Configure proxy settings

Configure proxy settings in Linux — with the four heights of help laid out: do it now, make it easier for the next person to accept, work out the right move when you are stuck, and learn the pattern so it stops coming back.

4prompt heights
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The four heights

The same task, four distances: today's deadline, the next reviewer, the stuck moment, the pattern.

Execute — do the immediate task

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Configure the corporate proxy so developers on the dev VLAN can access external package registries…
Configure the corporate proxy so developers on the dev VLAN can access external package registries while blocking known malicious domains. Allow outbound HTTPS to registry.company.com, pypi.org, npmjs.org, and docker.io; deny direct outbound connections to IP ranges used for known malware feeds. Apply the proxy exception for build-server-2 and ci-runner-01. Verify by fetching a package from pypi and pulling an image from docker.io through the proxy, and record the success logs.

Improve — make it easier to accept

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Before I show this proxy configuration to the security committee, make it easy for them to approve:…
Before I show this proxy configuration to the security committee, make it easy for them to approve: surface the list of allowed registries at the top, make the exception list obvious, highlight any developer workflows that will break (local docker pull, apt-get on laptops), and point out what audit logs will be produced. Call out the fallback plan for teams that need temporary exceptions and recommend how long they should be timeboxed.

Decide — diagnose the stuck moment

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I flipped the proxy onto the dev VLAN and now several CI pipelines fail when pulling base images,…

I enabled the proxy and developers report CI failures pulling images.

I flipped the proxy onto the dev VLAN and now several CI pipelines fail when pulling base images, but local web browsing works. I don’t know if this is a DNS interception issue, a missing HTTPS CONNECT allow rule, or blocked registry IP ranges. The build queue is backing up and engineers are blocked. What is the most likely diagnosis and the fastest, low-risk fix to get pipelines moving while we debug?

Become — change the pattern

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Over the past year we’ve granted many temporary proxy exceptions for teams and then never cleaned…

We keep adding one-off proxy exceptions that become permanent.

Over the past year we’ve granted many temporary proxy exceptions for teams and then never cleaned them up; our rule set is cluttered and auditing is difficult. I want a habit to prevent this from recurring. Should we require expiration dates on exceptions, a quarterly cleanup review, or a service catalog approval step? Recommend one primary habit to adopt and one immediate metric to show improvement.

Next to this one

Other operating system work people do in Linux.

Every task here came from the work, not from a feature list — which is why the prompts name what you want done and never the button that does it. The tool changes; the work does not.
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The rest of the map

Same library, five ways in.