I also blogged regularly about credit card deals and other interesting opportunities: getting a hair-loss consultation to earn SkyMiles, for example, or spending $8,000 on useless stickers in exchange for 300,000 frequent flyer miles. I founded a service, the Travel Hacking Cartel, that served 12,000 members over nearly a decade. I was also involved in the early days of the "travel hacking" world. I slowed down a bit two years before the pandemic started, but I still took time for an international trip every six weeks at most. In what now feels like a previous life, I used to travel around the world almost every month. Read Moreįrequent flyer miles, Travel, travel hacking The Latest in Travel Hacking
Yet I can't help but remember a time many years ago-way back in 2007, I think-when I was traveling from Copenhagen to Chicago. I'm with the real travel experts: the advice on asking for upgrades is just clickbait. The travel experts then write their own articles explaining why the advice is dumb, and the process repeats a few months later. These days, almost all upgrades are handled through computer systems based on elite status, travel disruptions, and other automated factors. Real travel experts always roll their eyes at such advice. Inevitably, the advice includes something about how you should "dress well and ask nicely." Identify and take more of these risks.Įvery so often, a news article that offers "expert advice" on getting upgraded at the airport makes the rounds. TLDR: An asymmetrical risk is one where the potential reward greatly outweighs the potential loss. Adventures, life, non-conformity, questions, risk Always Ask for What You Want: A Lesson in Asymmetrical Risk
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