I’ve been riding tubeless on the road for several years now. I use Orange Seal, or sometimes Stan’s. Most of my historical miles were riding a set of Hunt 4 Season Rim Brake Wheels, and now I’m riding Hunt 44/54 Aerodynamicists. I’ve not had any tire more than 28C on either of these. The Aerodynamicist has an internal width of 20mm with an external width of 29 mm. The 4 Season Aeros are 19mm internal and 24 mm external.
I mention the wheels first because I think they usually have more to do with your success in SIMPLE tubeless than the tires do, unless you’re doing something stupid like running an absurdly loose older tire on a modern rimset, etc. Of course, your choice of sealant makes a big difference too. I’ve been 100% (no issues at all) with Orange Seal. I have had some issues with Stan’s original not sealing as well as I’d like around the rims on the older set, and I think that is just something to do with the original Stan’s formula. When I use Stan’s “Race Day”, it seals just fine, and no issues. Overall, I prefer Orange Seal.
Tire-wise, I usually ride Conti GP5000s, which mount up, seal, and then sustain just like a bike with tubes, without the tube leakage, etc. I run between 65 and 85 psi, depending on the day, the conditions, and whether I feel like having my *ss beat up while I ride or not. No drama, no difficulties, no BS. I have a set of the P-Zero Race TLR RS, (tubeless casing) which I havent mounted yet, but once I do, I’ll update with those results.
YMMV but I’ve never had one come off the rim, pinch flat, roll, burp, or anything of the like. (FYSA I’m 200 lbs, and have been over 230 with these setups.)
For the sake of supporting my own arguments, I will also point out that I run WTB ByWays on my Cross and Commuter bikes and they’ve never given me one inkling of trouble either. I have two bikes setup tubeless with 43mm ByWays and they just work.
I would never go back to tubes, ever. There is just no reason. My .02.
Dude. Do you commute on a road made of broken glass?
Two weeks isnt long enough to cause a problem. If youre in doubt. just give them a spin and a shake once a week to keep the pools from forming and drying out.