I like tubeless, except for the 2x a year that I change tires and have to go through the hassle of re-seating both beads. Re-seating one side, like when you break the bead to add more sealant, isn't too difficult. For my particular rim and tire combos, re-seating both sides is a pain. Fortunately, we have a compressor.

I absolutely love the lower tire pressures and more supple ride that I get with tubeless. It's worth the effort. That being said, always carry a spare tube, just in case