This is really difficult, and I tested a lot of variants, and I am still not sure which is the best way to ride. As mentioned above, tubeless offers a few pros, but unfortunately there is no 100%-guarantee that running tubeless with 20psi helps to avoid flats, punctures, rim damage etc.
Once again the chosen tire is the limiting factor in the game. First I would never go out riding again with a tire size smaller than 2.2. We all know: high volume = very low pressure possible, even with tubes. Meanwhile it seems also to be clear, that the general trend to install the lightest tire for race purposes must not be the best solution.
I had a few problems with superlight tires being installed tubeless (stability and also puncture resistance due to low pressure), I am feeling more controlled with tubes. Meanwhile I think "light enough" is better than "as light as possible". I was pretty surprised and lucky with the combo Smart Sam Evo rear + xxlight tubes (or latex tubes) compared to a much lighter setup used before.