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The following blog contribution is from Alicia Bledsoe, founder of Crashpad Connections. One thing you learn very quickly as a military spouse is that your spouse will be asked to leave home and travel for weeks, sometimes months, at a time. While temporary duty assignments (TDYs or TADs, depending on your branch) can be difficult […]

TDY Housing, Made Easy: How Crashpad Connections Takes the Stress Out of Finding aHome Away from Home

May 13, 2026

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If you’ve ever thought a trip to Hawaii felt out of reach, I get it! We used to think the same thing. But this trip is the perfect example of how points, miles, and built in credit card perks can turn a “once in a lifetime” vacation into something that actually feels not only doable, […]

Family Spring Break in Maui Using Points + Miles

April 8, 2026

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This is a real breakdown of the monthly credits and perks we use across multiple cards. Because annual fees are waived for active duty and spouses, this is essentially money back in our pocket for spending we were already doing. Because annual fees are waived for active duty AND spouses, you can essentially DOUBLE all […]

April 6, 2026

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We just took a fun family spring training weekend to Phoenix and kept our out-of-pocket cost really low by mixing points, free night certificates, and a few cash expenses. Flights We rebooked our flights out of Colorado Springs instead of Denver, which ended up being a much easier option. For our outbound flight, we flew […]

Weekend in Phoenix for Spring Training Using Points + Miles

March 31, 2026

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If you’ve started earning credit card points for travel, you’ve probably realized something quickly: Earning points is the easy part. Using them well is where things get interesting. One of the first (and most important) decisions you’ll make is how to actually redeem your points. And for most flexible rewards programs, it comes down to […]

Travel Portal vs. Transfer Partners: What You Need to Know Before You Book

March 26, 2026

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When we started dreaming about taking our boys on a World War II-focused trip through Europe, I knew it would be an incredible experience, but I also knew it could get expensive fast. Between flights, trains, hotels, rental cars, and museum visits, a trip like this for a family of four could easily cost a […]

March 25, 2026

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One of the most meaningful trips I have ever helped with did not start as a Hawaii trip at all. Kara is a virtual coworker of mine, and her son Sam was diagnosed at 18 with DIPG, a rare and aggressive brain tumor. As Sam was going through treatment, their family learned about a customized […]

How Points Helped One Family Take a Meaningful Trip to Hawaii After Unthinkable Loss

March 25, 2026

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A Real-Life Story of Hawaii on Points, Hawaii Savings, and Smart Military Travel When most families picture Christmas in Hawaii, they imagine a dream trip that comes with a nightmare price tag. Flights alone can cost thousands. Hotels during peak holiday weeks routinely top $800–$1,200 per night. Add in rental cars, food, and activities, and Hawaii […]

How a Family of 5 Spent Christmas in Hawaii for Under $700

February 28, 2026

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It’s officially 2026, and that means one very exciting thing for points and miles lovers: 👉 You can no longer accidentally mess up earning the Southwest Companion Pass by hitting the spending requirement too early. That’s right—you can open a Southwest card and spend immediately without worrying about the timing. This makes right now one […]

January 6, 2026

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Who doesn’t love free stuff? What about over $18,000 worth of free stuff every year? That’s the amount of annual travel benefits my husband and I receive at zero cost. And why is it free? Because as the spouse of an active-duty military member, the annual fees on all of our Chase and American Express® cards are waived, […]

Are You Leaving Thousands in Free Travel Perks on the Table?

December 9, 2025

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