I have searched the forums and the web at large for solutions. I tried a few things, which didn't work, and each time I reverted back to the default configuration for systemd-resolved, so I'm back where I started. As I've been able to understand it based on the research I have done, I need to configure my VM to consistently resolve the server names to the private addresses using the internal nameserver when I'm on the VPN, which I presume is possible. I saw 1 or 2 (old) posts on the web at large that seemed to address similar problems but I did not fully understand the resolution, so it didn't help me. I also found a post with instructions to configure manual control of /etc/resolv.conf, but it seems to be an extreme measure that I will only consider if nothing else works.
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ll /etc/resolv.conf lrwxrwxrwx 1 root root 37 Aug 29 15:56 /etc/resolv.conf -> /run/systemd/resolve/stub-resolv.conf cat /etc/resolv.conf <comment skipped> nameserver 127.0.0.53 options edns0 sudo systemctl status systemd-resolved.service ● systemd-resolved.service - Network Name Resolution Loaded: loaded (/lib/systemd/system/systemd-resolved.service; enabled; vendor preset: enabled) Active: active (running) since Thu 2019-08-29 15:58:13 CDT; 4min 46s ago Docs: man:systemd-resolved.service(8) https://www.freedesktop.org/wiki/Software/systemd/resolved https://www.freedesktop.org/wiki/Software/systemd/writing-network-configuration-managers https://www.freedesktop.org/wiki/Software/systemd/writing-resolver-clients Main PID: 395 (systemd-resolve) Status: "Processing requests..." Tasks: 1 (limit: 4915) CGroup: /system.slice/systemd-resolved.service └─395 /lib/systemd/systemd-resolved Aug 29 15:58:13 <myhost> systemd: Starting Network Name Resolution... Aug 29 15:58:13 <myhost> systemd-resolved: Positive Trust Anchors: Aug 29 15:58:13 <myhost> systemd-resolved: . IN DS 19036 8 2 49aac11d7b6f6446702e54a1607371607a1a41855200fd2ce1cdde32f24e8fb5 Aug 29 15:58:13 <myhost> systemd-resolved: . IN DS 20326 8 2 e06d44b80b8f1d39a95c0b0d7c65d08458e880409bbc683457104237c7f8ec8d Aug 29 15:58:13 <myhost> systemd-resolved: Negative trust anchors: 10.in-addr.arpa 16.172.in-addr.arpa 17.172.in-addr.arpa 18.172.in-addr.arp Aug 29 15:58:13 <myhost> systemd-resolved: Using system hostname '<myhost>'. Aug 29 15:58:13 <myhost> systemd: Started Network Name Resolution. Aug 29 15:58:15 <myhost> systemd-resolved: Using degraded feature set (UDP) for DNS server 10.0.0.100.