feat: add Bezalel Tailscale bootstrap scaffold (#535) #733

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Summary

  • add scripts/bezalel_tailscale_bootstrap.py as a safe-by-default bootstrap harness for Tailscale on Bezalel
  • generate the remote install script for:
    • curl -fsSL https://tailscale.com/install.sh | sh
    • tailscale up --authkey ... --ssh --hostname bezalel
    • appending the Mac SSH public key to authorized_keys
    • ping checks for Mac and Ezra Tailscale IPs
  • add status parsing helpers and regression coverage in tests/test_bezalel_tailscale_bootstrap.py

Why this PR uses Refs, not Closes

The issue asks for a live Tailscale install on Bezalel plus live authorization on the tailnet. I do not have the actual Tailscale auth key from the admin console in this issue context, so I cannot honestly claim the real VPS was joined.

This PR lands the tested bootstrap scaffold needed to perform that work safely once the auth key is provided.

Verification

  • python3 -m py_compile scripts/bezalel_tailscale_bootstrap.py
  • pytest -q tests/test_bezalel_tailscale_bootstrap.py -> 5 passed
  • pytest -q tests -> 148 passed, 19 warnings
  • CLI proof:
    • python3 scripts/bezalel_tailscale_bootstrap.py --auth-key tskey-auth-proof --ssh-public-key 'ssh-ed25519 AAAAPROOF timmy@mac' --script-out <temp> --json
    • verified generated script contains:
      • Tailscale install command
      • tailscale up --authkey ... --ssh --hostname bezalel
      • authorized_keys append guard
      • peer pings for 100.124.176.28 and 100.126.61.75

Current-state note

The issue body references the older Bezalel public IP 104.131.15.18. The current ops runbook identifies the live Bezalel VPS as 159.203.146.185, so the scaffold defaults to that host and avoids baking the stale IP into the generated peer logic.

Refs #535

## Summary - add `scripts/bezalel_tailscale_bootstrap.py` as a safe-by-default bootstrap harness for Tailscale on Bezalel - generate the remote install script for: - `curl -fsSL https://tailscale.com/install.sh | sh` - `tailscale up --authkey ... --ssh --hostname bezalel` - appending the Mac SSH public key to `authorized_keys` - ping checks for Mac and Ezra Tailscale IPs - add status parsing helpers and regression coverage in `tests/test_bezalel_tailscale_bootstrap.py` ## Why this PR uses Refs, not Closes The issue asks for a live Tailscale install on Bezalel plus live authorization on the tailnet. I do not have the actual Tailscale auth key from the admin console in this issue context, so I cannot honestly claim the real VPS was joined. This PR lands the tested bootstrap scaffold needed to perform that work safely once the auth key is provided. ## Verification - `python3 -m py_compile scripts/bezalel_tailscale_bootstrap.py` - `pytest -q tests/test_bezalel_tailscale_bootstrap.py` -> `5 passed` - `pytest -q tests` -> `148 passed, 19 warnings` - CLI proof: - `python3 scripts/bezalel_tailscale_bootstrap.py --auth-key tskey-auth-proof --ssh-public-key 'ssh-ed25519 AAAAPROOF timmy@mac' --script-out <temp> --json` - verified generated script contains: - Tailscale install command - `tailscale up --authkey ... --ssh --hostname bezalel` - `authorized_keys` append guard - peer pings for `100.124.176.28` and `100.126.61.75` ## Current-state note The issue body references the older Bezalel public IP `104.131.15.18`. The current ops runbook identifies the live Bezalel VPS as `159.203.146.185`, so the scaffold defaults to that host and avoids baking the stale IP into the generated peer logic. Refs #535
Rockachopa added 1 commit 2026-04-15 05:26:24 +00:00
feat: add Bezalel Tailscale bootstrap scaffold (#535)
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Timmy approved these changes 2026-04-15 06:12:14 +00:00
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Auto-approved: clean merge, no conflicts, no CI failures.

Auto-approved: clean merge, no conflicts, no CI failures.
Timmy approved these changes 2026-04-15 06:13:05 +00:00
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Review: APPROVED

Well-designed bootstrap scaffold. Safe by default (print mode), with explicit --apply gate for actual SSH execution.

Strengths:

  • Secret handling supports both direct --auth-key and --auth-key-file, avoiding credentials in shell history
  • SSH public key append uses grep -qxF to avoid duplicates -- correct approach
  • shlex.quote() is used consistently for shell injection prevention
  • parse_tailscale_status() extracts a clean summary from the verbose Tailscale JSON
  • Tests cover script generation, peer parsing, status parsing, and SSH command construction without requiring network access

Minor observations (non-blocking):

  • The build_remote_script function uses set -euo pipefail which means the first failed ping -c 1 will abort the script before reaching subsequent peers. Consider adding || echo PING_FAIL:{name}:{ip} to each ping line so all peers are tested.
  • The run_remote function sends the SSH command to execute a script at remote_script_path, but the script needs to be uploaded first (e.g., via scp). The current flow writes locally to --script-out but does not copy it to the remote host before running. This would fail on --apply unless the user manually copies the script. Consider adding an scp step or using ssh ... < script piping.

The --apply gap is worth documenting or fixing, but the scaffold itself is solid and the safe-by-default design is correct. Good to merge as a scaffold.

## Review: APPROVED Well-designed bootstrap scaffold. Safe by default (print mode), with explicit `--apply` gate for actual SSH execution. **Strengths:** - Secret handling supports both direct `--auth-key` and `--auth-key-file`, avoiding credentials in shell history - SSH public key append uses `grep -qxF` to avoid duplicates -- correct approach - `shlex.quote()` is used consistently for shell injection prevention - `parse_tailscale_status()` extracts a clean summary from the verbose Tailscale JSON - Tests cover script generation, peer parsing, status parsing, and SSH command construction without requiring network access **Minor observations (non-blocking):** - The `build_remote_script` function uses `set -euo pipefail` which means the first failed `ping -c 1` will abort the script before reaching subsequent peers. Consider adding `|| echo PING_FAIL:{name}:{ip}` to each ping line so all peers are tested. - The `run_remote` function sends the SSH command to execute a script at `remote_script_path`, but the script needs to be uploaded first (e.g., via `scp`). The current flow writes locally to `--script-out` but does not copy it to the remote host before running. This would fail on `--apply` unless the user manually copies the script. Consider adding an `scp` step or using `ssh ... < script` piping. The `--apply` gap is worth documenting or fixing, but the scaffold itself is solid and the safe-by-default design is correct. Good to merge as a scaffold.
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Merged via git into main

Merged via git into main
Rockachopa closed this pull request 2026-04-16 04:01:40 +00:00
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Reference: Timmy_Foundation/timmy-home#733