Getting the tire itself on and off the rim is more than 9/10 of the work: the tube itself is no big deal. Not to detract from your original question, but...
Trust me: if I can change a tubed tire, so can you. It seems kind of intimidating, but it's really very simple.
It would seem to me that you have a lot more and better repair options with a tire and a tube than just a tubeless tire alone.
If you want to practice in your spare time, you can find an old wheel/tire to practice with. I bought one on eBay for $20 and spent the off-season peeling the tire off, poking holes in the tire and tube, repairing them, then remounting. It's a good way to figure out what tools and repair items work for you. If you don't have somebody with experience to help you, there are a lot of good videos available on YouTube that show the basics and folks on this forum are more than willing to answer your questions and recommend the tools they prefer.
I haven't had to do it yet, but carry everything with me and no longer worry about repairing a flat tire roadside because I know I can do it. I had very little experience with tubed motorcycle tires before this.