Learn the five key considerations for paying taxes by credit card to maximize points while avoiding common mistakes. From planning which cards to use and timing applications correctly, to navigating PayPal pitfalls and Amex virtual card issues, this episode walks through everything you need to know to turn your tax payment into points stress-free.

Discover why I’m chasing loyalty program status in four different programs this year for the first time ever. Learn the specific benefits that make Hyatt Globalist, Bilt Platinum, Air France Flying Blue Platinum, and American Airlines Platinum Pro worth the effort, plus my exact plans for earning each status and how to evaluate if chasing status makes sense for you.

Episode Description Today we’re picking up where we left off last week with Dr. Alison Curfman—and diving into what happens after the flights are booked. Part 1 covered how Alison finds award flights and books hotels for her family of six to eight people when they travel. In Part 2, we’re talking about execution—the systems […]

Discover how Dr. Alison Curfman books international business class flights and hotel stays for her family of eight using points and miles. Learn her exact strategy for finding award availability for large groups, booking multiple hotel rooms strategically, and organizing complex itineraries that actually work.

Discover the most valuable points lessons from 2025—real insights from actual travelers on everything from transfer timing and phantom space to the importance of flexibility, progress over perfection, and actually using the points you’ve earned.

Discover how Avios work differently than any other airline points currency and how to leverage their unique transferability to unlock award flight sweet spots, save massive points on premium cabin bookings, and access airlines you can’t reach directly with your credit card points.

Learn the difference between saving money and strategically building wealth. Discover what financial advisors actually do, how to identify what matters most to you financially, and practical strategies for tax planning, contract negotiation, and choosing the right advisor.

Learn which of Bilt’s three new credit cards makes sense for your spending patterns and whether earning points on rent or mortgage payments is actually worth the math. Get a complete breakdown of Bilt Blue, Bilt Obsidian, and Bilt Palladium—including welcome bonuses, bonus categories, Bilt Cash mechanics, and how each card compares to competitors.

Get a detailed breakdown of how over 7 million points were used to book more than $500,000 in travel in 2025. Learn the total redemption values achieved, what was paid out of pocket in taxes and fees, the strategic decisions behind booking premium cabin flights for families and groups, and what’s already planned for 2026.

Get a detailed breakdown of everything that shaped points earning in 2025. Learn which credit cards were opened, how points were allocated across ecosystems, what worked, what didn’t, and what’s on the radar for 2026.