Can't speak to the rest of it, but anti-reflective glass is pretty damn awesome. So even if you buy the green WOZ, I'd still recommend getting high end glass (PDI is also $300 a sheet and gets slightly better reviews than Invisiglass, but I'd doubt the difference is worth the hassle if you could get the Invisiglass shipped with your WOZ).

You've probably put in plenty of time on WOZ already, but I see you're in Denver so if you haven't had a chance to play, I think there are green WOZs at both of the 1UP locations, always worth getting familiar with a game and being sure you like it before plunking down your money.

Good luck with your purchase!

If you decide to go the HUO route consider posting in the CO buy/sell/trade thread (but be prepared to wait a few months or more until a suitable WOZ comes onto the local market, if you're willing to deal with shipping you could get one more quickly):
https://pinside.com/pinball/forum/topic/colorado-whats-fsft

If you're going NIB, I'd also suggest contacting a couple of authorized dealers (if you haven't already) to see if you can get a break on price/shipping vs. the JJP website, you may be able to save a few hundred that way.

Does JJP not provide warranty service on those boards anymore?

Here's a HUO 75th Anniversary. Decent discount plus it has a bunch of mods installed, worth considering if you're willing to ship or drive to Reno ...

https://pinside.com/pinball/forum/topic/for-saletrade-wizard-of-oz-rr-75th-anniversary-huo-wmods

FWIW I bought a "hard" game (The Shadow) as my first pin and absolutely loved it. Have I beaten the game? No, but I'm still having lots of fun trying! Plus you can adjust the settings and playfield for an easier time if desired.

I've never put much time on WOZ but if the concern is getting too tough of a game for a new player, I wouldn't sweat it. Now if you're worried about wife/kids/casual friends, that's another matter...

On that rationale, no one should ever buy an A-list or NIB game at all -- there are lots of great games in the $1.5k-$3k range (and many still cheaper) and you can't credibly argue that they're only 1/5 or 1/4 as much fun to play as MM or WOZ. But if you have nostalgic attachment to a game, simply love the theme/package, or have plenty of cash but only space for one or two machines, going for a single high-end pin instead of a handful of cheapies may make total sense.

Congratulations Zach! Enjoy the hell out of it. Nothing quite like having your first pin, and getting comfortable tinkering with it is half the fun (and a necessary half, for sure).