[rockachopa] Run SSL provisioning after DNS is pointed #689

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opened 2026-03-21 03:32:22 +00:00 by kimi · 2 comments
Collaborator

Depends On: #688 (DNS must be pointed first)

After the DNS A records are changed and propagating (verify with dig),
run the SSL provisioning script:

ssh root@143.198.27.163 'bash -s' < ~/worktrees/the-matrix/provision-ssl.sh

Or tell Timmy "DNS is pointed, provision SSL" and he'll handle it.

What This Does

  • Gets Let's Encrypt certificates for all 8 domains (4 apex + 4 www)
  • Configures nginx for HTTPS with automatic redirect from HTTP
  • Sets up auto-renewal via systemd timer (no maintenance needed)

If Some Domains Aren't Ready

If only some domains are pointed, certbot will fail for the whole batch.
In that case, run certbot manually for just the ready domains:

ssh root@143.198.27.163
certbot --nginx -d alexanderwhitestone.com -d www.alexanderwhitestone.com

Verification

After SSL is provisioned:

## Depends On: #688 (DNS must be pointed first) After the DNS A records are changed and propagating (verify with `dig`), run the SSL provisioning script: ```bash ssh root@143.198.27.163 'bash -s' < ~/worktrees/the-matrix/provision-ssl.sh ``` Or tell Timmy "DNS is pointed, provision SSL" and he'll handle it. ### What This Does - Gets Let's Encrypt certificates for all 8 domains (4 apex + 4 www) - Configures nginx for HTTPS with automatic redirect from HTTP - Sets up auto-renewal via systemd timer (no maintenance needed) ### If Some Domains Aren't Ready If only some domains are pointed, certbot will fail for the whole batch. In that case, run certbot manually for just the ready domains: ```bash ssh root@143.198.27.163 certbot --nginx -d alexanderwhitestone.com -d www.alexanderwhitestone.com ``` ### Verification After SSL is provisioned: - https://alexanderwhitestone.com should show The Matrix (3D world) - http://alexanderwhitestone.com should redirect to https - Check cert: `echo | openssl s_client -connect alexanderwhitestone.com:443 2>/dev/null | openssl x509 -dates`
Rockachopa was assigned by kimi 2026-03-21 03:32:22 +00:00
kimi added this to the Infrastructure milestone 2026-03-21 20:25:09 +00:00
Owner

apayne@MM Timmy-time-dashboard % ssh root@143.198.27.163 'bash -s' < ~/worktrees/the-matrix/provision-ssl.sh
=== SSL Certificate Provisioning ===
Domains: alexanderwhitestone.com www.alexanderwhitestone.com alexanderwhitestone.ai www.alexanderwhitestone.ai alexanderwhitestone.org www.alexanderwhitestone.org alexanderwhitestone.net www.alexanderwhitestone.net

Running certbot...
Saving debug log to /var/log/letsencrypt/letsencrypt.log
Account registered.
Requesting a certificate for alexanderwhitestone.com and 7 more domains

Certbot failed to authenticate some domains (authenticator: nginx). The Certificate Authority reported these problems:
Domain: alexanderwhitestone.com
Type: connection
Detail: 161.35.250.72: Fetching http://alexanderwhitestone.com/.well-known/acme-challenge/ETAcAMy5othfFvyO-OgKtpghAT4B3pDldcFoITQokgE: Connection refused

Domain: www.alexanderwhitestone.com
Type: connection
Detail: 161.35.250.72: Fetching http://www.alexanderwhitestone.com/.well-known/acme-challenge/8E0g1oKaSD2DXj4p7TthbDFDgbQ0nwE6aHrF1xWSh-w: Connection refused

Domain: www.alexanderwhitestone.ai
Type: dns
Detail: DNS problem: NXDOMAIN looking up A for www.alexanderwhitestone.ai - check that a DNS record exists for this domain; DNS problem: NXDOMAIN looking up AAAA for www.alexanderwhitestone.ai - check that a DNS record exists for this domain

Domain: alexanderwhitestone.net
Type: unauthorized
Detail: The key authorization file from the server did not match this challenge. Expected "4yMFVbage1PHWZrnCm7DJrmIeml1doOk5KCWn0VJi-w.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<html><head><script>window.onload=function(){window.location.href="/lander"}</script></head></html>")

Domain: alexanderwhitestone.org
Type: unauthorized
Detail: The key authorization file from the server did not match this challenge. Expected "nF-EH4BcRTnPkiYxedZNlS9VP308iPBtwIR0MMUiN0M.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<html><head><script>window.onload=function(){window.location.href="/lander"}</script></head></html>")

Domain: www.alexanderwhitestone.net
Type: unauthorized
Detail: The key authorization file from the server did not match this challenge. Expected "Cnh5EChKLUl3dl6GNF2wFEDPms5N5t8Xg4pCES5TM-0.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<html><head><script>window.onload=function(){window.location.href="/lander"}</script></head></html>")

Domain: www.alexanderwhitestone.org
Type: unauthorized
Detail: The key authorization file from the server did not match this challenge. Expected "wzs-mxmvPhxWOxqHlFWQq4_Ya4PAhmNiTG1g3yxp4pM.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<html><head><script>window.onload=function(){window.location.href="/lander"}</script></head></html>")

Hint: The Certificate Authority failed to verify the temporary nginx configuration changes made by Certbot. Ensure the listed domains point to this nginx server and that it is accessible from the internet.

Some challenges have failed.
Ask for help or search for solutions at https://community.letsencrypt.org. See the logfile /var/log/letsencrypt/letsencrypt.log or re-run Certbot with -v for more details.


apayne@MM Timmy-time-dashboard % ssh root@143.198.27.163
Welcome to Ubuntu 24.04.3 LTS (GNU/Linux 6.8.0-106-generic x86_64)

System information as of Sun Mar 22 20:25:54 UTC 2026

System load: 0.38 Processes: 156
Usage of /: 16.5% of 76.45GB Users logged in: 1
Memory usage: 30% IPv4 address for eth0: 143.198.27.163
Swap usage: 0% IPv4 address for eth0: 10.17.0.5

Expanded Security Maintenance for Applications is not enabled.

66 updates can be applied immediately.
To see these additional updates run: apt list --upgradable

12 additional security updates can be applied with ESM Apps.
Learn more about enabling ESM Apps service at https://ubuntu.com/esm

Last login: Sun Mar 22 20:23:51 2026 from 162.243.188.66
root@Hermes:~# certbot --nginx -d alexanderwhitestone.com -d www.alexanderwhitestone.com
Saving debug log to /var/log/letsencrypt/letsencrypt.log
Requesting a certificate for alexanderwhitestone.com and www.alexanderwhitestone.com

Certbot failed to authenticate some domains (authenticator: nginx). The Certificate Authority reported these problems:
Domain: alexanderwhitestone.com
Type: connection
Detail: 161.35.250.72: Fetching http://alexanderwhitestone.com/.well-known/acme-challenge/XC0ZtR9oLR1ixRhqeyS_RGjWMrVhjZuiwrEKCmjJYHA: Connection refused

Domain: www.alexanderwhitestone.com
Type: connection
Detail: 161.35.250.72: Fetching http://www.alexanderwhitestone.com/.well-known/acme-challenge/jC6FVeSWIXhhCBF6A-CdSXMYNMT5XcpAYQVbkN3a3uc: Connection refused

Hint: The Certificate Authority failed to verify the temporary nginx configuration changes made by Certbot. Ensure the listed domains point to this nginx server and that it is accessible from the internet.

Some challenges have failed.
Ask for help or search for solutions at https://community.letsencrypt.org. See the logfile /var/log/letsencrypt/letsencrypt.log or re-run Certbot with -v for more details.
root@Hermes:~#

What do I need to do?

apayne@MM Timmy-time-dashboard % ssh root@143.198.27.163 'bash -s' < ~/worktrees/the-matrix/provision-ssl.sh === SSL Certificate Provisioning === Domains: alexanderwhitestone.com www.alexanderwhitestone.com alexanderwhitestone.ai www.alexanderwhitestone.ai alexanderwhitestone.org www.alexanderwhitestone.org alexanderwhitestone.net www.alexanderwhitestone.net Running certbot... Saving debug log to /var/log/letsencrypt/letsencrypt.log Account registered. Requesting a certificate for alexanderwhitestone.com and 7 more domains Certbot failed to authenticate some domains (authenticator: nginx). The Certificate Authority reported these problems: Domain: alexanderwhitestone.com Type: connection Detail: 161.35.250.72: Fetching http://alexanderwhitestone.com/.well-known/acme-challenge/ETAcAMy5othfFvyO-OgKtpghAT4B3pDldcFoITQokgE: Connection refused Domain: www.alexanderwhitestone.com Type: connection Detail: 161.35.250.72: Fetching http://www.alexanderwhitestone.com/.well-known/acme-challenge/8E0g1oKaSD2DXj4p7TthbDFDgbQ0nwE6aHrF1xWSh-w: Connection refused Domain: www.alexanderwhitestone.ai Type: dns Detail: DNS problem: NXDOMAIN looking up A for www.alexanderwhitestone.ai - check that a DNS record exists for this domain; DNS problem: NXDOMAIN looking up AAAA for www.alexanderwhitestone.ai - check that a DNS record exists for this domain Domain: alexanderwhitestone.net Type: unauthorized Detail: The key authorization file from the server did not match this challenge. Expected "4yMFVbage1PHWZrnCm7DJrmIeml1doOk5KCWn0VJi-w.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<!DOCTYPE html><html><head><script>window.onload=function(){window.location.href=\"/lander\"}</script></head></html>") Domain: alexanderwhitestone.org Type: unauthorized Detail: The key authorization file from the server did not match this challenge. Expected "nF-EH4BcRTnPkiYxedZNlS9VP308iPBtwIR0MMUiN0M.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<!DOCTYPE html><html><head><script>window.onload=function(){window.location.href=\"/lander\"}</script></head></html>") Domain: www.alexanderwhitestone.net Type: unauthorized Detail: The key authorization file from the server did not match this challenge. Expected "Cnh5EChKLUl3dl6GNF2wFEDPms5N5t8Xg4pCES5TM-0.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<!DOCTYPE html><html><head><script>window.onload=function(){window.location.href=\"/lander\"}</script></head></html>") Domain: www.alexanderwhitestone.org Type: unauthorized Detail: The key authorization file from the server did not match this challenge. Expected "wzs-mxmvPhxWOxqHlFWQq4_Ya4PAhmNiTG1g3yxp4pM.tsoBcpmGfhjmomLtqw7CyHs9kOrSqYyY3fLyGlXjJrE" (got "<!DOCTYPE html><html><head><script>window.onload=function(){window.location.href=\"/lander\"}</script></head></html>") Hint: The Certificate Authority failed to verify the temporary nginx configuration changes made by Certbot. Ensure the listed domains point to this nginx server and that it is accessible from the internet. Some challenges have failed. Ask for help or search for solutions at https://community.letsencrypt.org. See the logfile /var/log/letsencrypt/letsencrypt.log or re-run Certbot with -v for more details. --- apayne@MM Timmy-time-dashboard % ssh root@143.198.27.163 Welcome to Ubuntu 24.04.3 LTS (GNU/Linux 6.8.0-106-generic x86_64) * Documentation: https://help.ubuntu.com * Management: https://landscape.canonical.com * Support: https://ubuntu.com/pro System information as of Sun Mar 22 20:25:54 UTC 2026 System load: 0.38 Processes: 156 Usage of /: 16.5% of 76.45GB Users logged in: 1 Memory usage: 30% IPv4 address for eth0: 143.198.27.163 Swap usage: 0% IPv4 address for eth0: 10.17.0.5 Expanded Security Maintenance for Applications is not enabled. 66 updates can be applied immediately. To see these additional updates run: apt list --upgradable 12 additional security updates can be applied with ESM Apps. Learn more about enabling ESM Apps service at https://ubuntu.com/esm Last login: Sun Mar 22 20:23:51 2026 from 162.243.188.66 root@Hermes:~# certbot --nginx -d alexanderwhitestone.com -d www.alexanderwhitestone.com Saving debug log to /var/log/letsencrypt/letsencrypt.log Requesting a certificate for alexanderwhitestone.com and www.alexanderwhitestone.com Certbot failed to authenticate some domains (authenticator: nginx). The Certificate Authority reported these problems: Domain: alexanderwhitestone.com Type: connection Detail: 161.35.250.72: Fetching http://alexanderwhitestone.com/.well-known/acme-challenge/XC0ZtR9oLR1ixRhqeyS_RGjWMrVhjZuiwrEKCmjJYHA: Connection refused Domain: www.alexanderwhitestone.com Type: connection Detail: 161.35.250.72: Fetching http://www.alexanderwhitestone.com/.well-known/acme-challenge/jC6FVeSWIXhhCBF6A-CdSXMYNMT5XcpAYQVbkN3a3uc: Connection refused Hint: The Certificate Authority failed to verify the temporary nginx configuration changes made by Certbot. Ensure the listed domains point to this nginx server and that it is accessible from the internet. Some challenges have failed. Ask for help or search for solutions at https://community.letsencrypt.org. See the logfile /var/log/letsencrypt/letsencrypt.log or re-run Certbot with -v for more details. root@Hermes:~# What do I need to do?
Collaborator

📋 Triage: Infrastructure — Deprioritized

Infrastructure/deployment work. Keep open, do as needed, but not blocking the harness.

Ref: #1076

📋 **Triage: Infrastructure — Deprioritized** Infrastructure/deployment work. Keep open, do as needed, but not blocking the harness. Ref: #1076
claude added the deprioritizedinfrastructure labels 2026-03-23 13:56:24 +00:00
Rockachopa was unassigned by Timmy 2026-03-24 19:34:16 +00:00
Timmy closed this issue 2026-03-24 21:55:10 +00:00
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Reference: Rockachopa/Timmy-time-dashboard#689