The link to the "latest certbot installer" is incorrect here: Certbot Instructions | Certbot
The correct link should be: https://github.com/certbot/certbot/releases/download/v2.9.0/certbot-beta-installer-win_amd64_signed.exe
New to this platform so I had a hard time finding this for myself.
Well, there shouldn't be instructions for Certbot for Windows at all; they've decided to stop supporting it, but somehow keep the instructions up (and you're not the first to post here being confused about it). Please keep bugging the Certbot team to give some consistent messaging around it. (This forum isn't specifically about Certbot, even though Certbot uses Let's Encrypt as its default CA.)
@petercooperjr Oh wow. Well... no wonder I had such a struggle! Thanks for the response and info! (This is where the link from the certbot site sent me from their "get help" page for community responses/extra resources... seems a little discombobulated to me)
And like I said, you're not the only one. 
Now that I've looked, that page you linked to with Certbot instructions actually does have a line about "Certbot has discontinued support for Windows as of February 2024," but somehow follows that up by giving instructions anyway (that like you say, don't work). And certbot, beyond just their web site but the application itself, directs people here for support regardless of what CA they're trying to use with it. It's not the most user-friendly setup, no. The Let's Encrypt Client Options page recommending Certbot to everyone at the top regardless of what OS they're on probably doesn't help either.
If you're running a server on Windows (such as IIS), the general recommendations around here for ACME clients are any of:
I appreciate the understanding! I must have just had my blinders on.. And thanks for those recommendations, I'll definitely check those out instead.
Really, really appreciate all your help! Probably saved me another hour or so of banging my head against a wall 
