diff --git a/src/vs/platform/sign/node/signService.ts b/src/vs/platform/sign/node/signService.ts
index 515cc869e815ddb646d68fbcd18c696d9892cc83..b33e5e25be1705af55d8634b2120ed77cc9ab710 100644
--- a/src/vs/platform/sign/node/signService.ts
+++ b/src/vs/platform/sign/node/signService.ts
@@ -4,13 +4,21 @@
  *--------------------------------------------------------------------------------------------*/
 
 import { ISignService } from 'vs/platform/sign/common/sign';
+import { memoize } from 'vs/base/common/decorators';
 
 export class SignService implements ISignService {
 	_serviceBrand: any;
 
+	// Cache the 'vsda' import, because when the same missing module is imported multiple times,
+	// the ones after the first will not throw an error. And this will break the contract of the sign method.
+	@memoize
+	private vsda(): Promise<typeof import('vsda')> {
+		return import('vsda');
+	}
+
 	async sign(value: string): Promise<string> {
 		try {
-			const vsda = await import('vsda');
+			const vsda = await this.vsda();
 			const signer = new vsda.signer();
 			if (signer) {
 				return signer.sign(value);