diff --git a/plugins/gptscript/install-guidance.json b/plugins/gptscript/install-guidance.json
new file mode 100644
index 000000000..c639d3c26
--- /dev/null
+++ b/plugins/gptscript/install-guidance.json
@@ -0,0 +1,6 @@
+{
+  "plugin": "gptscript",
+  "binary": "gptscript",
+  "check": "which gptscript",
+  "install_steps": ["brew install gptscript", "curl -fsSL https://get.gptscript.ai/install.sh | sh"]
+}
diff --git a/plugins/gptscript/meta.json b/plugins/gptscript/meta.json
new file mode 100644
index 000000000..0597f992b
--- /dev/null
+++ b/plugins/gptscript/meta.json
@@ -0,0 +1,5 @@
+{
+  "description": "gptscript — natural language programming framework for AI workflows",
+  "tags": ["gptscript", "ai", "llm", "scripting", "automation"],
+  "has_learn": false
+}
diff --git a/plugins/gptscript/plugin.json b/plugins/gptscript/plugin.json
new file mode 100644
index 000000000..b5ecf226c
--- /dev/null
+++ b/plugins/gptscript/plugin.json
@@ -0,0 +1,31 @@
+{
+  "name": "gptscript",
+  "version": "0.1.0",
+  "description": "gptscript — natural language programming framework for AI workflows",
+  "source": "https://github.com/gptscript-ai/gptscript",
+  "checks": [
+    { "type": "binary", "name": "gptscript" }
+  ],
+  "install_guidance": {
+    "plugin": "gptscript",
+    "binary": "gptscript",
+    "check": "which gptscript",
+    "install_steps": ["brew install gptscript", "curl -fsSL https://get.gptscript.ai/install.sh | sh"],
+    "note": "Cross-platform. Available via Homebrew, direct script, or GitHub releases."
+  },
+  "commands": [
+    {
+      "namespace": "gptscript",
+      "resource": "_",
+      "action": "_",
+      "description": "Passthrough to gptscript CLI",
+      "adapter": "process",
+      "adapterConfig": {
+        "command": "gptscript",
+        "passthrough": true,
+        "missingDependencyHelp": "Install gptscript: brew install gptscript"
+      },
+      "args": []
+    }
+  ]
+}
diff --git a/plugins/ollama/install-guidance.json b/plugins/ollama/install-guidance.json
new file mode 100644
index 000000000..dfec67d5f
--- /dev/null
+++ b/plugins/ollama/install-guidance.json
@@ -0,0 +1,6 @@
+{
+  "plugin": "ollama",
+  "binary": "ollama",
+  "check": "which ollama",
+  "install_steps": ["curl -fsSL https://ollama.com/install.sh | sh"]
+}
diff --git a/plugins/ollama/meta.json b/plugins/ollama/meta.json
new file mode 100644
index 000000000..32b279bdd
--- /dev/null
+++ b/plugins/ollama/meta.json
@@ -0,0 +1,5 @@
+{
+  "description": "ollama — run large language models locally with a simple CLI",
+  "tags": ["ollama", "ai", "llm", "machine-learning", "cli"],
+  "has_learn": false
+}
diff --git a/plugins/ollama/plugin.json b/plugins/ollama/plugin.json
new file mode 100644
index 000000000..1bb3ab7c8
--- /dev/null
+++ b/plugins/ollama/plugin.json
@@ -0,0 +1,31 @@
+{
+  "name": "ollama",
+  "version": "0.1.0",
+  "description": "ollama — run large language models locally with a simple CLI",
+  "source": "https://github.com/ollama/ollama",
+  "checks": [
+    { "type": "binary", "name": "ollama" }
+  ],
+  "install_guidance": {
+    "plugin": "ollama",
+    "binary": "ollama",
+    "check": "which ollama",
+    "install_steps": ["curl -fsSL https://ollama.com/install.sh | sh"],
+    "note": "System utility. Supports Linux, macOS, and Windows (WSL2)."
+  },
+  "commands": [
+    {
+      "namespace": "ollama",
+      "resource": "_",
+      "action": "_",
+      "description": "Passthrough to ollama CLI",
+      "adapter": "process",
+      "adapterConfig": {
+        "command": "ollama",
+        "passthrough": true,
+        "missingDependencyHelp": "Install ollama: curl -fsSL https://ollama.com/install.sh | sh"
+      },
+      "args": []
+    }
+  ]
+}
diff --git a/plugins/pagefind/install-guidance.json b/plugins/pagefind/install-guidance.json
new file mode 100644
index 000000000..e22c87c50
--- /dev/null
+++ b/plugins/pagefind/install-guidance.json
@@ -0,0 +1,6 @@
+{
+  "plugin": "pagefind",
+  "binary": "pagefind",
+  "check": "which pagefind",
+  "install_steps": ["npm install -g pagefind"]
+}
diff --git a/plugins/pagefind/meta.json b/plugins/pagefind/meta.json
new file mode 100644
index 000000000..9905caf10
--- /dev/null
+++ b/plugins/pagefind/meta.json
@@ -0,0 +1,5 @@
+{
+  "description": "pagefind — static site search indexer with zero-config setup",
+  "tags": ["pagefind", "search", "static-site", "jamstack", "documentation"],
+  "has_learn": false
+}
diff --git a/plugins/pagefind/plugin.json b/plugins/pagefind/plugin.json
new file mode 100644
index 000000000..90941d48b
--- /dev/null
+++ b/plugins/pagefind/plugin.json
@@ -0,0 +1,31 @@
+{
+  "name": "pagefind",
+  "version": "0.1.0",
+  "description": "pagefind — static site search indexer with zero-config setup",
+  "source": "https://github.com/CloudCannon/pagefind",
+  "checks": [
+    { "type": "binary", "name": "pagefind" }
+  ],
+  "install_guidance": {
+    "plugin": "pagefind",
+    "binary": "pagefind",
+    "check": "which pagefind",
+    "install_steps": ["npm install -g pagefind"],
+    "note": "Node.js tool. Requires Node.js 18+."
+  },
+  "commands": [
+    {
+      "namespace": "pagefind",
+      "resource": "_",
+      "action": "_",
+      "description": "Passthrough to pagefind CLI",
+      "adapter": "process",
+      "adapterConfig": {
+        "command": "pagefind",
+        "passthrough": true,
+        "missingDependencyHelp": "Install pagefind: npm install -g pagefind"
+      },
+      "args": []
+    }
+  ]
+}
diff --git a/plugins/staticrypt/install-guidance.json b/plugins/staticrypt/install-guidance.json
new file mode 100644
index 000000000..e657b5cea
--- /dev/null
+++ b/plugins/staticrypt/install-guidance.json
@@ -0,0 +1,6 @@
+{
+  "plugin": "staticrypt",
+  "binary": "staticrypt",
+  "check": "which staticrypt",
+  "install_steps": ["npm install -g staticrypt"]
+}
diff --git a/plugins/staticrypt/meta.json b/plugins/staticrypt/meta.json
new file mode 100644
index 000000000..8dd47f27e
--- /dev/null
+++ b/plugins/staticrypt/meta.json
@@ -0,0 +1,5 @@
+{
+  "description": "staticrypt — password-protect static HTML pages with encryption",
+  "tags": ["staticrypt", "encryption", "static-site", "security", "cli"],
+  "has_learn": false
+}
diff --git a/plugins/staticrypt/plugin.json b/plugins/staticrypt/plugin.json
new file mode 100644
index 000000000..47a22e3ea
--- /dev/null
+++ b/plugins/staticrypt/plugin.json
@@ -0,0 +1,31 @@
+{
+  "name": "staticrypt",
+  "version": "0.1.0",
+  "description": "staticrypt — password-protect static HTML pages with encryption",
+  "source": "https://github.com/robinmoisson/staticrypt",
+  "checks": [
+    { "type": "binary", "name": "staticrypt" }
+  ],
+  "install_guidance": {
+    "plugin": "staticrypt",
+    "binary": "staticrypt",
+    "check": "which staticrypt",
+    "install_steps": ["npm install -g staticrypt"],
+    "note": "Node.js tool. Requires Node.js 14+."
+  },
+  "commands": [
+    {
+      "namespace": "staticrypt",
+      "resource": "_",
+      "action": "_",
+      "description": "Passthrough to staticrypt CLI",
+      "adapter": "process",
+      "adapterConfig": {
+        "command": "staticrypt",
+        "passthrough": true,
+        "missingDependencyHelp": "Install staticrypt: npm install -g staticrypt"
+      },
+      "args": []
+    }
+  ]
+}