Would you reclass for an MOS you would enjoy, or one that would set you up for civilian life ?

Hopefully you can find an MOS that combines those two characteristics. They aren't necessarily mutually exclusive.

SSG (Join to see) There is no perfect answer, it depends on you, your goals, plans, and some luck.
If you stay in, work hard get promoted through the ranks, regardless of MOS, you will achieve experience, and skill that translates to the civilian job market if you choose.
That said, many, most, ok.. a lot of employers give no credit for military service unless its a specific certificate or skill set that directly translates over. So medical, Signal to some degree, IT, heck even fuel handlers and mechanics, truck drivers and such.
I would have happily changed MOS to MP for a chance at being a dog handler when I was a SSG, getting down with DS duty knowing it was a very limiting position for rising in rank and positions of authority....It did not work out so back to the Infantry went, for another 16 years.
Im not at all unhappy with my service in the Infantry, the opportunities to do the things I did, positions I was entrusted with, people I met.......But Id have traded it to be a k9 Handler at the time.

Now I get to work with dogs almost every day, so not all is lost, and with some luck and work, perhaps be a handler in my current employment pastime.

Do the fun stuff while you can. You've got the rest of your life to just work. Your fuse is burning and some day you'll be old and weak like me, lol.