diff --git a/extensions/typescript-language-features/src/typescriptServiceClient.ts b/extensions/typescript-language-features/src/typescriptServiceClient.ts
index 2c162cfe615..a1f06a3dd65 100644
--- a/extensions/typescript-language-features/src/typescriptServiceClient.ts
+++ b/extensions/typescript-language-features/src/typescriptServiceClient.ts
@@ -903,9 +903,14 @@ export default class TypeScriptServiceClient extends Disposable implements IType
 
 		if (command === 'updateOpen') {
 			// If update open has completed, consider that the project has loaded
-			Promise.all(executions).then(() => {
+			const updateOpenTask = Promise.all(executions).then(() => {
 				this.loadingIndicator.reset();
 			});
+
+			const updateOpenArgs = (args as Proto.UpdateOpenRequestArgs);
+			if (updateOpenArgs.openFiles?.length === 1) {
+				this.loadingIndicator.startedLoadingFile(updateOpenArgs.openFiles[0].file, updateOpenTask);
+			}
 		}
 
 		return executions[0]!;
@@ -1322,7 +1327,7 @@ function getDiagnosticsKind(event: Proto.Event) {
 
 class ServerInitializingIndicator extends Disposable {
 
-	private _task?: { project: string | undefined; resolve: () => void };
+	private _task?: { project: string; resolve: () => void };
 
 	public reset(): void {
 		if (this._task) {
@@ -1334,20 +1339,30 @@ class ServerInitializingIndicator extends Disposable {
 	/**
 	 * Signal that a project has started loading.
 	 */
-	public startedLoadingProject(projectName: string | undefined): void {
+	public startedLoadingProject(projectName: string): void {
 		// TS projects are loaded sequentially. Cancel existing task because it should always be resolved before
 		// the incoming project loading task is.
 		this.reset();
 
+		const projectDisplayName = vscode.workspace.asRelativePath(projectName);
 		vscode.window.withProgress({
 			location: vscode.ProgressLocation.Window,
-			title: vscode.l10n.t("Initializing JS/TS language features"),
+			title: vscode.l10n.t("Initializing project '{0}'", projectDisplayName),
 		}, () => new Promise<void>(resolve => {
 			this._task = { project: projectName, resolve };
 		}));
 	}
 
-	public finishedLoadingProject(projectName: string | undefined): void {
+	public startedLoadingFile(fileName: string, task: Promise<unknown>): void {
+		if (!this._task) {
+			vscode.window.withProgress({
+				location: vscode.ProgressLocation.Window,
+				title: vscode.l10n.t("Analyzing '{0}' and its dependencies", path.basename(fileName)),
+			}, () => task);
+		}
+	}
+
+	public finishedLoadingProject(projectName: string): void {
 		if (this._task && this._task.project === projectName) {
 			this._task.resolve();
 			this._task = undefined;