I have mixed feelings about tubeless. If you've got time and patience to deal with them when they do go wrong, they are really great when everything is going well. I had 8 months trouble free riding, super comfortable commuting on my 700 x 38mm tyres at ridiculously low pressures, 20-30 PSI. I felt like I could ride over crappy road surfaces no sweat, I didn't have any flats through the worst winter in recent memory.
If I had the injector kit to add more sealant, I probably wouldn't have given up on them like I did. Without the kit, to top up your have to pour sealant into the tyre before putting it back on the rim. Sadly, I had loads of grief re-sealing around the rim/bead interface. In the end I just fit tubes because after 3 days of returning to the bike with the rear going flat overnight, I lost trust in them. It sucks not running the lower pressures, but I needed to be on the road promptly for my commute so I couldn't risk more failures, I eventually gave up because tubes are simple.
I might have another go at them this summer. The problem is the sealant dries around the bead/rim and it can be tricky refitting and establishing a new seal without cleaning both up thoroughly. You can't take shortcuts in my experience.
I don't buy the complaint about not being able to pump them up at road side, everyone should carry a tube or two in case of the unlikely event of a total deflation. Also, regarding the claim that flats are no hassle to fix roadside, that's true, but not always. My recent flat at -3degrees, I could have done without that, in the cold, dark and wet, tubeless come into their own, who knows how many times I've been saved from running late to work, fixing tyres at the side of a busy road.