points even though it's the same value. 

2. Loss aversion
It took effort to earn those points, so spending them feels like losing something.

3. Endowment effect
Once you have a big balance, it starts to feel like something to protect. People hold out for a “perfect” redemption that rarely happens.

4. Optimization paralysis
Transfer partners, award charts, dynamic pricing…it can get complicated fast. When people aren’t sure they’re getting the best value, they freeze—and default to cash.

5. Future fantasy vs. present reality
Points get saved for a dream trip someday, while real trips—family visits, college tours, quick getaways—get paid in cash.

Here’s the reality:
Points and miles don’t get more valuable over time. They quietly lose value. Meanwhile, your travel life is happening now.

Once we talked it through, each of these clients made a shift:

• 800,000 points → used 100,000 for a round-trip flight to Europe ✈️
• 100,000 points → used 40,000 for a round trip California trip 🌴
• 225,000 points → used 40,000 for a round trip West Coast flight 🌊
• 2 million points → used 492,000 for two round trip business class flights to Europe 💺✨

Did they use their points well? Yes. The round trip business class flights to Europe priced out at $14,000.  
Do they still have plenty left? Also yes. That same client has 1.5 million Amex points left. 
Are they still earning more? Absolutely.

Over the water bungalow in Moorea paid with points

And maybe most importantly—they’re actually enjoying the benefits of what they’ve earned.

If you’re sitting on a pile of points and thinking about paying cash for your next flight, let’s take a look before you book. A quick consult can save you thousands of points—or help you finally use them with confidence.

Want more personal help using points and miles for almost FREE travel? Join my Travel Coaching Program and we will design your personal strategy to travel for almost FREE and guide you through the process. Right now, you can use the promo code "FREETRAVEL" to get $50 off the program. 

Or you can book a consulting call with us for just $100. I would love to help you make priceless family memories affordable. 

***In honor of every new paid client, we will make a donation of 10% to one of our favorite charities.