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Masterclasses

One strategy, one sitting, real savings. Pop in your AirPods, fold the laundry, and come out knowing exactly what to book next.

Masterclasses

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Earn extra points on shopping you're already doing, from birthday gifts to back-to-school clothes. Learn which portal to click through first, how to compare them in seconds, and how to stack them with your cards. TRM+ members get it the day it drops.

Shopping Portals

Masterclass · Coming soon

Get it with TRM+

Picture your kids cannonballing into a resort pool you'd never pay cash for. This class shows you how to earn Hilton points fast, when they're worth using, and how to stretch them into more free nights. TRM+ members get it the day it drops.

Hilton Honors

Masterclass · Coming soon

Get the class · $29

Imagine one of you flying free on every Southwest flight for up to two years. That's the Companion Pass: book your seat with cash or points, and your companion comes along for just taxes and fees, as often as you fly. Pop in your AirPods and learn exactly how to earn it while you fold laundry. Updated on October 1: Southwest Companion Pass details for 2026 and current offers.

New to the Companion Pass? Start with my free guide →

Southwest Companion Pass

Masterclass · 10/01/26

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Our first year on points, we saved $53,726 on five family trips (before I had a single follower). Now you can get there three ways: learn it step by step in the 30-day TRM Points Challenge, let my AI Trip Planner map out your next trip, or join TRM+ for $9.99 a month and stay current on every offer and masterclass.

Your Family's Next Trip, Nearly Free

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