diff --git a/vscode/src/client.ts b/vscode/src/client.ts
index 5779dbc1a..665ec7231 100644
--- a/vscode/src/client.ts
+++ b/vscode/src/client.ts
@@ -23,7 +23,12 @@ import {
   State,
 } from "vscode-languageclient/node";
 
-import { LSP_NAME, ClientInterface, Addon } from "./common";
+import {
+  LSP_NAME,
+  ClientInterface,
+  Addon,
+  SUPPORTED_LANGUAGE_IDS,
+} from "./common";
 import { Ruby } from "./ruby";
 import { WorkspaceChannel } from "./workspaceChannel";
 
@@ -114,30 +119,21 @@ function collectClientOptions(
   const enabledFeatures = Object.keys(features).filter((key) => features[key]);
 
   const fsPath = workspaceFolder.uri.fsPath.replace(/\/$/, "");
-  const documentSelector: DocumentSelector = [
-    {
-      language: "ruby",
-      pattern: `${fsPath}/**/*`,
-    },
-    {
-      language: "erb",
-      pattern: `${fsPath}/**/*`,
+  const documentSelector: DocumentSelector = SUPPORTED_LANGUAGE_IDS.map(
+    (language) => {
+      return { language, pattern: `${fsPath}/**/*` };
     },
-  ];
+  );
 
   // Only the first language server we spawn should handle unsaved files, otherwise requests will be duplicated across
   // all workspaces
   if (isMainWorkspace) {
-    documentSelector.push(
-      {
-        language: "ruby",
-        scheme: "untitled",
-      },
-      {
-        language: "erb",
+    SUPPORTED_LANGUAGE_IDS.forEach((language) => {
+      documentSelector.push({
+        language,
         scheme: "untitled",
-      },
-    );
+      });
+    });
   }
 
   // For each workspace, the language client is responsible for handling requests for:
diff --git a/vscode/src/common.ts b/vscode/src/common.ts
index 8af0332b8..48b76768d 100644
--- a/vscode/src/common.ts
+++ b/vscode/src/common.ts
@@ -63,6 +63,7 @@ export const LSP_NAME = "Ruby LSP";
 export const LOG_CHANNEL = vscode.window.createOutputChannel(LSP_NAME, {
   log: true,
 });
+export const SUPPORTED_LANGUAGE_IDS = ["ruby", "erb"];
 
 // Creates a debounced version of a function with the specified delay. If the function is invoked before the delay runs
 // out, then the previous invocation of the function gets cancelled and a new one is scheduled.
diff --git a/vscode/src/rubyLsp.ts b/vscode/src/rubyLsp.ts
index ad9a75a55..c53d3fa28 100644
--- a/vscode/src/rubyLsp.ts
+++ b/vscode/src/rubyLsp.ts
@@ -3,7 +3,12 @@ import { Range } from "vscode-languageclient/node";
 
 import DocumentProvider from "./documentProvider";
 import { Workspace } from "./workspace";
-import { Command, LOG_CHANNEL, STATUS_EMITTER } from "./common";
+import {
+  Command,
+  LOG_CHANNEL,
+  STATUS_EMITTER,
+  SUPPORTED_LANGUAGE_IDS,
+} from "./common";
 import { ManagerIdentifier, ManagerConfiguration } from "./ruby";
 import { StatusItems } from "./status";
 import { TestController } from "./testController";
@@ -61,7 +66,7 @@ export class RubyLsp {
       }),
       // Lazily activate workspaces that do not contain a lockfile
       vscode.workspace.onDidOpenTextDocument(async (document) => {
-        if (document.languageId !== "ruby") {
+        if (!SUPPORTED_LANGUAGE_IDS.includes(document.languageId)) {
           return;
         }
 
@@ -98,6 +103,23 @@ export class RubyLsp {
       await this.activateWorkspace(firstWorkspace, true);
     }
 
+    // If the user has the editor already opened on a Ruby file and that file does not belong to the first workspace,
+    // eagerly activate the workspace for that file too
+    const activeDocument = vscode.window.activeTextEditor?.document;
+
+    if (
+      activeDocument &&
+      SUPPORTED_LANGUAGE_IDS.includes(activeDocument.languageId)
+    ) {
+      const workspaceFolder = vscode.workspace.getWorkspaceFolder(
+        activeDocument.uri,
+      );
+
+      if (workspaceFolder && workspaceFolder !== firstWorkspace) {
+        await this.activateWorkspace(workspaceFolder, true);
+      }
+    }
+
     this.context.subscriptions.push(
       vscode.workspace.registerTextDocumentContentProvider(
         "ruby-lsp",
diff --git a/vscode/src/status.ts b/vscode/src/status.ts
index 0e9fea69b..28f7e3c94 100644
--- a/vscode/src/status.ts
+++ b/vscode/src/status.ts
@@ -1,7 +1,12 @@
 import * as vscode from "vscode";
 import { State } from "vscode-languageclient";
 
-import { Command, STATUS_EMITTER, WorkspaceInterface } from "./common";
+import {
+  Command,
+  STATUS_EMITTER,
+  WorkspaceInterface,
+  SUPPORTED_LANGUAGE_IDS,
+} from "./common";
 
 const STOPPED_SERVER_OPTIONS = [
   { label: "Ruby LSP: Start", description: Command.Start },
@@ -17,10 +22,11 @@ export abstract class StatusItem {
   public item: vscode.LanguageStatusItem;
 
   constructor(id: string) {
-    this.item = vscode.languages.createLanguageStatusItem(id, {
-      scheme: "file",
-      language: "ruby",
-    });
+    const documentSelector = SUPPORTED_LANGUAGE_IDS.map((language) => ({
+      language,
+    }));
+
+    this.item = vscode.languages.createLanguageStatusItem(id, documentSelector);
   }
 
   abstract refresh(workspace: WorkspaceInterface): void;