I don't use tubeless but I mistakenly bought a Pirelli P Zero TLR tire and tried to put it on. No way in a million years was it going near wheel. I snapped several tyre levers and if I used alloy ones I've have damaged wheel. Now, I've done a lot of weights and my grip strength is very good but this was ridiculous. I returned it and got my usual Continental GP5000 and it's a breeze.
What occured to me though was the utter struggle to get tyre on was if I had succeeded then chances of doing it out on road if I'd had a puncture then getting it off and a new tube in would be a nightmare. Yes I run tubes so if I've actually gone tubeless then maybe no need but even those who run tubeless say they carry a spare tpu tube "just in case".
Tubeless to me is unnecessary anyway but given how difficult they are to change in some cases it's convinced me to never bother. Certainly for a road bike. Maybe if I got into gravel riding I would as more chance of punctures then plus bigger tyres etc might make changing easier.
I'm sure some will say they've never had a problem but believe me I'd defy anyone to get tyre on that I had!