-
Recently converted my own and my sister's bike to tubeless. I was in the same boat as you, never having done it before and and not wanting to f*** things up. In retrospect it was very easy, just make sure you have a compressor or one of those Schwalbe/Topeak/etc. pressure canisters at hand if your tire doesn't want to seat with a normal track pump. I'm only three weeks in and already can't imagine going back to tubes. ;-)
Edit: Most important thing is that you check if the tire seats correctly before putting sealant in, otherwise you might be in for a big mess.
-
Make sure you have the right kit to hand. Think you can replace Schwalbe Easyfit with soap and water? Tyre levers fit for tubeless rather than normal levers. At least two wraps of rim tape. Inflation device. Sealant that matches the tyre type.
https://thecycleclinic.co.uk/products/irc-tubeless-tyre-levers?_pos=1&_sid=1de0d5288&_ss=r
Thorny shit seems like the ideal use case scenario for tubeless. Last weekend I turned off a main road onto a gravel farm track where the farmer had obviously been out cutting the hedges recently, within one or two hundred metres I probably picked up 15-20 little cuttings in my tyres, all sealed up immediately upon removal.
It can be a fucking shitemare but it can also work brilliantly.