• My First Redemption: New York City

    My first sign-up bonus was 100,000 Chase Ultimate Rewards points from the Ink Business Preferred. Here’s how I used some of those points (and a few others) to book my very first* award trip. There’s an asterisk* because although this was the first redemption I made, it wasn’t the first points-funded flight I got to

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  • How the Heck Did I Get into This Anyway?

    Before I had kids, I loved to travel. I studied abroad in college. I traveled for work. My partner and I met in North Carolina, but I am from California and he is from New York, so we traveled to visit our families at least once per year.  When our son was born, we tried

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  • My First Three Cards: How I Bucked Conventional Wisdom and Why I’d Do It All Over Again

    Given the plethora of travel credit cards on the market, it’s somewhat surprising that there is almost universal consensus among points and miles people about how people new to the hobby should begin. I’m leaving out a lot of detail and nuance here, but to simplify: I didn’t do it this way! Here are the

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  • How I Used Points and Miles to Go to a Points and Miles Conference

    Fall is conference season in points and miles land (and maybe in every other land, too?), and because I’ve fallen completely down the rabbit hole, I was itching to go to an event where I could talk to other people who shared my affliction. I settled on TravelMoreCon in Dallas because of its commitment to

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  • 3 Reasons Award Travel is Better than Cash Travel (Besides the Fact That You’re Not Paying Cash)

    1. Award travel is more flexible than travel booked with cash. Although airlines have instituted more lenient change and cancellation policies since covid, most of us are conditioned to think of air travel as non-negotiable. Even now, in order to get the lowest fares, you usually have to book a non-refundable “Basic Economy” fare. It

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