Here is the requested output
I have an OPNsense Firewall at 192.168.20.252 Maybe this is a possible root cause?
~# traceroute -T -p 443 www.google.com
traceroute to www.google.com (216.58.214.68), 30 hops max, 60 byte packets
1 192.168.20.252 (192.168.20.252) 0.151 ms 0.166 ms 0.167 ms
2 192.168.1.254 (192.168.1.254) 0.815 ms 0.788 ms *
3 194.149.169.93 (194.149.169.93) 11.146 ms * *
4 194.149.166.62 (194.149.166.62) 10.794 ms 10.767 ms 10.797 ms
5 72.14.221.62 (72.14.221.62) 10.715 ms 72.14.211.26 (72.14.211.26) 10.751 ms 10.664 ms
6 * 72.14.233.77 (72.14.233.77) 9.680 ms 108.170.244.161 (108.170.244.161) 9.764 ms
7 142.250.224.93 (142.250.224.93) 10.485 ms * *
8 * * *
9 * * par10s39-in-f4.1e100.net (216.58.214.68) 9.936 ms
1:~# traceroute -T -p 443 acme-v02.api.letsencrypt.org
traceroute to acme-v02.api.letsencrypt.org (172.65.32.248), 30 hops max, 60 byte packets
1 192.168.20.252 (192.168.20.252) 0.140 ms 0.143 ms 0.121 ms
2 * * *
3 * * *
4 * * *
5 * * *
6 * * *
7 * * *
8 * * *
9 * * *
10 * * *
11 * * *
12 * * *
13 * * *
14 * * *
15 * * *
16 * * *
17 * * *
18 * * *
19 * * *
20 * * *
21 * * *
22 * * *
23 * * *
24 * * *
25 * * *
26 * * *
27 * * *
28 * * *
29 * * *
30 * * *
# netstat -nr
Kernel IP routing table
Destination Gateway Genmask Flags MSS Window irtt Iface
0.0.0.0 192.168.20.254 0.0.0.0 UG 0 0 0 ens192
172.17.0.0 0.0.0.0 255.255.0.0 U 0 0 0 docker0
172.18.0.0 0.0.0.0 255.255.0.0 U 0 0 0 docker_gwbridge
172.19.0.0 0.0.0.0 255.255.0.0 U 0 0 0 br-0aaf92b1c989
192.168.20.0 0.0.0.0 255.255.255.0 U 0 0 0 ens192