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TravelStories Episode 50: Points, Perks, and Possibilities with Joey Redmond

Jan 16, 2025

Joey Redmond, a passionate traveler and co-host of the Travel Bros Podcast, dives into the evolving world of loyalty programs. He shares insights on the partnership between Alaska and American Airlines, discussing its potential impact on traveler perks. Joey also highlights strategies for maximizing hotel rewards, including points arbitrage and leveraging IHG status. He recounts his charming experience in Turks and Caicos, detailing unique hotels and critiques of the local airport. Tune in for practical tips to enhance your travel rewards game!

01:13:46

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Episode guests

Joey Redmond

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Episode notes

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Quick takeaways

The podcast discusses the evolving nature of loyalty programs, highlighting the risk of devaluation and the need for more innovative features by 2025.

Joey Redmond emphasizes the strategy of points arbitrage for maximizing hotel rewards, allowing travelers to acquire points at discounts for enhanced experiences.

The hosts explore the appeal of boutique accommodations, showcasing their unique offerings and personalized service as a valuable alternative to traditional hotel chains.

Deep dives

Understanding Mileage Program Participation

Many individuals are under the impression that most frequent flyers are utilizing their mileage plans to redeem flights. However, the reality is that a small fraction of the vast number of mileage program members are actively engaging in redemptions. The podcast emphasizes the importance of looking beyond one's social circle, as perceptions can be skewed by the activities of friends or connections on social media. This highlights the misconception that because a few are redeeming miles frequently, others must be doing the same.

Intro

4min

Navigating Airline Loyalty Programs

25min

Travel Tales: From Markets to Caribbean Getaways

7min

Exploring Occupancy Limits and Rental Experiences

3min

Navigating Boutique Hotel Experiences

16min

Exploring Unique Travel Experiences

15min

Celebrating 50 Episodes: Engagement and Appreciation

3min

Episode 50: Show Notes

Are loyalty programs becoming less valuable, or are they evolving to meet the demands of modern travelers? In this episode, we delve into the future of airline and hotel loyalty programs and examine potential innovations and strategies to maximize points. To help us unravel this topic is returning guest Joey Redmond, a passionate traveler and co-host of the new Travel Bros Podcast, where he shares insights and reviews on unique hotels and travel experiences. In our conversation, we discuss the future of the Alaskan and American Airlines partnership, gaps in elite loyalty programs, and the broader impact of mileage programs on consumer behavior. Explore strategies for maximizing hotel rewards through points arbitrage and learn the art of leveraging IHG points and ambassador status for substantial savings. Joey also shares his experience of Turks and Caicos, its charming hotels, and its less-than-ideal airport. Discover unique and interesting boutique accommodations and hear Joey's tips and tricks for finding one-of-a-kind hotels. Join us to uncover how you can maximize your rewards and make your loyalty programs work harder for you in 2025 with Joey Redmond. Tune in now!

Key Points From This Episode:

[0:00:27] Outline of today’s episode and a warm welcome to Joey Redmond.
[0:01:58] Predictions for loyalty programs, devaluation risks, and features for 2025.
[0:03:57] Alaska Airlines’ partnership with American Airlines and its potential impact on points.
[0:09:22] Upgrade and status challenges elite loyalty programs face and how they will adapt.
[0:17:51] Points arbitrage strategies for hotels and how to purchase points at a discount.
[0:24:47] Learn about the benefits of purchasing ambassador status for savings on hotels.
[0:29:38] Turks and Caicos, its American influences, the state of the airport, and the hotel.
[0:36:56] Explore the advantages and limitations of Small Luxury Hotels (SLH).
[0:40:01] Details about the hotel in Turks and Caicos and the charm of the South Bank.
[0:49:25] Exciting hotel options and unique properties in the SLH collection for points holders.
[0:56:15] The Travel Bros Pod and what listeners will gain from its hotel-centric content.
[1:02:36] Hear Joey's tips and tricks for finding unique hotels using online platforms.
[1:06:56] Joey's invitation for listeners to share their ideas for future travel stories.
[1:11:06] Find out how to contact Joey, a special thank you to listeners, and final takeaways.

Quotes:

“I think we are going to see some major innovation in airline elite loyalty programs.” — @TktweetsKim [0:09:22]

“It is important to look at things outside of the, 'I am only going to pay with points.'” — @tmount [0:22:55]

“Turks and Caicos, I will tell you, is probably the worst airport I have ever been to outside of Africa.” — @joeyredmond [0:31:33]

“You need to realize a lot of these [boutique] hotels are either family-run or [individually-owed] run. You're almost a step above a bed and breakfast and a huge step below a corporate [hotel].” — @joeyredmond [0:47:57]

“What does excite me, generally, is non-traditional hotels or non-traditional new hotels.” — @joeyredmond [1:00:40]

“There is so much information out there [that] I think if you just spend a bit of time you can find unique and interesting hotels.” — @joeyredmond [1:04:15]

Links Mentioned in Today’s Episode:

Joey Redmond

Joey Redmond on Instagram

Joey Redmond on Twitter

Travel Bros Podcast

Travel Bros Podcast on Instagram

Travel Bros Podcast on Facebook

Travel Bros Podcast on X

Travel Bros Podcast on YouTube

Travel Bros Podcast on TikTok

Alaska Airlines

Hawaiian Airlines