Vittoria Air-Liners works as advertised, after almost 6 months I’m removing from Conti 5000 TR on Bontrager Aeolus Pro 3V wheels (32mm external and 25mm internal):
About 1800 miles in that time. Orange Seal pile of spider webs from the rear wheel:
Vittoria tire pliers rock! 
Yep I can also vouch for the vittoria pliers 
You definitely need them with those inserts though.
Just out of curiosity for the road tubeless users…
Before you switched to tubeless, how often would you say you got flats?
In my nearing into 13 or 14 years of pretty serious cycling, most of which I have run very flat-prone tires, I have literally had one flat, and it was a nail that went through two sides of the tire. Maybe it’s a PNW thing, maybe it’s because I’m lightish, maybe I just ride in a very debris-avoidant way, but whatever it is, I just don’t get many flats.
Before tubeless, I got a flat:
0 voters
A lot. And it happens to others on group rides. Mostly goat head thorns. There is a lot of new home construction and that is also a factor. And small wires that someone told me comes from old car tires.
Here is a pic of a tubeless tire that would have received 20 flats in 2000 miles:
I don’t think weight is a relevant factor: I live in Japan, and I am sure most people I ride with are lighter than you.
I think road quality is a much bigger factor. I have had about 1 flat per year, although not equally distributed. In two cases, I had a “double flat”, because I did not check carefully enough for debris on the inside of the tire, another time I replaced an old tube with another old tube on my mountain bike.
IMHO tubeless will be the default for almost all forms of bike riding, and I don’t see a reason for using tubes other than as spares when shirt hits the fan. My new road bike is also set up as tubeless. Zero issues so far.
I’m just lazy and I think, for me personally, it feels like more downside (basically just buying / replacing sealant) than upside (I get no flats as is.) I’m fully on board in general, it just solves a problem I don’t really have.
Well, it depends on how you measure downsides. Last time I had a flat, it was a loaner bike and my Fizik saddle bag did not clip into the saddle, so I did not have any spare inner tubes with me, I had to walk home. Over 18 km. In road bike shoes. I arrived tired, hungry with blisters on my feet.
AFAIK another upside is lower rolling resistance and a more supple ride, although to be honest, I don’t think I can tell. (Also because I changed tire brands, and changing the tire will likely have more of an effect than going from inner tubes to tubeless.)
However, to be honest, I don’t think the effort is as big as you think. I haven’t done anything to my tires yet. Perhaps I will replace the sealant when doing the annual winter service.
Perhaps the effort isn’t that high. I’ve got tubeless in my mouth and it’s not a big deal but it is just another thing to have to take care of. The people I ride with locally who have tubeless have all said that they haven’t found it worth the effort. I just don’t think we get a lot of flats around here. Rolling resistance might be worth it though.
Just run latex tubes. Negates the RR difference.
I’ve started looking at this slightly differently.
I voted for 2 flats a year. This year, with my bike in the stand, cleaning with the rear wheel removed, I was surprised by the number of times I’d find and remove small patches of dried sealant from my seat tube.
Clearly I was getting more punctures (this year) than I appreciated. My tubeless setup was resolving the issue long before I even knew it had happened.
Full disclosure. I’m a lazy so-and-so. I have my tubeless setup checked and tires fitted by my LBS.
Just do what I did: go to your LBS, buy a new fancy bike and ask them to set it up tubeless. 
For a winter tire I’m trying the Pirelli P Zero Velo Race TLR in 30x622. Mounted tubeless on the Aeolus Pro 3V wheels tonight, with the Vittoria Air-Liner (L) inserts.
Inspected the 5000 TLs and the rear had sealed 6 small punctures over 1800 miles.
When I first used Stan’s in mountain bike tires about 6 years ago it used to dry out and form “Stanimals”, or balls of rubbery latex, in the tires that you would take out. I switched to Orange Sealant for a number of years but over the past two went back to Stan’s. Now I mainly use their Race Sealant (which you can’t inject through valves), and I don’t see the Stanimals anymore. When I pop the bead there is just brown liquid. The Race Sealant should be the same except for some larger particles, so do wonder if they tweaked their formula over the years.
One interesting bit to know is that Stan’s has antifreeze in it, so can be used in cold weather. Orange Sealant makes a special “sub zero” version, but this is not needed with Stan’s.
put some Mavic Ksyrium UST wheels and tires on my road bike in Aug 2019 and have a couple thousand miles with no issues, have a 2020 Giant Revolt with stock tubeless carbonwheels and have changed tires several times to suit the type of riding I plan to do. Only tires I’ve had issues mounting are the Panaracer SS+ 38s, I think due to the tougher casing not being as flexible. Lots of soapy water has been the solution.
Up until yesterday, I’ve had over 20,000 km of trouble-free experience using tubeless on the road with Conti GP5000TLs. Only had one flat last year, plugged it, and was on my merry way. That was on the rear, the tire was pretty much done anyway, threads started showing about 300 km later, so yeh, I’m ok with that.
Riding at night yesterday, 0C the whole ride, I got into a bike path, was cruising along at about 30 kph, when all of a sudden I felt a hard bang and heard the air leaving my front tire in a quick fashion. In the middle of the path was a fist-sized, squarish rock, about the same color as the path, so I didn’t see it. Inspected the front tire, found two gashes in the sidewall. I only had one Dynaplug with me (somehow the others fell out, haven’t found them). I managed to thread it through both gashes and tried to pump it up, but the holes were just too big, the sealant sprayed right out. For the first time ever, had to get out the phone and make the Call of Shame, asking my wife to pick me up. Ordered a new front tire today, bummed since I just put this one on in September, barely broken in. On top of that, Conti discontinued the “regular” original GP5000TL that was about 40-45€, and replaced it with the “S TR” which costs 70-80€. Found a place that had a sale at 55€, still annoying that they’ve gotten so expensive though.
that is the cycling life I aspire to, sadly these are the types of Strava exchanges that happen after Tuesday’s sidewall issue on new tires with only 400 miles on them:
Good news is I put the ‘old’ 5000 TL front tire with 1800 miles on the back, then one I took off 3 weeks ago after a sidewall issue with the back tire. Going to get my money’s worth on that one.
Is it wrong to see the Wed night crew rolling after dark and posting pictures of flats? Its like a war zone for tires out here!
Lol, I went to set up my winter wheels last night and it was instant and no mess. There was a swishing noise from the rear though. After a while I decided that swishing noise would irritate me too much. I took off the tyre to discover the noise was in the rim spoke side. That caused a bit of a mess. I stripped the tape today and shook out the dried sealant which was making the noise and refitted and sealed things. It seemed good but its losing air slowly at the interface between the rim and tyre. Hopefully that’ll close completely in a bit as I don’t want the mess of taking the tyre off again.
I find tubeless is fit and forget and no mess for ages then a right a mess 
I’ve decided to come over to the dark side. Up until recently I didn’t feel the need since I seldom got punctures.
But Sunday I went for a ride and not too far from home saw the front tire picked up a piece of plant matter. I reached down with my gloved hand knocked it off and knew from the force it hit my glove that whatever it was had embedded in the tire. Sure enough a couple miles later the front is almost flat. Goat head I think.
Then Wednesday I get home from my ride and see a goat head in the front tire so I pull it out hoping it didn’t penetrate the tube. Nope, an hour later the tire is flat. Then Thursday morning I go out to get ready to ride find the rear tire almost flat. After breaking it down I find the remnants of sticker that had just penetrated the tube.
I’ve been riding my mtn bike the last few months and with all the goat heads, thorns, stickers etc. I get on the trails I’ve never flatted.
So I ordered a pair of tubeless valve stems since I didn’t have any that fit those road wheels. Will set it up tubeless as soon as they get here. We had a some pretty heavy rains over the summer and I’m guessing the the goat head plants flourished so now they are everywhere.
Until now I’ve always had a shop install my tubeless tires. But yesterday I took the plunge and put Conti GP5000 TL 32mm tires on my DT240/Velocity rims. Tires went on without much trouble at all (I used a single plastic tire lever to get the bead on. I was able to inflate them with a normal track pump- I heard those pops as the bead synced to the rim at about 40psi; they held air immediately. I then unscrewed the cores of the valves, and injected sealant into each wheal with one of those syringe things. They ride wonderfully at 50/55 psi. It was much less trouble than I had expected.
