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Travel Gratis · Free Guide

5 Mistakes Beginners
Make with Points

The mistakes that cost beginners thousands in travel value — and the simple fixes that change everything. Read it now, free.

1

Redeeming Points for Cash Back or Gift Cards

It feels logical. You have 50,000 points, the app says they're worth $500 in cash back, and you take it. But those exact same points — transferred to an airline or hotel partner — could be worth $1,500 or more. Cash back is the lowest possible return on your points. You're trading a business class ticket for a grocery run.

Transfer to airline or hotel partners. 50,000 points to Singapore Airlines = business class to Tokyo.
2

Ignoring Welcome Bonuses — The Fastest Points on Earth

Most beginners try to earn points through everyday spending — $1 to earn 1–3 points, month after month. At that pace, a business class ticket to Europe takes years. A single welcome bonus on the right card delivers 60,000–100,000 points in three months. The math isn't close. Everyday spending alone will never get you where you want to go fast enough.

Prioritize welcome bonuses. One bonus can deliver more points than two years of organic spending.
3

Letting Points Expire Without Realizing It

Most airline miles and hotel points expire after 12–24 months of inactivity. Most people don't notice until the points are gone. A year of careful accumulation — vanished. The programs are not required to warn you. They count on you forgetting.

Keep every account active with one small purchase per year. A $5 purchase through a shopping portal resets the clock.
4

Booking Through the Bank Portal Instead of Transferring

When you book travel through the Chase or Amex portal, you're using your points at a fixed rate — typically 1–1.5 cents per point. When you transfer to an airline partner and book an award, the same points can be worth 3–8 cents each. The portal is convenient. It is also leaving the majority of your points' value on the table.

Learn the transfer partners for your cards. The difference between portal and transfer is often 3–5× the value per point.
5

Applying for Cards in the Wrong Order

Chase has an unofficial rule: if you've opened 5 or more cards from any bank in the past 24 months, they won't approve you for most Chase cards. If you apply for other cards first and hit that threshold, you may be locked out of Chase's ecosystem — the best entry point in travel rewards — for two years. Sequence is everything.

Always start with Chase. Apply for Chase cards before any others, or you risk being locked out for 24 months.

These five fixes are
just the beginning.

How to Travel for Free covers the complete system — which cards to get first, how to stack ecosystems, how to find redemptions worth 5 cents per point, and how to book the trips you've always wanted for a fraction of the price.

Get How to Travel for Free — $27 →

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