Favorite resources for getting up-to-date? We massively benefitted from our lite-churning in med school (covered for all residency airfare, hotels if applicable, rental cars, and a number of vacation hotel stays. Not to mention the southwest companion pass which was magical). Dropped it completely.
Planning several international trips in the coming years and my wife and I were just talking about going back into it right before this thread popped up.
Was gonna DM you only, but my reply got long and it might give the forum some insight.
Two phases to the game : earning and redeeming, or churning and burning.
For earning, I try to amass Amex and chase points as much as I can. Eg. One year I would have 2 sign up bonus from personal plat and business plat for both me and my wife.
My default is chase Inks gravy train for all our spend and if we have big bills due I'd sign up for an Amex big bonus in between.
The side effect of having all these Amex cards are the housekeeping you'd have to do to use up all the credits. I have about $2-3k of sw credits from the converted airline credits from the amexes. So I don't even churn SW cards. As I don't fly enough to even use up my travel bank.
For redeeming, it is much harder to do. This is what took a lot of the time sink early on - trying to understand how to book the legs across the ocean for a good price. For a while, I would just try to find tickets without booking them, just so I'd be good at the different awards. I use frequent miler podcast to keep uptodate, but it's the equivalent of CME after finishing residency, the initial mock booking practice is the hard step.
For example, my wife is from Taiwan, I live in DFW. There are no direct flights from DFW to TPE (also you're gonna get good at airport codes, I could be a travel agent if this anes thing didn't work out).
The several ways I could get across the ocean economically with points (all of these are lay flat business class or better):
IAH - TPE on EVA: Houston is close to DFW but the availability of this is harder and would require EVA points, which is hard to get.
SFO - TPE on EVA: 3 flights per day bookable through Chase points (transfered to air Canada aeroplane, you just know stuff like this after a while). This is ok but now days they only release one business availability 360 days out, so you'd have to book way in advance if you want two seats.
LAX - TPE on EVA (also SEA - TPE, or YVR - TPE): same as above but much less in availability.
DFW - HND on JAL: availability of at least two business classes 355 days out pretty consistently. Sometimes they would have JAL first class available closer to the flight date. I could book this with AA miles (much harder to earn) or other one world partners (I use Cathay, which is a transfer partner from AMEX). This is also very competitive around April (due to cherry blossom season) and the summer (kids out of school).
SFO - TPE on CI (China airlines, which is really a Taiwanese airline, it's funny if you know the politics). This is pretty consistently available for multiple seats. It's pretty impossible to get China airlines points, but I can book the China airlines flight with the flying blue reward program, which is a transfer partner for Chase, Amex, Citi, and Capital one. This is the route I decided to fly for next year when we will go on a 2-3 week long Asia trip. I transferred 215k points from Chase to flying blue, there was a 25% transfer bonus so I got 267k flying blue points.
Then I would buy us tickets to get from DFW to SFO, either with cash or points.
To be able to pull this off, I had to have the knowledge and the points. Currently between me and my wife we have around 600k chase points, 400k Amex points, and 200k Hyatt points. I also have around 350k stuck in Cathay as I had to cancel a booking.
Yes this is very complex and very difficult. But it's no more difficult than med school or some of the intense gaming I do sometimes. So it's worth it to me, as the cash value to book the tickets I need to go to Asian next year for 3 people for the flights alone wound be around $40k. The booking and the points earning took may be less than 10 hours of my time and I would only probably need to spend $3-4k on the taxes and fees and connecting flights.
For perspective, in the time it took me to type this out, I could have applied to 4-5 credit cards or in the same amount of time called and cancelled 1-2. My credit score with 12+ inquiries is 810+.