Tubeless is a hassle, IMO. Getting a seal when inflating is difficult and fussy, you have to use slime or equivalent stuff to handle small punctures, getting the tire on and off the rim is is a knuckle smashing annoyance, and woe unto you if you get a puncture on the road. All for what, a few grams of weight savings? Feh!

First and most effective upgrade is tires. Try some of my favorites: Continental Gran Prix 4000s, or Veloflex Pave, or Schwalbe Ultremo, or Kenda Kaliente Pro; paired with some ultra-light tubes. You will notice the difference.

if you want to upgrade your wheels at some point, okay. It's an easy way to drop some bike weight. But start with the tires first.