diff --git a/vscode/package.json b/vscode/package.json
index 21a7dfbb6..c4803d22f 100644
--- a/vscode/package.json
+++ b/vscode/package.json
@@ -140,6 +140,11 @@
         "title": "Ruby file operations",
         "category": "Ruby LSP",
         "icon": "$(ruby)"
+      },
+      {
+        "command": "rubyLsp.collectRubyLspInfo",
+        "title": "Collect Ruby LSP Information for Issue Reporting",
+        "category": "Ruby LSP"
       }
     ],
     "configuration": {
diff --git a/vscode/src/common.ts b/vscode/src/common.ts
index 9a868a135..ab6434592 100644
--- a/vscode/src/common.ts
+++ b/vscode/src/common.ts
@@ -26,6 +26,7 @@ export enum Command {
   RailsGenerate = "rubyLsp.railsGenerate",
   RailsDestroy = "rubyLsp.railsDestroy",
   NewMinitestFile = "rubyLsp.newMinitestFile",
+  CollectRubyLspInfo = "rubyLsp.collectRubyLspInfo",
 }
 
 export interface RubyInterface {
diff --git a/vscode/src/infoCollector.ts b/vscode/src/infoCollector.ts
new file mode 100644
index 000000000..4198a79e8
--- /dev/null
+++ b/vscode/src/infoCollector.ts
@@ -0,0 +1,173 @@
+import * as vscode from "vscode";
+
+import { Workspace } from "./workspace";
+
+export async function collectRubyLspInfo(workspace: Workspace | undefined) {
+  if (!workspace) {
+    await vscode.window.showErrorMessage("No active Ruby workspace found.");
+    return;
+  }
+
+  const lspInfo = await gatherLspInfo(workspace);
+  const panel = vscode.window.createWebviewPanel(
+    "rubyLspInfo",
+    "Ruby LSP Information",
+    vscode.ViewColumn.One,
+    { enableScripts: true },
+  );
+
+  panel.webview.html = generateRubyLspInfoReport(lspInfo);
+}
+
+async function gatherLspInfo(
+  workspace: Workspace,
+): Promise<Record<string, string | string[] | Record<string, unknown>>> {
+  const vscodeVersion = vscode.version;
+  const rubyLspExtension = vscode.extensions.getExtension("Shopify.ruby-lsp")!;
+  const rubyLspExtensionVersion = rubyLspExtension.packageJSON.version;
+  const rubyLspVersion = workspace.lspClient?.serverVersion ?? "Unknown";
+  const rubyLspAddons =
+    workspace.lspClient?.addons?.map((addon) => addon.name) ?? [];
+  const extensions = await getPublicExtensions();
+
+  // Fetch rubyLsp settings
+  const workspaceSettings = vscode.workspace.getConfiguration(
+    "rubyLsp",
+    workspace.workspaceFolder,
+  );
+  const userSettings = vscode.workspace.getConfiguration("rubyLsp");
+
+  // Get only the workspace-specific settings
+  const workspaceSpecificSettings: Record<string, unknown> = {};
+  for (const key of Object.keys(workspaceSettings)) {
+    if (workspaceSettings.inspect(key)?.workspaceValue !== undefined) {
+      workspaceSpecificSettings[key] = workspaceSettings.get(key);
+    }
+  }
+
+  return {
+    /* eslint-disable @typescript-eslint/naming-convention */
+    "VS Code Version": vscodeVersion,
+    "Ruby LSP Extension Version": rubyLspExtensionVersion,
+    "Ruby LSP Server Version": rubyLspVersion,
+    "Ruby LSP Addons": rubyLspAddons,
+    "Ruby Version": workspace.ruby.rubyVersion ?? "Unknown",
+    "Ruby Version Manager": workspace.ruby.versionManager.identifier,
+    "Installed Extensions": extensions,
+    "Ruby LSP Settings": {
+      Workspace: workspaceSpecificSettings,
+      User: userSettings,
+    },
+    /* eslint-enable @typescript-eslint/naming-convention */
+  };
+}
+
+async function getPublicExtensions(): Promise<string[]> {
+  return vscode.extensions.all
+    .filter((ext) => {
+      // Filter out built-in extensions
+      if (ext.packageJSON.isBuiltin) {
+        return false;
+      }
+
+      // Assume if an extension doesn't have a license, it's private and should not be listed
+      if (
+        ext.packageJSON.license === "UNLICENSED" ||
+        !ext.packageJSON.license
+      ) {
+        return false;
+      }
+
+      return true;
+    })
+    .map((ext) => `${ext.packageJSON.name} (${ext.packageJSON.version})`);
+}
+
+function generateRubyLspInfoReport(
+  info: Record<string, string | string[] | Record<string, unknown>>,
+): string {
+  let markdown = "\n### Ruby LSP Information\n\n";
+
+  for (const [key, value] of Object.entries(info)) {
+    markdown += `#### ${key}\n\n`;
+    if (Array.isArray(value)) {
+      if (key === "Installed Extensions") {
+        markdown +=
+          "&lt;details&gt;\n&lt;summary&gt;Click to expand&lt;/summary&gt;\n\n";
+        markdown += `${value.map((val) => `- ${val}`).join("\n")}\n`;
+        markdown += "&lt;/details&gt;\n";
+      } else {
+        markdown += `${value.map((val) => `- ${val}`).join("\n")}\n`;
+      }
+    } else if (typeof value === "object" && value !== null) {
+      markdown +=
+        "&lt;details&gt;\n&lt;summary&gt;Click to expand&lt;/summary&gt;\n\n";
+      for (const [subKey, subValue] of Object.entries(value)) {
+        markdown += `##### ${subKey}\n\n`;
+        markdown += `\`\`\`json\n${JSON.stringify(subValue, null, 2)}\n\`\`\`\n\n`;
+      }
+      markdown += "&lt;/details&gt;\n";
+    } else {
+      markdown += `${value}\n`;
+    }
+    markdown += "\n";
+  }
+
+  const html = `
+    <!DOCTYPE html>
+    <html lang="en">
+    <head>
+      <meta charset="UTF-8">
+      <meta name="viewport" content="width=device-width, initial-scale=1.0">
+      <title>Ruby LSP Information</title>
+      <style>
+        body { font-family: var(--vscode-font-family); padding: 20px; }
+        h1, h2, h3, p, li { color: var(--vscode-editor-foreground); }
+        pre {
+          background-color: var(--vscode-textBlockQuote-background);
+          padding: 16px;
+          overflow-x: auto;
+          position: relative;
+        }
+        code { font-family: var(--vscode-editor-font-family); }
+        #copyButton {
+          position: absolute;
+          top: 5px;
+          right: 5px;
+          background-color: var(--vscode-button-background);
+          color: var(--vscode-button-foreground);
+          border: none;
+          padding: 5px 10px;
+          cursor: pointer;
+        }
+        #copyButton:hover { background-color: var(--vscode-button-hoverBackground); }
+      </style>
+    </head>
+    <body>
+      <h1>Ruby LSP Information</h1>
+      <p>Please copy the content below and paste it into the issue you're opening:</p>
+      <pre><button id="copyButton">Copy</button><code id="diagnosticContent">${markdown}</code></pre>
+      <script>
+        const copyButton = document.getElementById('copyButton');
+        const diagnosticContent = document.getElementById('diagnosticContent');
+
+        copyButton.addEventListener('click', () => {
+          const range = document.createRange();
+          range.selectNode(diagnosticContent);
+          window.getSelection().removeAllRanges();
+          window.getSelection().addRange(range);
+          document.execCommand('copy');
+          window.getSelection().removeAllRanges();
+
+          copyButton.textContent = 'Copied!';
+          setTimeout(() => {
+            copyButton.textContent = 'Copy';
+          }, 2000);
+        });
+      </script>
+    </body>
+    </html>
+  `;
+
+  return html;
+}
diff --git a/vscode/src/rubyLsp.ts b/vscode/src/rubyLsp.ts
index 148fa14a2..f83e6583f 100644
--- a/vscode/src/rubyLsp.ts
+++ b/vscode/src/rubyLsp.ts
@@ -17,6 +17,7 @@ import { Debugger } from "./debugger";
 import { DependenciesTree } from "./dependenciesTree";
 import { Rails } from "./rails";
 import { ChatAgent } from "./chatAgent";
+import { collectRubyLspInfo } from "./infoCollector";
 
 // The RubyLsp class represents an instance of the entire extension. This should only be instantiated once at the
 // activation event. One instance of this class controls all of the existing workspaces, telemetry and handles all
@@ -570,6 +571,10 @@ export class RubyLsp {
         await vscode.commands.executeCommand(pick.command, ...pick.args);
       }),
       vscode.commands.registerCommand(Command.NewMinitestFile, newMinitestFile),
+      vscode.commands.registerCommand(Command.CollectRubyLspInfo, async () => {
+        const workspace = await this.showWorkspacePick();
+        await collectRubyLspInfo(workspace);
+      }),
     );
   }