diff --git a/artifacts/npm-audit.json b/artifacts/npm-audit.json
index dead780f..61b513b8 100644
--- a/artifacts/npm-audit.json
+++ b/artifacts/npm-audit.json
@@ -11,12 +11,12 @@
       "total": 0
     },
     "dependencies": {
-      "prod": 50,
-      "dev": 291,
+      "prod": 121,
+      "dev": 220,
       "optional": 27,
       "peer": 0,
       "peerOptional": 0,
-      "total": 340
+      "total": 341
     }
   }
 }
diff --git a/artifacts/npm-outdated.json b/artifacts/npm-outdated.json
index 4b3da80f..e7b476cb 100644
--- a/artifacts/npm-outdated.json
+++ b/artifacts/npm-outdated.json
@@ -1,10 +1,17 @@
 {
-  "cross-env": {
-    "current": "7.0.3",
-    "wanted": "7.0.3",
-    "latest": "10.1.0",
+  "@playwright/test": {
+    "current": "1.58.0",
+    "wanted": "1.58.1",
+    "latest": "1.58.1",
     "dependent": "app",
-    "location": "/app/node_modules/cross-env"
+    "location": "/app/node_modules/@playwright/test"
+  },
+  "autoprefixer": {
+    "current": "10.4.23",
+    "wanted": "10.4.24",
+    "latest": "10.4.24",
+    "dependent": "app",
+    "location": "/app/node_modules/autoprefixer"
   },
   "esbuild": {
     "current": "0.25.12",
@@ -15,8 +22,8 @@
   },
   "nostr-tools": {
     "current": "2.20.0",
-    "wanted": "2.21.0",
-    "latest": "2.21.0",
+    "wanted": "2.22.1",
+    "latest": "2.22.1",
     "dependent": "app",
     "location": "/app/node_modules/nostr-tools"
   },
@@ -27,6 +34,13 @@
     "dependent": "app",
     "location": "/app/node_modules/pixelmatch"
   },
+  "playwright": {
+    "current": "1.58.0",
+    "wanted": "1.58.1",
+    "latest": "1.58.1",
+    "dependent": "app",
+    "location": "/app/node_modules/playwright"
+  },
   "prettier-plugin-tailwindcss": {
     "current": "0.6.14",
     "wanted": "0.6.14",
@@ -37,7 +51,7 @@
   "stylelint": {
     "current": "16.26.1",
     "wanted": "16.26.1",
-    "latest": "17.0.0",
+    "latest": "17.1.0",
     "dependent": "app",
     "location": "/app/node_modules/stylelint"
   },
diff --git a/issues/upgrade-major-deps.md b/issues/upgrade-major-deps.md
new file mode 100644
index 00000000..18a26240
--- /dev/null
+++ b/issues/upgrade-major-deps.md
@@ -0,0 +1,35 @@
+# Major Dependency Upgrades Needed
+
+The following dependencies have major version upgrades available. These require manual review and potentially migration guides.
+
+## Packages
+
+### tailwindcss
+- **Current:** `3.4.19`
+- **Latest:** `4.1.18`
+- **Notes:** Tailwind v4 is a significant rewrite. Breaking changes expected in configuration and build process.
+
+### stylelint
+- **Current:** `16.26.1`
+- **Latest:** `17.1.0`
+- **Notes:** Check for deprecated rules and config format changes.
+
+### pixelmatch
+- **Current:** `5.3.0`
+- **Latest:** `7.1.0`
+- **Notes:** Used in visual tests. Verify image comparison logic remains compatible.
+
+### esbuild
+- **Current:** `0.25.12`
+- **Latest:** `0.27.2`
+- **Notes:** Check build scripts (`scripts/build-beacon.mjs`) for compatibility.
+
+### prettier-plugin-tailwindcss
+- **Current:** `0.6.14`
+- **Latest:** `0.7.2`
+- **Notes:** Minor version bump but 0.x semantic.
+
+## Action Items
+- [ ] Create individual tasks for each major upgrade.
+- [ ] Review migration guides for each package.
+- [ ] Create branches for each upgrade to isolate regressions.
diff --git a/issues/upgrade-nostr-tools.md b/issues/upgrade-nostr-tools.md
index d57dccbe..726e2f71 100644
--- a/issues/upgrade-nostr-tools.md
+++ b/issues/upgrade-nostr-tools.md
@@ -1,21 +1,15 @@
 # Upgrade nostr-tools
 
-## Status
-- **Current (Package):** `^2.19.4`
-- **Current (Vendor):** `2.17.0` (found in `vendor/nostr-tools.bundle.min.js`)
-- **Latest:** `2.21.0`
+**Package:** `nostr-tools`
+**Current Version:** `2.20.0`
+**Wanted Version:** `2.22.1`
+**Latest Version:** `2.22.1`
 
 ## Details
-`nostr-tools` is a core protocol library.
-There is a discrepancy between `package.json` (2.19.4) and the vendored bundle (2.17.0).
-The latest version 2.21.0 is available.
+This package was identified as a critical dependency (cryptographic/protocol library). Automatic upgrade was skipped.
 
-## Plan
-1. Review changelogs for breaking changes between 2.17.0/2.19.4 and 2.21.0.
-2. Update `package.json` to `2.21.0`.
-3. Update `vendor/nostr-tools.bundle.min.js` to match the new version.
-4. Verify `js/nostr/client.js` and other consumers work correctly.
-5. Run full E2E and Unit tests.
-
-## Guardrails
-- Protocol library: Requires manual review.
+## Action Items
+- [ ] Review changelog for `nostr-tools` between 2.20.0 and 2.22.1.
+- [ ] Verify no breaking changes in NIP implementations.
+- [ ] Test cryptographic functions manually or via specific test suite.
+- [ ] Apply upgrade manually.
diff --git a/package-lock.json b/package-lock.json
index 41d9b1ed..9af5cb8d 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -931,13 +931,13 @@
       }
     },
     "node_modules/@playwright/test": {
-      "version": "1.58.0",
-      "resolved": "https://registry.npmjs.org/@playwright/test/-/test-1.58.0.tgz",
-      "integrity": "sha512-fWza+Lpbj6SkQKCrU6si4iu+fD2dD3gxNHFhUPxsfXBPhnv3rRSQVd0NtBUT9Z/RhF/boCBcuUaMUSTRTopjZg==",
+      "version": "1.58.1",
+      "resolved": "https://registry.npmjs.org/@playwright/test/-/test-1.58.1.tgz",
+      "integrity": "sha512-6LdVIUERWxQMmUSSQi0I53GgCBYgM2RpGngCPY7hSeju+VrKjq3lvs7HpJoPbDiY5QM5EYRtRX5fvrinnMAz3w==",
       "dev": true,
       "license": "Apache-2.0",
       "dependencies": {
-        "playwright": "1.58.0"
+        "playwright": "1.58.1"
       },
       "bin": {
         "playwright": "cli.js"
@@ -1244,9 +1244,9 @@
       }
     },
     "node_modules/autoprefixer": {
-      "version": "10.4.23",
-      "resolved": "https://registry.npmjs.org/autoprefixer/-/autoprefixer-10.4.23.tgz",
-      "integrity": "sha512-YYTXSFulfwytnjAPlw8QHncHJmlvFKtczb8InXaAx9Q0LbfDnfEYDE55omerIJKihhmU61Ft+cAOSzQVaBUmeA==",
+      "version": "10.4.24",
+      "resolved": "https://registry.npmjs.org/autoprefixer/-/autoprefixer-10.4.24.tgz",
+      "integrity": "sha512-uHZg7N9ULTVbutaIsDRoUkoS8/h3bdsmVJYZ5l3wv8Cp/6UIIoRDm90hZ+BwxUj/hGBEzLxdHNSKuFpn8WOyZw==",
       "dev": true,
       "funding": [
         {
@@ -1265,7 +1265,7 @@
       "license": "MIT",
       "dependencies": {
         "browserslist": "^4.28.1",
-        "caniuse-lite": "^1.0.30001760",
+        "caniuse-lite": "^1.0.30001766",
         "fraction.js": "^5.3.4",
         "picocolors": "^1.1.1",
         "postcss-value-parser": "^4.2.0"
@@ -3142,13 +3142,13 @@
       }
     },
     "node_modules/playwright": {
-      "version": "1.58.0",
-      "resolved": "https://registry.npmjs.org/playwright/-/playwright-1.58.0.tgz",
-      "integrity": "sha512-2SVA0sbPktiIY/MCOPX8e86ehA/e+tDNq+e5Y8qjKYti2Z/JG7xnronT/TXTIkKbYGWlCbuucZ6dziEgkoEjQQ==",
+      "version": "1.58.1",
+      "resolved": "https://registry.npmjs.org/playwright/-/playwright-1.58.1.tgz",
+      "integrity": "sha512-+2uTZHxSCcxjvGc5C891LrS1/NlxglGxzrC4seZiVjcYVQfUa87wBL6rTDqzGjuoWNjnBzRqKmF6zRYGMvQUaQ==",
       "dev": true,
       "license": "Apache-2.0",
       "dependencies": {
-        "playwright-core": "1.58.0"
+        "playwright-core": "1.58.1"
       },
       "bin": {
         "playwright": "cli.js"
@@ -3161,9 +3161,9 @@
       }
     },
     "node_modules/playwright-core": {
-      "version": "1.58.0",
-      "resolved": "https://registry.npmjs.org/playwright-core/-/playwright-core-1.58.0.tgz",
-      "integrity": "sha512-aaoB1RWrdNi3//rOeKuMiS65UCcgOVljU46At6eFcOFPFHWtd2weHRRow6z/n+Lec0Lvu0k9ZPKJSjPugikirw==",
+      "version": "1.58.1",
+      "resolved": "https://registry.npmjs.org/playwright-core/-/playwright-core-1.58.1.tgz",
+      "integrity": "sha512-bcWzOaTxcW+VOOGBCQgnaKToLJ65d6AqfLVKEWvexyS3AS6rbXl+xdpYRMGSRBClPvyj44njOWoxjNdL/H9UNg==",
       "dev": true,
       "license": "Apache-2.0",
       "bin": {