I agree with you. I've also found that themore modern a bike is the more difficult it is to maintain
Take hydraulic disc brakes for example, when they work they are great but when they fail they don't work at all. You then have to bleed them which is fiddly, messy and requires special tools then you'll probably have to do it all over again after a few rides. Tubeless tyres are similar.
My experience with tubeless is that once I found a good setup, it's set and forget. I don't get punctures (none at all), maybe once a week top up the pressure, once a year top up the milk and that's it.
It was like that with Panaracer GK+ tyres, but they have to be under pressure when I don't ride for longer periods, otherwise there are issues. Now I use Pirelli Cinturato Velo tlr and it's the best tyre I ever had.
Special tools: a bleed kit (funnel, syringe, silicon hose), two Alen wrenches an insert press and a hose cutter but you can also get away with a hammer, a vice, yellow holding blocks provided with the hose kit and a regular cutter. For tubelees you need a syringe and a tire booster.
Take hydraulic disc brakes for example, when they work they are great but when they fail they don't work at all. You then have to bleed them which is fiddly, messy and requires special tools then you'll probably have to do it all over again after a few rides. Tubeless tyres are similar.