Tubeless really does cut down punctures significantly, especially on trails with thorns and sharp rocks, but the real difference comes down to where you're riding. If it's just city streets and pavement, the difference is minimal and doesn't justify the extra cost; now, if you're dealing with tougher terrain, it's definitely worth it because the tire won't come off the rim so easily and you'll save money on punctured tubes over time. Maintenance is kind of a pain to be honest (cleaning the sealant, checking pressure more often), but nothing that's too complicated once you get the hang of it.