Nextcloud Deployment Possible for me? Issues = CGN, etc.

  • Preface
    Long time lurker here. I've been running pfSense since I built my AIO server in early 2017. I don't have an IT background, so while I can eventually figure things out, it takes forever.; On this particular item, I've struggled spending days (literally_ attempting to fulfill a simple objective, but have been unsuccessful and figured I would turn to the forum to ask for a kind hand.; Thanks in advance for any guidance you can offer.

    ● Deploy Nextcloud 13, hardened, and accessible at domain:
    ● I don't care how I get there (likely Ubuntu VM), but of course pf is heavily involved.
    ● I have two issues: (a) I can't connect the internal Nextcloud IP to and (b) I can't use certbot to obtain SSL

    Scenario / Constraints
    ● ISP
      ○ Single provider available to all units in condo building, cost = HOA dues pass through
      ○ Static IPs offered @ $20/month (which I can't bring myself to do for a number of reasons)
      ○ Ethernet to structured media enclosure, no modem to place in bridge mode, etc
      ○ CGN being used
    ● VPN
      ○ Provider = TorGuard / Port Forwards offered if port > 2048
      ○ OVPN Client #1 = TG_Static = Shared Public IP w/ port forward
      ○ OVPN Client #2 = TG_Dynamic = All other traffic
    ○ Why?
        ■ TG_Static was set up as a test case / future use to facilitate the objective
        ■ Port 32400 Forwarded via Torguard / pfSense Port Forward created / Test Case = Pass

    Is what I'm trying to accomplish achievable?; Items I've looked into, but haven't been able to piece everything together.
    ● Use VPN to bypass CGN (similar to Plex test case).
    ● VPN "443" Port Share (requires option added to VPN client and allows web server traffic to flow through to localhost:443. Haven't been able to get this to work yet.
    ● I know Apache can be set to "listen" on a port other than 443. But I don't think this allows the certbot script to succeed.
    ● ACME package. I have successfully edited DNS text record to achieve validation.
    ● Reverse proxy / HAproxy pf package. Unfamiliar.

    Again, thanks**!  :)**

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