DiscoverPoint Me To First Class126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler’s Greg Davis-Kean
126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler’s Greg Davis-Kean

126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler’s Greg Davis-Kean

Update: 2025-07-28
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If you’ve ever hesitated before transferring points—or wondered if a redemption was “good enough”—this is the episode you’ve been waiting for.

In this conversation with Greg Davis-Kean (a.k.a. Frequent Miler), we unpack how to think more strategically about the value of your points. Whether you’re sitting on a big stash or navigating your first transfer, you’ll hear expert insight into when to redeem, when to wait, and how to use point valuations as a guide—not a rule. We also dive into the psychology behind redemption pressure, real examples of high-value bookings, and why your goals should always shape your strategy.

Get full show notes and transcript: https://pointmetofirstclass.com/point-worth-frequent-miler/

Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header 

Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

 

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126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler’s Greg Davis-Kean

126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler’s Greg Davis-Kean

Devon Gimbel MD