Dec. 17, 2025

My Top 5 Mistakes with Points & Miles

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My Top 5 Mistakes with Points & Miles

#258: The 5 biggest mistakes Chris has made in his points & miles journey. He dives into the hidden cost of status, the math behind point values, the power of opportunity cost, and why hoarding points quietly destroys value.

 

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Resources Mentioned

Chris' Presentation Slides

Credit Cards

Award Search Tools

ATH Podcast

 

Full Show Notes

(00:00) Introduction

(00:28) Mistake #1: Not Valuing My Time

(02:09) Setting a Personal Minimum Hourly Rate

(03:51) Step Back and Ask “Is This Worth It?”

(04:23) The Hidden Cost of Mental Overhead

(05:48) Using Daily and Weekly Priorities to Stay Focused

(07:00) Mistake #2: Not Considering the Opportunity Cost

(11:34) Mistake #3: Chasing Status

(16:56) Airline by Airline: The Value of Status in Real Life

(20:52) Reframing the Cost of Status

(24:09) When Milestone Benefits Change the Math

(28:33) Chris’s Status Plan Going Forward

(31:52) How to Decide Whether Status Is Worth Chasing

(32:50) Mistake #4: Overvaluing Points

(34:20) What the Data Actually Shows

(35:43) Why “Retail Value” Is Misleading

(41:22) When Paying Cash Can Be the Better Value

(46:03) Mistake #5: Not Cashing Out Points

(49:27) Chris's Plan for 2026

 

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