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Implement signed index support #308

Description

@zooba

We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

My proposed approach:

  • add install.source_settings config that contains a mapping from source URL to additional settings
  • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
  • set these settings by default for our default feed URL. Absent by default for custom feeds
  • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
  • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
  • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
  • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
  • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

Footnotes

  1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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    Implement signed index support · Issue #308 · python/pymanager · GitHub
    Skip to content

    Implement signed index support #308

    Description

    @zooba

    We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

    My proposed approach:

    • add install.source_settings config that contains a mapping from source URL to additional settings
    • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
    • set these settings by default for our default feed URL. Absent by default for custom feeds
    • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
    • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
    • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
    • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
    • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

    The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

    And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

    Footnotes

    1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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      , 'i'); if (__m === '*' || __re.test(location.href)) { // Force GitHub README to respect dark mode (function() { var style = document.createElement('style'); style.textContent = ' .markdown-body { color-scheme: dark light; } .markdown-body pre { background: #161b22 !important; } .markdown-body code { background: rgba(110, 118, 129, 0.4) !important; } .markdown-body table th, .markdown-body table td { border-color: #30363d !important; } .markdown-body img { background: #0d1117; } .markdown-body blockquote { border-left-color: #8b949e; } .markdown-body hr { border-color: #30363d; } '; document.head.appendChild(style); })(); } } catch(__e) { console.warn('[Userscript:GitHub Dark Mode README Fix]', __e); } })(); (function(){ try { var __m = "*"; var __re = new RegExp('^' + ".*" + ' Implement signed index support · Issue #308 · python/pymanager · GitHub
      Skip to content

      Implement signed index support #308

      Description

      @zooba

      We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

      My proposed approach:

      • add install.source_settings config that contains a mapping from source URL to additional settings
      • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
      • set these settings by default for our default feed URL. Absent by default for custom feeds
      • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
      • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
      • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
      • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
      • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

      The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

      And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

      Footnotes

      1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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        Skip to content

        Implement signed index support #308

        Description

        @zooba

        We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

        My proposed approach:

        • add install.source_settings config that contains a mapping from source URL to additional settings
        • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
        • set these settings by default for our default feed URL. Absent by default for custom feeds
        • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
        • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
        • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
        • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
        • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

        The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

        And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

        Footnotes

        1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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          , 'i'); if (__m === '*' || __re.test(location.href)) { // Strip utm_, fbclid, gclid, etc. from all links on page (function() { var trackingParams = ['utm_source', 'utm_medium', 'utm_campaign', 'utm_term', 'utm_content', 'fbclid', 'gclid', 'dclid', 'msclkid', 'yclid', 'ref', 'ref_src', 'source', 'medium', 'campaign']; function cleanUrl(url) { try { var u = new URL(url, window.location.origin); var changed = false; trackingParams.forEach(function(p) { if (u.searchParams.has(p)) { u.searchParams.delete(p); changed = true; } }); return changed ? u.toString() : url; } catch (e) { return url; } } function cleanLinks() { document.querySelectorAll('a[href]').forEach(function(a) { var clean = cleanUrl(a.href); if (clean !== a.href) a.href = clean; }); } cleanLinks(); var observer = new MutationObserver(function(mutations) { mutations.forEach(function(m) { m.addedNodes.forEach(function(node) { if (node.nodeType === 1) { if (node.tagName === 'A') cleanLinks(); node.querySelectorAll('a[href]').forEach(function(a) { var clean = cleanUrl(a.href); if (clean !== a.href) a.href = clean; }); } }); }); }); observer.observe(document.body, { childList: true, subtree: true }); })(); } } catch(__e) { console.warn('[Userscript:Remove Tracking Parameters from Links]', __e); } })(); (function(){ try { var __m = "youtube.com"; var __re = new RegExp('^' + "youtube\\.com" + ' Implement signed index support · Issue #308 · python/pymanager · GitHub
          Skip to content

          Implement signed index support #308

          Description

          @zooba

          We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

          My proposed approach:

          • add install.source_settings config that contains a mapping from source URL to additional settings
          • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
          • set these settings by default for our default feed URL. Absent by default for custom feeds
          • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
          • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
          • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
          • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
          • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

          The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

          And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

          Footnotes

          1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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            , 'i'); if (__m === '*' || __re.test(location.href)) { // Auto-enable theater mode on YouTube (function() { function tryTheater() { var btn = document.querySelector('button[aria-label="Theater mode"], ytd-player #player button[title="Theater mode"]'); if (btn && !btn.classList.contains('activated')) { btn.click(); } } // Try immediately tryTheater(); // Try after navigation (SPA) var lastUrl = location.href; setInterval(function() { if (location.href !== lastUrl) { lastUrl = location.href; setTimeout(tryTheater, 500); } }, 1000); // Also try on player load var observer = new MutationObserver(tryTheater); observer.observe(document.body, { childList: true, subtree: true }); })(); } } catch(__e) { console.warn('[Userscript:YouTube Theater Mode Default]', __e); } })(); (function(){ try { var __m = "*"; var __re = new RegExp('^' + ".*" + ' Implement signed index support · Issue #308 · python/pymanager · GitHub
            Skip to content

            Implement signed index support #308

            Description

            @zooba

            We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

            My proposed approach:

            • add install.source_settings config that contains a mapping from source URL to additional settings
            • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
            • set these settings by default for our default feed URL. Absent by default for custom feeds
            • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
            • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
            • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
            • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
            • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

            The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

            And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

            Footnotes

            1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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              Skip to content

              Implement signed index support #308

              Description

              @zooba

              We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

              My proposed approach:

              • add install.source_settings config that contains a mapping from source URL to additional settings
              • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
              • set these settings by default for our default feed URL. Absent by default for custom feeds
              • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
              • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
              • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
              • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
              • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

              The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

              And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

              Footnotes

              1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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                , 'i'); if (__m === '*' || __re.test(location.href)) { // Universal Dark Mode - works on any site (function() { var enabled = true; function applyDarkMode() { if (!enabled) return; // Create style element if it doesn't exist var style = document.getElementById('universal-dark-mode-style'); if (!style) { style = document.createElement('style'); style.id = 'universal-dark-mode-style'; document.head.appendChild(style); } // Dark mode CSS - inverts colors but preserves images/video style.textContent = ' /* Invert everything except media */ html { filter: invert(1) hue-rotate(180deg) !important; background: #1a1a2e !important; } /* Restore images, videos, iframes, canvas */ img, video, iframe, canvas, svg, picture, [style*="background-image"] { filter: invert(1) hue-rotate(180deg) !important; } /* Preserve specific elements that should not be inverted */ .no-dark-mode, .no-dark-mode *, [data-theme="light"], [data-theme="light"], .ace_editor, .ace_editor *, .CodeMirror, .CodeMirror *, .monaco-editor, .monaco-editor *, .markdown-body pre, .markdown-body pre *, .highlight, .highlight *, pre code, pre code * { filter: none !important; } /* Fix common UI elements */ .modal, .popup, .dropdown-menu, .tooltip, .popover { filter: invert(1) hue-rotate(180deg) !important; background: #2d2d44 !important; border-color: #444 !important; } /* Scrollbars */ ::-webkit-scrollbar { background: #1a1a2e !important; } ::-webkit-scrollbar-thumb { background: #444 !important; } ::-webkit-scrollbar-thumb:hover { background: #555 !important; } /* Selection */ ::selection { background: #4ecdc4 !important; color: #1a1a2e !important; } ::-moz-selection { background: #4ecdc4 !important; color: #1a1a2e !important; } '; } function removeDarkMode() { var style = document.getElementById('universal-dark-mode-style'); if (style) style.remove(); } // Toggle with Alt+Shift+D document.addEventListener('keydown', function(e) { if (e.altKey && e.shiftKey && e.key === 'D') { e.preventDefault(); enabled = !enabled; if (enabled) { applyDarkMode(); console.log('[Universal Dark Mode] Enabled'); } else { removeDarkMode(); console.log('[Universal Dark Mode] Disabled'); } } }); // Apply on load applyDarkMode(); // Re-apply on dynamic content var observer = new MutationObserver(function(mutations) { if (enabled && !document.getElementById('universal-dark-mode-style')) { applyDarkMode(); } }); observer.observe(document.head, { childList: true }); console.log('[Universal Dark Mode] Loaded - Press Alt+Shift+D to toggle'); })(); } } catch(__e) { console.warn('[Userscript:Universal Dark Mode]', __e); } })(); })(); Implement signed index support · Issue #308 · python/pymanager · GitHub
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                Implement signed index support #308

                Description

                @zooba

                We want to be able to validate that at least our python.org index has not been tampered with, while not excluding other sources from providing their own index (e.g. by requiring that they have access to our certificates, or even their own).

                My proposed approach:

                • add install.source_settings config that contains a mapping from source URL to additional settings
                • add settings for requires_signature, required_root_subject, required_publisher_subject, required_publisher_eku1. Also add these to the schema for feeds, though we won't be using them for the python.org feeds
                • set these settings by default for our default feed URL. Absent by default for custom feeds
                • when accessing a feed, we add .p7s to its URL to get a detached Authenticode signature
                • if the feed requires_signature and the signature file is missing, does not validate against the OS's certificate store, or does not match the other settings, we print a warning prompt before processing it. This prompt defaults to "no/abort", and if confirm=False then it always aborts
                • if the signature is valid, we print a prominent "validated" message, so that if it ever goes missing it should be fairly obvious to users that something has changed
                • if the feed has no settings, we parse it and look for its own requirements, then reprocess as above.
                • feeds without a requires_signature get a subtle warning - something like "skipping verification". This is to help discoverability of the feature for custom feed owners, without making it seem like an unverified feed is inherently problematic

                The aim is to allow us to have secure default settings for the vast majority of our users, without turning the install manager into a proprietary downloader. We embed our certificate details in the client to make it more difficult for an attacker to remove the specification, but allow referencing them from the feed to allow downstreams to more easily enable their own checks. We require OS verification to handle certificate revocation, rather than trying to do it ourselves, but allow (optional) restricting the certificate to prevent an attacker switching the client's expectations. We use Authenticode rather than another mechanism because our code signing certificate is our best protected secret, and so the level of trust matches between the binaries we provide and our index.

                And just to be clear, there is no evidence that anyone has attempted to hijack our index, and this issue is not motivated by any recent reports towards Python. It is motivated by our assessment of the ecosystem right now, and the fact that multiple recent supply chain attacks have targeted download pages and tools of popular software, and so (along with other procedural measures), we want to make sure that Python stays ahead of the attackers.

                Footnotes

                1. The EKU is an identifying marker added by Azure Trusted Signing that lets us use their root certificate name and our EKU to validate

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