diff --git a/src/bin/tools/jar.ts b/src/bin/tools/jar.ts
index 4964ed72..a87e9048 100644
--- a/src/bin/tools/jar.ts
+++ b/src/bin/tools/jar.ts
@@ -48,7 +48,7 @@ export async function jarStream({ groupId, artifactId, version, asyncPathGenerat
     for await (const entry of asyncPathGeneratorFn()) {
         if ("buffer" in entry) {
             zipFile.addBuffer(entry.buffer, entry.zipPath);
-        } else if ("fsPath" in entry && entry.fsPath.endsWith(sep)) {
+        } else if ("fsPath" in entry && !entry.fsPath.endsWith(sep)) {
             zipFile.addFile(entry.fsPath, entry.zipPath);
         }
     }
diff --git a/src/bin/tools/walk.ts b/src/bin/tools/walk.ts
index f7c4dee0..5c1cd739 100644
--- a/src/bin/tools/walk.ts
+++ b/src/bin/tools/walk.ts
@@ -1,9 +1,9 @@
 import { readdir } from "fs/promises";
-import { resolve } from "path";
+import { resolve, sep } from "path";
 
 /**
  * Asynchronously and recursively walk a directory tree, yielding every file and directory
- * found
+ * found. Directory paths will _always_ end with a path separator.
  *
  * @param root the starting directory
  * @returns AsyncGenerator
@@ -12,8 +12,8 @@ export default async function* walk(root: string): AsyncGenerator<string, void,
     for (const entry of await readdir(root, { withFileTypes: true })) {
         const absolutePath = resolve(root, entry.name);
         if (entry.isDirectory()) {
-            yield absolutePath;
+            yield absolutePath.endsWith(sep) ? absolutePath : (absolutePath + sep);
             yield* walk(absolutePath);
-        } else yield absolutePath;
+        } else yield absolutePath.endsWith(sep) ? absolutePath.substring(0, absolutePath.length-1) : absolutePath;
     }
 }