I’m sitting on a a lot of points (AmEx & Chase). I’ve used them for travel before but never for a low fare steal like the deals where you fly business class across the world for 50k points. I’ve read everything on TPG etc but always nervous about having to make flexible plans. I’m the type to spreadsheet everything in advance. Any practical tips for an anxious perfectionist trying to do this?

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If you're not willing to be flexible, it's not for you. You could book at open a year in advance if you're good with that. Otherwise, flexibility is key.

For Chase, Hyatt is easy enough except for the very popular properties.

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If you ever want to sell any, hit me up!

Would recommend using Seat.Aero 's pro version to quickly aggregate and search award tickets. Gives you the ability to search multiple departure and arrival airports, plus or minus # of dates from target date, by airline alliance and by credit card program. Also breaks out the taxes, which is helpful for comparing flights from Europe back to the US or US vs foreign carrier for going over to Europe (ie Delta ~$7 vs Virgin ~$70 vs Air France ~$120 ). Recently used it to book JFK > PRG and BUD > MIA. Honestly the $80 saves a lot of time going to each individual airline.

Nevertheless, you have to be flexible with your dates and may have to buy a ticket to reposition to a larger airport (ie JFK) for more award availability.

Referral link:
https://seats.aero/r/7vmpi9gp

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