Buying Points Like a Pro: The Strategy Behind Smarter Travel with @Travelliketommy (Ep. 84)

In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with full-time traveler and points strategist Tommy Lonergan to dive deep into the world of buying points and miles. Tommy shares his journey from a traditional career path to building a lifestyle fueled by travel rewards, and he breaks down when and why buying points can be a smart move.

From credit card strategy to point valuations, they explore how to identify the best opportunities, what red flags to avoid, and why understanding the numbers behind point purchases is essential. Tommy offers insight into his favorite programs, including Hilton, IHG, and Air Canada, and stresses the value of long-term planning for luxury travel.

This conversation is packed with actionable tips for both beginners and seasoned travel hackers—ideal for anyone looking to upgrade their travel game without overspending.

Key Highlights:

• Tommy’s journey: He has been traveling full-time for over four years, using points and miles.
• Buying points: Strategic point purchases can unlock significant travel savings.
• Research is everything: Understand redemption options before making a purchase.
• Best programs: Hilton, IHG, and Air Canada are standouts for earning points through purchases.
• Promotions matter: The right bonus can significantly shift the value equation.
• Cost benchmarks: Aim to buy points for under 1.5 cents each.
• Elite status tips: Combine point purchases with status benefits for maximum value.
• Avoid bad deals: Stay away from third-party brokers and inflated rates.
• International angle: Different regions have varying access and rules.
• Plan with intent: Have a clear travel goal in mind before investing in points.

Resources:

• Book a Free 30 minute points & miles consultation
• Start here to learn how to unlock nearly free travel
• Sign up for our newsletter!
• BoldlyGo Travel With Points & Miles Facebook Group

Interested in Financial Planning?

• Truicity Wealth Management

Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links

• Card Pointers (Saves the average user $750 per year)
• Zil Money (For Payroll on Credit Card)
• Travel Freely
• Point.me
• FlightConnections.com
• Thrifty Traveler Premium
• LTH Online Points & Miles In Depth...