My first tour was a short one on a 10 speed road bike, narrow tyres, one water botttle carrier, toe clips, cheap panniers which curled into the spokes on the rear wheel, heels hitting the rear panniers, very sore rear from the saddle and little planning of route.
Many years later and lots of tours, I have progressed to Surly disc LHT, Tubus rack, Ortlieb panners and handlebar bag, cleated shoes, Brooks saddle and upgraded tent, sleeping bag and clothes to better fit touring needs. I don't obsess about gear but have naturally progressed toward better gear as experience mounts. If my advice on what gear to consider appears obsessive, then it is because I have been there, done that and learnt. I realise that most gear can be used to tour on or with, but the better options make it more comfortable and enjoyable overall.
I would not want to go back to my original touring setup...