diff --git a/src/TokenProcessor.ts b/src/TokenProcessor.ts
index 407414ea..1ea40516 100644
--- a/src/TokenProcessor.ts
+++ b/src/TokenProcessor.ts
@@ -168,13 +168,11 @@ export default class TokenProcessor {
   }
 
   removeInitialToken(): void {
-    this.resultCode += this.previousWhitespaceAndComments();
-    this.tokenIndex++;
+    this.replaceToken("");
   }
 
   removeToken(): void {
-    this.resultCode += this.previousWhitespaceAndComments().replace(/[^\r\n]/g, "");
-    this.tokenIndex++;
+    this.replaceTokenTrimmingLeftWhitespace("");
   }
 
   copyExpectedToken(tokenType: TokenType): void {
diff --git a/test/sucrase-test.ts b/test/sucrase-test.ts
index 5bd361fb..17e15e07 100644
--- a/test/sucrase-test.ts
+++ b/test/sucrase-test.ts
@@ -1052,6 +1052,32 @@ describe("sucrase", () => {
     );
   });
 
+  it("does not crash with nullish coalescing followed by TS `as`", () => {
+    assertOutput(
+      `
+      setOutput(1 ?? 2 as any);
+    `,
+      1,
+      {transforms: ["typescript"]},
+    );
+  });
+
+  it("correctly transforms nullish coalescing followed by TS `as`", () => {
+    assertResult(
+      `
+      const foo = {
+        bar: baz ?? null as any
+      }
+    `,
+      `${NULLISH_COALESCE_PREFIX}
+      const foo = {
+        bar: _nullishCoalesce(baz, () => ( null ))
+      }
+    `,
+      {transforms: ["typescript"]},
+    );
+  });
+
   it("correctly transforms async functions using await in an optional chain", () => {
     assertResult(
       `