diff --git a/src/vs/platform/terminal/common/capabilities/capabilities.ts b/src/vs/platform/terminal/common/capabilities/capabilities.ts
index 8301b35a1b3..e2e9f8bab98 100644
--- a/src/vs/platform/terminal/common/capabilities/capabilities.ts
+++ b/src/vs/platform/terminal/common/capabilities/capabilities.ts
@@ -146,6 +146,11 @@ export interface ICommandDetectionCapability {
 	readonly executingCommandObject: ITerminalCommand | undefined;
 	/** The current cwd at the cursor's position. */
 	readonly cwd: string | undefined;
+	/**
+	 * Whether a command is currently being input. If the a command is current not being input or
+	 * the state cannot reliably be detected the fallback of undefined will be used.
+	 */
+	readonly hasInput: boolean | undefined;
 	readonly onCommandStarted: Event<ITerminalCommand>;
 	readonly onCommandFinished: Event<ITerminalCommand>;
 	readonly onCommandInvalidated: Event<ITerminalCommand[]>;
diff --git a/src/vs/platform/terminal/common/capabilities/commandDetectionCapability.ts b/src/vs/platform/terminal/common/capabilities/commandDetectionCapability.ts
index 5bcc9a3e690..1d268538a0a 100644
--- a/src/vs/platform/terminal/common/capabilities/commandDetectionCapability.ts
+++ b/src/vs/platform/terminal/common/capabilities/commandDetectionCapability.ts
@@ -72,6 +72,23 @@ export class CommandDetectionCapability implements ICommandDetectionCapability {
 		return undefined;
 	}
 	get cwd(): string | undefined { return this._cwd; }
+	private get _isInputting(): boolean {
+		return !!(this._currentCommand.commandStartMarker && !this._currentCommand.commandExecutedMarker);
+	}
+
+	get hasInput(): boolean | undefined {
+		if (!this._isInputting || !this._currentCommand?.commandStartMarker) {
+			return undefined;
+		}
+		if (this._terminal.buffer.active.baseY + this._terminal.buffer.active.cursorY === this._currentCommand.commandStartMarker?.line) {
+			const line = this._terminal.buffer.active.getLine(this._terminal.buffer.active.cursorY)?.translateToString(true, this._currentCommand.commandStartX);
+			if (line === undefined) {
+				return undefined;
+			}
+			return line.length > 0;
+		}
+		return true;
+	}
 
 	private readonly _onCommandStarted = new Emitter<ITerminalCommand>();
 	readonly onCommandStarted = this._onCommandStarted.event;
@@ -316,6 +333,16 @@ export class CommandDetectionCapability implements ICommandDetectionCapability {
 		}
 		this._currentCommand.commandStartX = this._terminal.buffer.active.cursorX;
 		this._currentCommand.commandStartMarker = options?.marker || this._terminal.registerMarker(0);
+
+		// Clear executed as it must happen after command start
+		this._currentCommand.commandExecutedMarker?.dispose();
+		this._currentCommand.commandExecutedMarker = undefined;
+		this._currentCommand.commandExecutedX = undefined;
+		for (const m of this._commandMarkers) {
+			m.dispose();
+		}
+		this._commandMarkers.length = 0;
+
 		this._onCommandStarted.fire({ marker: options?.marker || this._currentCommand.commandStartMarker, markProperties: options?.markProperties } as ITerminalCommand);
 		this._logService.debug('CommandDetectionCapability#handleCommandStart', this._currentCommand.commandStartX, this._currentCommand.commandStartMarker?.line);
 	}
diff --git a/src/vs/workbench/contrib/terminal/browser/terminalRunRecentQuickPick.ts b/src/vs/workbench/contrib/terminal/browser/terminalRunRecentQuickPick.ts
index ac800e634ee..207ea0f8ba3 100644
--- a/src/vs/workbench/contrib/terminal/browser/terminalRunRecentQuickPick.ts
+++ b/src/vs/workbench/contrib/terminal/browser/terminalRunRecentQuickPick.ts
@@ -26,6 +26,7 @@ import { IEditorService } from 'vs/workbench/services/editor/common/editorServic
 import { showWithPinnedItems } from 'vs/platform/quickinput/browser/quickPickPin';
 import { IStorageService } from 'vs/platform/storage/common/storage';
 import { IContextKey } from 'vs/platform/contextkey/common/contextkey';
+import { timeout } from 'vs/base/common/async';
 
 export async function showRunRecentQuickPick(
 	accessor: ServicesAccessor,
@@ -264,8 +265,8 @@ export async function showRunRecentQuickPick(
 		} else { // command
 			text = result.rawLabel;
 		}
-		instance.sendText(text, !quickPick.keyMods.alt, true);
 		quickPick.hide();
+		runCommand(instance, text, !quickPick.keyMods.alt);
 		if (quickPick.keyMods.alt) {
 			instance.focus();
 		}
@@ -283,6 +284,20 @@ export async function showRunRecentQuickPick(
 	});
 }
 
+async function runCommand(instance: ITerminalInstance, commandLine: string, addNewLine: boolean): Promise<void> {
+	// Determine whether to send ETX (ctrl+c) before running the command. This should always
+	// happen unless command detection can reliably say that a command is being entered and
+	// there is no content in the prompt
+	if (instance.capabilities.get(TerminalCapability.CommandDetection)?.hasInput !== false) {
+		await instance.sendText('\x03', false);
+		// Wait a little before running the command to avoid the sequences being echoed while the ^C
+		// is being evaluated
+		await timeout(100);
+	}
+	// Use bracketed paste mode only when not running the command
+	await instance.sendText(commandLine, addNewLine, !addNewLine);
+}
+
 class TerminalOutputProvider implements ITextModelContentProvider {
 	static scheme = 'TERMINAL_OUTPUT';