Frequent Miler on the Air Frequent Miler origin story - Stephen's story | Coffee Break Ep63 | 7-15-25
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Jul 15, 2025 Stephen Pepper, a Frequent Miler author with expertise in points and miles, shares his journey into the travel rewards world. He recalls how his wife encouraged him to obtain early credit cards, which sparked his passion. Stephen also discusses memorable stackable deals, including IHG promo codes, and his meticulous credit card tracking. He reflects on his road trip plans and how his involvement in the Frequent Miler Insiders group led to an invitation to write for the team. His story inspires anyone interested in maximizing travel rewards.
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Stephen's Early Points Beginnings
- Stephen started points and miles about 20 years ago, initially collecting IHG points in the UK and using grocery store loyalty points.
- His first major miles redemption was a low-points one-way flight from London to the US when moving there, which felt like a fantastic deal at the time.
Gift Card Reselling Start
- Stephen started gift card reselling using Amex offers to buy gift cards, like Lowe's, and then reselling them for profit.
- This method helped him boost his points and miles earnings significantly in the earlier days.
Road Trip and Frequent Miler Start
- Stephen and his wife planned a US 50-state road trip starting in 2018 and prepared by accumulating millions of hotel points.
- He got invited to write for Frequent Miler just as the road trip began, encouraged by his wife to seize the opportunity.