diff --git a/worker/index.ts b/worker/index.ts
index 3d822daffd9f443..f2887e12976bbd7 100644
--- a/worker/index.ts
+++ b/worker/index.ts
@@ -7,53 +7,43 @@ const redirectsEvaluator = generateRedirectsEvaluator(redirectsFileContents);
 export default class extends WorkerEntrypoint<Env> {
 	override async fetch(request: Request) {
 		try {
-			try {
-				// Remove once the whacky double-slash rules get removed
-				const url = new URL(request.url);
-				request = new Request(
-					new URL(
-						url.pathname.replaceAll("//", "/") + url.search,
-						"https://developers.cloudflare.com/",
-					),
-					request,
-				);
-			} catch (error) {
-				console.error("Could not normalize request URL", error);
-			}
-
-			try {
-				// @ts-expect-error Ignore Fetcher type mismatch
-				const redirect = await redirectsEvaluator(request, this.env.ASSETS);
-				if (redirect) {
-					return redirect;
-				}
-			} catch (error) {
-				console.error("Could not evaluate redirects", error);
-			}
-
-			try {
-				const forceTrailingSlashURL = new URL(
-					request.url.replace(/([^/])$/, "$1/"),
-					request.url,
-				);
-				const redirect = await redirectsEvaluator(
-					new Request(forceTrailingSlashURL, request),
-					// @ts-expect-error Ignore Fetcher type mismatch
-					this.env.ASSETS,
-				);
-				if (redirect) {
-					return redirect;
-				}
-			} catch (error) {
-				console.error(
-					"Could not evaluate redirects with a forced trailing slash",
-					error,
-				);
-			}
+			const url = new URL(request.url);
+			const normalizedURL = new URL(
+				url.pathname.replaceAll("//", "/") + url.search,
+				"https://developers.cloudflare.com/",
+			);
+
+			const normalizedRequest = new Request(normalizedURL, request);
+
+			// Evaluate redirects on normalized request
+			const redirect = await this.evaluateRedirects(normalizedRequest);
+			if (redirect) return redirect;
+
+			// Attempt evaluation with forced trailing slash
+			const forcedTrailingSlashURL = new URL(
+				normalizedRequest.url.replace(/([^/])$/, "$1/"),
+				normalizedRequest.url,
+			);
+			const forcedTrailingSlashRequest = new Request(forcedTrailingSlashURL, request);
+
+			const redirectWithSlash = await this.evaluateRedirects(forcedTrailingSlashRequest);
+			if (redirectWithSlash) return redirectWithSlash;
+
 		} catch (error) {
-			console.error("Unknown error", error);
+			console.error("Error processing request:", error);
 		}
 
+		// Fallback: Fetch from ASSETS
 		return this.env.ASSETS.fetch(request);
 	}
+
+	private async evaluateRedirects(request: Request) {
+		try {
+			// @ts-expect-error Ignore Fetcher type mismatch
+			return await redirectsEvaluator(request, this.env.ASSETS);
+		} catch (error) {
+			console.error("Unknown error", error);
+			return null;
+		}
+	}
 }