Whether you choose to run "tubeless" tires tubeless or with tubes totally depends how high your tolerance to airing up constantly low tires is.
I was tire rim & wheel material scheduler at FARMALL for 2-1/2 years. All our frt tires were tubeless, or at least tubeless enough to get them out of our lot. Now I had two sizes of rears that all variations were tubeless, 15.5x38 and 18.4x34, all R1 and R2-0, and 6 ply and 8 ply were tubeless. Those two sizes amounted to about 75% of the flat rear tires we had in our lot at the plant, typical fix was to pull the tractor up to the plant and air the tire up.
My #70 and #72 CC both had 6-12 tube type GY rears and 4.00x8 GY tube type frts. My 982 had all tubeless tires when new, thank goodness I didn't own it then. It had Carlisle tubeless turf tires front & back plus a set of unmounted Calisle lugged tubeless rear. I put tubes in the brand new Firestone 26-12.00×12 I put on the rear and about a year later tubed up both fronts that were leaking down over night.
My TANK, CC LZ54 zero turn has 24-12.00x12 tubeless turf tires on the back. I started mowing after it had been off the trailer less than 15 minutes. Next morning the right rear tire was flat. I let it sit flat till I mowed the next time, aired it up,, mowed, next morning a flat tire again. Now after 5 years where ever the leak is, it's slowed enough I can mow 2-3 times between airing it up. I bought a new tube for it but haven't taken the time to install it.
I've got three air compressors, I keep one everywhere I may need it. Yes, my work on the tire desk at FARMALL had about 5 to 7-8% flat tubeless tires with brand new tires and brand new rims/wheels. Tube type tires were less than 1%. About every 2-3 months the tire room supervisor would give me a laundry list of inner tubes he wanted to replace the infrequent pinched tube. I'd order 25-30 inner tubes. Keep in mind we mounted around 500 large rear farm tires with tubes daily. Tubeless fronts, from 7.5Lx15 to 14Lx16.1 we mounted around 200 per day. I had one steel disk rear wheel, think direct axle mount dual wheel, but it was the wheel 16.9x34 and 18.4x34 tires were mounted on for 686 & H86, that wheel had two valve stem holes. One got a normal tubeless tractor tire water stem, other one got a rubber plug Electric Wheel gave us for free. The plug was not effective at making a leak free seal. I showed Engineering and the tire room Supervisor the Schrader plug that was machined brass with rubber washers to seal the hole. Tire room didn't want to mess with tools to tighten the plug. They sat the flats out in the corner of the west yard, hidden out of site, save them to repair on weekend overtime. But if a big important plant tour came up first they would line the floor of a 30 cubic yard trash dumpster with them to get them out of the plant. So I could go from several months supply to "Out now! Need more!" with a supplier that this wheel was the ONLY thing I bought from them. Yep, I use inner tubes in EVERY tire I own that runs less than 25 mph.