I run Hutchinson tubeless 700cx28 tires on Swiss tubeless rims. They are tight to get onto the rims but once that is done, I can seat them, with a hand pump. I run Orange Seal with glitter added to the mix. It is about as worry free as ever. Now if the rims and tires aren't designed to run tubeless, then it is a PITA.

The only bikes that I have that run tubes are our road and mountain tandems and they both have sealant in the tubes.

As for tubular tires. My old bike shop used to ***** and moan about them with the glue involved in installing them.