Three years ago, I decided to take the “Hobby” of earning Travel Points and Miles seriously. I immersed myself in learning the “in’s & out’s” and after formulating a mediocre plan, I leapt from the proverbial edge and went all in. Three years, 14+ credit cards and 3,500,000 various points/miles later, I’m exhausted.

There is NO rest in this pursuit. Deals, opportunities, angles and tactics changes hourly. You must read, research and learn the nuances of every credit card, hotel chain, airline and car rental perk, challenge, coupon, offer and status opportunity available for the program that meets your goals. You must also learn about programs outside your sphere as they are often a “back door” to a program that is within your focus ie. booking with Alaska Air for an American Airlines flight when Alaska, who will take American Airlines Miles, requires less to do the same thing, yet you still board an American Airlines plane. It is literally like drinking from a fire hose.
The resources are easily available, but if you want to be at the “top of your game,” you must put in the time and effort. This, plus maintaining websites, blogs and writing books about what you’ve learned and experienced, make for a full day.
The reward? I have the ability to travel anywhere, in any way, for free; like I need more demands on my time. Ironically, the pursuit can become more interesting that the actual reason you started; to see the world in ways that most are unable; the most exotic cities, the best hotels and flights etc.
Having said all that, I do love it so. There is no greater thrill than to obtain top-tier hotel status, fly first class and see the world “simply” by accumulating points and miles. It becomes a type of currency that you earn through hard work, effort and being a step ahead. It can be glorious, but be warned, it is all-consuming and definitely not for the faint of heart. You’ll go to bed thinking about it and you’ll get up thinking about it. If your fortunate though, the bed you’re in will be in a place that is absolutely incredible.