The Long Game Maximizing Credit Card Points (with Colin Stroud)
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Oct 31, 2025 Join Colin Stroud, founder of Go Somewhere, as he unpacks the art of maximizing credit card points for savvy travelers. Colin shares why responsible credit card use can be a game-changer for wealthier consumers. He details the advantages of travel rewards versus cashback cards and introduces a simple two-card system for optimal earnings. Listeners will learn smart redemption strategies, the pitfalls of booking through card portals, and why starting with travel goals is crucial. If you want to travel smarter, this conversation is packed with invaluable insights!
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Start With A 2% Cashback Card
- Switch routine debit spending to a 2% cashback credit card to earn easy, low-effort rewards and purchase protections.
- Only use cards if you pay them off in full each month to avoid disastrous outcomes from interest.
High-Value Hyatt Redemption Example
- Colin redeemed 30,000 Hyatt points per night at a $1,500 hotel in St. Kitts during peak season.
- That turned a high-cost stay into huge value and illustrates transfer arbitrage.
Points Can Create Massive Arbitrage
- Travel rewards can produce huge arbitrage when transferred to airline or hotel partners.
- You can convert a few thousand dollars of points into multi-thousand-dollar hotel stays with the right transfers.