

Frequent Miler on the Air
Frequent Miler
Earn miles without flying. Frequent Miler is all about getting the most out of the loyalty game. You can easily earn hundreds of thousands of points and miles without traveling, then learn how to use those points towards luxury travel.
In this podcast, Frequent Miler founder Greg, and senior author Nick debate current topics in the points & miles world.
In this podcast, Frequent Miler founder Greg, and senior author Nick debate current topics in the points & miles world.
Episodes
Mentioned books

62 snips
Oct 31, 2025 • 1h 5min
Triple dipping credit card coupons | Frequent Miler on the Air Ep330 | 10-31-25
Discover a clever trick to book two award seats at single-person rates. The hosts discuss Wyndham and Vacasa's breakup, leaving many fans heartbroken. Dive into the concept of triple dipping credit card coupons, including strategies for maximizing benefits with Amex and Chase cards. Learn about the latest credit card updates with Wells Fargo and Citi's temporary rental benefits. Plus, find out why Hilton's recent promo still falls short, and navigate through increased fees for Europe-bound award flights.

66 snips
Oct 28, 2025 • 19min
A second look at the new Chase Sapphire Reserve® card | Coffee Break Ep75 | 10-28-25
The new Chase Sapphire Reserve card has stirred up mixed feelings since its launch. Hosts explore updates in earning structure, like 8x points on travel, and various new credits including dining and Apple services. They discuss the complexity versus value for casual users and whether heavy travelers can truly maximize the perks. Insights on using points effectively for travel and the challenges with edits in high-cost cities are also shared. Ultimately, the card may suit only those ready to fully leverage its benefits.

66 snips
Oct 24, 2025 • 1h 45min
Hyatt: End of year elite planning | Frequent Miler on the Air Ep329 | 10-24-25
As the year winds down, the hosts dive into Hyatt's elite status strategies, revealing shortcuts to boost your standing. They also dissect the new partnership between United and JetBlue, detailing reciprocal earning and redemptions. Meanwhile, the critique of Wyndham's confusing rewards program leaves listeners questioning its value. Plus, updates on Bilt Rewards show significant changes, including the end of milestone rewards. Tune in for insights on maximizing points and navigating the best travel credit card perks!

20 snips
Oct 21, 2025 • 21min
AA's disappointing $350 Globe card | Coffee Break Ep74 | 10-21-25
Citi's new AAdvantage Globe Mastercard comes with a hefty $350 annual fee but fails to impress. The hosts dive into its perks, like free checked bags and lounge access, and compare it to the Barclays Aviator Silver card. They'll discuss the card’s potential for frequent flyers and those hunting for loyalty points through hotels. A critical look reveals missed opportunities in value and benefits, ultimately questioning if this card really meets the needs of today’s travelers.

87 snips
Oct 17, 2025 • 1h 20min
5 cool points & miles opportunities expiring soon | Frequent Miler on the Air Ep328 | 10-17-25
Discover how to travel with a free companion and pet for a year, or score a two-year human companion pass! Uncover valuable points opportunities, like the 350K JetBlue promotion and the new Citi Strata Elite offer. Learn the latest on Alaska Airlines' companion fare changes and unexpected award chart updates. Plus, explore Rove's new loyalty program for hotel stays and tips to maximize your points. Tune in to hear how simple math can transform your travel plans!

26 snips
Oct 14, 2025 • 25min
A quick chat with Pauline Frommer of Frommer's Travel Guides and Frommer's Travel Show | Coffee Break Ep73 | 10-14-25
Pauline Frommer, travel journalist and author of Frommer's guides, shares her insights into the world of travel. She discusses the unique integrity of her family's guidebooks, emphasizing their refusal to accept paid placements. Pauline reveals how AI is reshaping travel publishing and the challenges of updating the NYC guide amid rising Airbnb regulations. She also highlights hidden gems with free attractions, critiques sightseeing passes, and shares savvy tips for securing better vacation rental deals and last-minute hotel discounts.

60 snips
Oct 10, 2025 • 1h 42min
Great travel tips revealed and a 100K Vacay winner is crowned | Frequent Miler on the Air Ep327 | 10-10-25
In a lively livestream, the hosts crown the winner of the 100K Vacay challenge, complete with highs and lows from bold travel itineraries. Greg shares his luxury Malta trip, while Stephen recounts a multi-city beer crawl across Europe. Nick dives into budget-savvy tricks that included poker tournament tales and adventure hikes. Listeners are treated to insider flight and hotel hacks, plus the savvy use of the Too Good To Go app for finding tasty deals. Join the fun as they reveal scoring secrets and the ultimate travel tips!

8 snips
Oct 7, 2025 • 1h 1min
100K Vacay midstream check-in and scoring | | Coffee Break Ep73 | 10-7-25
This week, Stephen Pepper, a contestant in the 100K Vacay challenge, shares his travel experiences from London to Munich's Oktoberfest. Despite flight delays, Stephen's highlights include local interactions and brewing beer at the festival. He discusses the replicability of their adventures, while competitor Nick recounts his hike at Caminito del Rey and a missed connection in Madrid. The judges grade their trips on factors like 'Destination Wow' and 'Value,' with both travelers showcasing their unique adventures and clever point redemptions.

4 snips
Oct 3, 2025 • 1h 11min
100K Vacay Livestream Kick Off | Frequent Miler on the Air Ep326 | 10-3-25
Stephen Pepper, a U.K. contestant in the 100K Vacay challenge, shares his strategy for crafting replicable, budget-friendly itineraries. He dives into the excitement of starting the competition, expressing concerns over budgeting for activities. The conversation explores Greg’s benchmark trip to Malta, highlighting local cuisine, historic tours, and unique swimming spots. Stephen also discusses the impact of early departures on their competition strategies, setting the stage for an intriguing, adventure-driven challenge.

63 snips
Sep 30, 2025 • 18min
Favorite travel gear from the Giant Mailbag | Coffee Break Ep72 | 9-30-25
This discussion dives into top travel gear that total strangers swear by! Highlights include ultralight Matador backpacks and the Cincha travel belt for secure packing. Cheap flip-flops and Japanese towels make for practical travel essentials. Listeners recommend $3 ponchos for rainy days and comfy Osprey backpacks with lifetime warranties. Discover tips on tracking luggage with AirTags, boosting hotel Wi-Fi with travel routers, and clever uses of UK plugs. Get ready to pack smarter for your next adventure!


