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Pitfall_21_SSL_(4).md

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harbor.ps1:

$venvPython = Join-Path $PSScriptRoot ".venv\Scripts\python.exe"
$argString = ($args | ForEach-Object { "'$_'" }) -join ", "
& $venvPython -c "from harbor.cli.main import app; import sys; sys.argv = ['harbor'] + [$argString]; app()"
.\harbor.ps1 tasks check --model openai/gpt-5.2 tasks/crew-shoot-travel-plan

Why We Need harbor.ps1 on Windows

The Problem

Running harbor directly — even with the venv activated — fails:

(skillsbench) PS> harbor tasks check --model openai/gpt-5.2 tasks/crew-shoot-travel-plan
ResourceUnavailable: Program 'harbor.exe' failed to run: Access is denied.

uv run harbor also fails with the same error:

(skillsbench) PS> uv run harbor tasks check .\tasks\crew-shoot-travel-plan\
error: Failed to spawn: `harbor`
  Caused by: Access is denied. (os error 5)

Root Cause: Corporate Endpoint Protection Blocks Unsigned .exe Files

What happens when you uv sync

When uv sync (or pip install) installs a Python package that has a CLI entry point, it creates a small launcher .exe in .venv\Scripts\. For harbor, this is .venv\Scripts\harbor.exe.

This launcher is:

  • ~47KB — a generic Python script launcher (not the actual harbor code)
  • Unsigned — no digital signature from a trusted publisher
  • Created locally on disk by the install process

Its only job is to find the venv's Python and run harbor's entry point (harbor.cli.main:app). It's essentially a tiny C program that does what harbor.ps1 does.

What corporate security sees

Corporate endpoint protection software (CrowdStrike, Carbon Black, Symantec, etc.) monitors executable launches. When harbor.exe tries to run, it sees:

  1. An unsigned executable (no digital signature from a trusted publisher)
  2. Located in a user directory (not C:\Program Files\)
  3. That just appeared on disk (created by pip/uv, not installed by IT)

This triggers the security policy: block execution. The software doesn't just prevent running — it even blocks reading the file bytes and checking its signature. Full lockdown.

Evidence

# Can't run it
cmd /c "harbor.exe --help"
# Access is denied.

# Can't even read it from Python
subprocess.run(['harbor.exe', '--help'])
# PermissionError: [WinError 5] Access is denied

# Can't check its digital signature
Get-AuthenticodeSignature harbor.exe
# Access to the path is denied.

# Can't read its bytes
[System.IO.File]::ReadAllBytes("harbor.exe")
# Access to the path is denied.

Why harbor.ps1 Works

# harbor.ps1 (3 lines)
$venvPython = Join-Path $PSScriptRoot ".venv\Scripts\python.exe"
$argString = ($args | ForEach-Object { "'$_'" }) -join ", "
& $venvPython -c "from harbor.cli.main import app; import sys; sys.argv = ['harbor'] + [$argString]; app()"

It bypasses the blocked .exe entirely:

Component Blocked? Why
harbor.exe ❌ Blocked Unsigned, in user directory
harbor.ps1 ✅ Allowed Not an executable — it's a text file interpreted by powershell.exe
powershell.exe ✅ Allowed Signed by Microsoft, in system directory
.venv\Scripts\python.exe ✅ Allowed Signed by Python Software Foundation

The .ps1 script calls python.exe (signed, trusted) and tells it to import harbor's code directly as a Python module. No unsigned .exe involved.


Why This Isn't Needed on macOS

On macOS, the same uv sync creates .venv/bin/harbor — but this is a Python script, not a compiled binary:

#!/path/to/.venv/bin/python
# -*- coding: utf-8 -*-
from harbor.cli.main import app
app()

macOS runs this via the shebang (#!) — it calls the venv's Python interpreter to execute the script. There's no unsigned executable to block. Corporate security on Mac (if present) typically doesn't block interpreted scripts the same way Windows endpoint protection blocks .exe files.


Alternatives That Don't Work

Approach Result Why
Activate venv + harbor ❌ Access denied Still calls harbor.exe
uv run harbor ❌ Access denied uv also tries to spawn harbor.exe
.\.venv\Scripts\harbor.exe ❌ Access denied Same blocked .exe

Alternatives That Would Work (But Aren't Practical)

Approach Feasibility
Ask IT to whitelist the path Possible but slow (days/weeks)
Ask IT to whitelist Python launcher .exe files Same — slow corporate process
Sign harbor.exe with a trusted certificate Requires a code signing cert ($200+/year)

Summary

The corporate security stack blocks harbor.exe because it's an unsigned executable in a user directory. harbor.ps1 does the exact same thing but avoids the block by calling signed python.exe directly and importing harbor as a Python module. It's not a hack — it's the correct workaround for corporate-locked Windows machines.