Tubeless is not a free lunch, it's a trade-off between unscheduled road-side fixes and scheduled at-home maintenance.
If I got one or two flats per year, there's no way that I would bother with tubeless. If I was a CO2 user, I would probably bump that "wouldn't bother" threshold up to a puncture per month or so (I really don't like wielding a mini-pump on the roadside). As it is, though, I feel that the trade-off works very favorably for me, and I don't see myself going back to tubes.
YMWV, so consider how happy you are when it comes to addressing flats and the rate at which you get flats. Compare that to somewhat more difficult mounting of new tires (and the frequency at which you replace those tires), and the highly recommended sealant level check every 6 weeks or so. However the scales tip in your situation, that's cool, but there's no need for smug condescension either way.