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Learning the credit card game takes a bit of time, but a lot of people do it as you can see. Otherwise there are paid online services that can help you find award flights and make itineraries for you.
To answer your specific question, everyone is looking to travel now that covid restrictions have mostly lifted. And everyone has tons of points to burn. You need to be ideally looking for award seats a year out as soon as they are released byt the airline.
This is the only high value post in answering OP so far.
Read on if you are interested:
This is where I've been for the past year instead of SDN. I've gone full dive into churning and award booking.
I have not traveled and paid cash in about 2 years, mostly I have done domestic travel, but I have some international trips planned:
Two round trip tickets SFO -TPE on EVA airline biz class with ANA points (95k per person round trip of Amex points). Booked in August 2022 for April - May 2023 travel dates. ($14k cash value at time of booking)
Booked my in laws on the same route. 95k Amex points for one (ANA), and 100k chase points for the other (air Canada with transfer bonus). (14k cash value at time of booking $7k for each round trip).
Also booked round trip for my wife's birthday DFW-CDG biz class Air France for 150k chase points +$800 round trip per person (transferred to flying blue/air France) $10k cash value at time of booking. Booked in Oct 2022 for Oct 2023 travel. And we plan to stay at Park Hyatt Paris using 40k chase points per night transferred to Hyatt. Cash price of $1500ish per night.
Here are some tips to playing/understanding the game of points and miles:
-NEVER pay late fees on your credit card.
- you will not be a profitable customer for the credit card companies, but the pool you belong to will be profitable for the company (high income, high spender).
- this takes some discipline, but it's easy mode because of how much money the average anesthesiologist earns.
- you're essentially taking advantage of price discrimination in the airline redemption.
-The way the airline view the customers hierarchy: cash paying customers >>>>> award space customers >> upgrades due to status > empty seat on the plane.
-two sides of the equation: earning points and finding availability, optimizing both is needed it you really want to make this worth your time.
-Earning points: relatively easy as an attending. Just have a system to keep track of the credit cards annual fees. Don't pay late fees. Your attending salary and profession makes you a very low risk customer, a very low risk for yourself, and conversely very easy task to earn points.
-Award availability: a little more difficult, the key is flexibility. Flexibility in the way your points can be used and flexibility in travel dates. The farther out you look, the easier the booking will be. Noticed I booked a lot of these tickets a year out.
It really isn't worth the hassle for a lot of people. But if you optimized it, I did the math and I'm at a higher per hour rate than my day job.