Test Windows Enterprise TLS with Daytona Sandbox

Where this fits

You're building iPolloWork, a desktop app that must respect Windows OS trust stores. A user reports TLS fetch failures behind a corporate proxy. You need to verify your fix works in a real Windows environment, but you don't have a Windows machine. This skill gives you a repeatable Daytona sandbox that simulates an enterprise CA, installs a test certificate, and runs the full repro.

Why agents benefit

• Spins up a disposable Windows sandbox via Daytona, no local Windows needed.
• Installs a fake corporate CA into the machine store, replicating GPO or enterprise cert scenarios.
• Serves both healthy and broken HTTPS control planes to test trust path behavior.
• Installs the actual Windows build and verifies that both the desktop app and spawned runtimes use OS trust.
• Produces evidence with fraimz for screenshots or PR documentation.

Practical scenarios

Validating an enterprise CA fix

You've patched iPolloWork to use the OS certificate store instead of its own. Run this skill to confirm that a self-hosted cert from a fake CA is accepted when installed in the Windows store.

Reproducing a TLS fetch failure

User reports TLS fetch failed on a corporate network. The skill sets up a broken HTTPS endpoint and shows that the app fails correctly, then after your fix, it succeeds.

Generating PR evidence

Need screenshots or a video for your PR? Use fraimz to capture frame-by-frame proof that the app respects the OS trust path, making review easier.

Add it to your agent workflow

Install the skill with:

npx skills add Devin-AXIS/iPolloWork --skill daytona-windows-cert

Then instruct your agent: "Validate the Windows TLS fix using the daytona-windows-cert skill in a Daytona sandbox." The agent will handle the rest—setup, test, and reporting.

Compare before adopting

Before adopting, compare against alternatives like manual Windows VM testing or using daytona-electron-test for non-cert scenarios. Check the skill's maintenance (last commit, issues), the repo's star count (4.4k+), and whether the support scripts are kept current. Ensure the skill matches your workflow: it's specific to iPolloWork, so if you're building a different app, you'll need to adapt.

Why it is worth tracking

This skill is part of the iPolloWork repo, which has 4,484 stars and an active author (Devin-AXIS). The skill is well-documented with support scripts and a doctor tool, indicating a production-grade approach. If you're working on Windows enterprise TLS issues, this skill can save hours of setup time. Keep an eye on it as the repo evolves—new features like GPO cert simulation may be added. For a full list of skills, see https://www.openagentskill.com/skills/devin-axis-daytona-windows-cert.