Up to MY18:
280 = 6-speed DQ250 (the older one)
272 = 7-speed DQ381 (the newest)
From MY2021 onwards, power is yet again up to 280 and will come with the DQ381.
It's true that the DQ250 is a solid box as it has been proven over the years but the DQ381 is based on the stronger DQ500 from the TT-RS/RS3 so it is expected to be just as good if not better in terms of reliability and handling more torque then OEM. By now, the DQ381 is found on many VAG cars so the pticture starts getting clearer, apart from very few exceptions (only 2 that I know of) there have been no cases of issues, failures.
I drove the DQ250 before, switched to a DQ381 car in 2019. No issues with any of them (both tuned to 370+) The DQ381 is a better 'box (athough don't think night and day difference) in terms of performance: smoother changes in the Auto modes (Both Drive & Sport), shorter ratios in the lower gears that help the car sprint more easily, and a lovely long 7th gear that makes cruising a real pleasure (the short-ish 6th gear of the DSG6 was my main gripe with it, otherwise no problems at all). It does benefit from a DSG remap though especially when running more power, even more so than the DQ250. In the present day, I wouldn't consider a DQ250 over a DQ381 despite the (inevitable) longer track record of the former as there does not seem to be any justifiable concern with the newer 'box, and you can get stuff like virtual cockpit which were not an option on the 280 cars.
In terms of upgrades both cars (pre-GPF 280 and GPF 272) will see around 360 with just a remap, which could go a bit higher with some intake mods. Pre-GPF 280 has ready solutions for stage 2 downpipes that should get one closer to 400bhp while on the GPF 272 there is a stage 2 from REVO that does not modify neither the downpipe or the GPFs (meaning not MOT issues) but still manages 400bhp and equal, pre-GPF stage 2 performance as I can testify, without essentially the extra cost and hassle of upgrading the downpipe.