diff --git a/apps/renterd/lib/paths.spec.ts b/apps/renterd/lib/paths.spec.ts
index 566a742d5..280bf699b 100644
--- a/apps/renterd/lib/paths.spec.ts
+++ b/apps/renterd/lib/paths.spec.ts
@@ -1,88 +1,116 @@
 import {
   bucketAndKeyParamsFromPath,
   buildDirectoryPath,
+  getDirectorySegmentsFromPath,
   getParentDirectoryPath,
   join,
 } from './paths'
 
-describe('join', () => {
-  it('a', () => {
-    expect(join('bucket/dir/', '/path/to/file.txt')).toEqual(
-      'bucket/dir/path/to/file.txt'
-    )
-  })
-  it('b', () => {
-    expect(join('bucket/dir/', '')).toEqual('bucket/dir/')
-  })
-  it('b', () => {
-    expect(join('bucket/dir/', '/')).toEqual('bucket/dir/')
+describe('paths', () => {
+  describe('join', () => {
+    it('a', () => {
+      expect(join('bucket/dir/', '/path/to/file.txt')).toEqual(
+        'bucket/dir/path/to/file.txt'
+      )
+    })
+    it('b', () => {
+      expect(join('bucket/dir/', '')).toEqual('bucket/dir/')
+    })
+    it('b', () => {
+      expect(join('bucket/dir/', '/')).toEqual('bucket/dir/')
+    })
   })
-})
 
-describe('buildDirPath', () => {
-  it('a', () => {
-    expect(buildDirectoryPath('bucket/dir/', '/path/to/dir')).toEqual(
-      'bucket/dir/path/to/dir/'
-    )
-  })
-  it('b', () => {
-    expect(buildDirectoryPath('bucket/dir/', '')).toEqual('bucket/dir/')
-  })
-  it('c', () => {
-    expect(buildDirectoryPath('bucket/dir/', '/')).toEqual('bucket/dir/')
+  describe('buildDirPath', () => {
+    it('a', () => {
+      expect(buildDirectoryPath('bucket/dir/', '/path/to/dir')).toEqual(
+        'bucket/dir/path/to/dir/'
+      )
+    })
+    it('b', () => {
+      expect(buildDirectoryPath('bucket/dir/', '')).toEqual('bucket/dir/')
+    })
+    it('c', () => {
+      expect(buildDirectoryPath('bucket/dir/', '/')).toEqual('bucket/dir/')
+    })
   })
-})
 
-describe('getParentDirectoryPath', () => {
-  it('a', () => {
-    expect(getParentDirectoryPath('bucket/dir/')).toEqual('bucket/')
-  })
-  it('b', () => {
-    expect(getParentDirectoryPath('bucket/dir')).toEqual('bucket/')
-  })
-  it('c', () => {
-    expect(getParentDirectoryPath('/')).toEqual('/')
-  })
-  it('d', () => {
-    expect(getParentDirectoryPath('')).toEqual('/')
+  describe('getParentDirectoryPath', () => {
+    it('a', () => {
+      expect(getParentDirectoryPath('bucket/dir/')).toEqual('bucket/')
+    })
+    it('b', () => {
+      expect(getParentDirectoryPath('bucket/dir')).toEqual('bucket/')
+    })
+    it('c', () => {
+      expect(getParentDirectoryPath('/')).toEqual('/')
+    })
+    it('d', () => {
+      expect(getParentDirectoryPath('')).toEqual('/')
+    })
   })
-})
 
-describe('bucketAndKeyParamsFromPath', () => {
-  it('works for file', () => {
-    expect(bucketAndKeyParamsFromPath('bucket/path/to/file.txt')).toEqual({
-      bucket: 'bucket',
-      key: 'path/to/file.txt',
+  describe('getDirectorySegmentsFromPath', () => {
+    it('directory path', () => {
+      expect(getDirectorySegmentsFromPath('bucket/dir/')).toEqual([
+        'bucket',
+        'dir',
+      ])
+    })
+    it('file path', () => {
+      expect(getDirectorySegmentsFromPath('bucket/dir/foo')).toEqual([
+        'bucket',
+        'dir',
+      ])
+    })
+    it('malformed path', () => {
+      expect(getDirectorySegmentsFromPath('/bucket/dir/foo')).toEqual([
+        'bucket',
+        'dir',
+      ])
+      expect(getDirectorySegmentsFromPath('//bucket/dir/foo')).toEqual([
+        'bucket',
+        'dir',
+      ])
     })
   })
 
-  it('works for file with hash in path', () => {
-    expect(
-      bucketAndKeyParamsFromPath('bucket/path#/to#hash/file#hash.txt')
-    ).toEqual({
-      bucket: 'bucket',
-      key: 'path%23/to%23hash/file%23hash.txt',
+  describe('bucketAndKeyParamsFromPath', () => {
+    it('works for file', () => {
+      expect(bucketAndKeyParamsFromPath('bucket/path/to/file.txt')).toEqual({
+        bucket: 'bucket',
+        key: 'path/to/file.txt',
+      })
     })
-  })
 
-  it('works for directory', () => {
-    expect(bucketAndKeyParamsFromPath('bucket/path/to/directory/')).toEqual({
-      bucket: 'bucket',
-      key: 'path/to/directory/',
+    it('works for file with hash in path', () => {
+      expect(
+        bucketAndKeyParamsFromPath('bucket/path#/to#hash/file#hash.txt')
+      ).toEqual({
+        bucket: 'bucket',
+        key: 'path%23/to%23hash/file%23hash.txt',
+      })
     })
-  })
 
-  it('works for empty', () => {
-    expect(bucketAndKeyParamsFromPath('bucket')).toEqual({
-      bucket: 'bucket',
-      key: '',
+    it('works for directory', () => {
+      expect(bucketAndKeyParamsFromPath('bucket/path/to/directory/')).toEqual({
+        bucket: 'bucket',
+        key: 'path/to/directory/',
+      })
+    })
+
+    it('works for empty', () => {
+      expect(bucketAndKeyParamsFromPath('bucket')).toEqual({
+        bucket: 'bucket',
+        key: '',
+      })
     })
-  })
 
-  it('works for empty with trailing', () => {
-    expect(bucketAndKeyParamsFromPath('bucket/')).toEqual({
-      bucket: 'bucket',
-      key: '',
+    it('works for empty with trailing', () => {
+      expect(bucketAndKeyParamsFromPath('bucket/')).toEqual({
+        bucket: 'bucket',
+        key: '',
+      })
     })
   })
 })
diff --git a/apps/renterd/lib/paths.ts b/apps/renterd/lib/paths.ts
index ecf0e3b9a..e81e2a792 100644
--- a/apps/renterd/lib/paths.ts
+++ b/apps/renterd/lib/paths.ts
@@ -1,3 +1,5 @@
+import { trimStart } from '@technically/lodash'
+
 export type FullPathSegments = string[]
 export type FullPath = string
 export type KeyPath = string
@@ -9,6 +11,7 @@ export function join(a: string, b: string): FullPath {
 }
 
 export function buildDirectoryPath(dirPath: FullPath, name: string): FullPath {
+  dirPath = trimStart(dirPath, '/')
   const path = join(dirPath, name)
   return path.endsWith('/') ? path : path + '/'
 }
@@ -18,6 +21,7 @@ export function getBucketFromPath(path: FullPath): string {
 }
 
 export function getKeyFromPath(path: FullPath): KeyPath {
+  path = trimStart(path, '/')
   const segsWithoutBucket = path.split('/').slice(1).join('/')
   return `/${segsWithoutBucket}`
 }
@@ -37,9 +41,10 @@ export function bucketAndKeyParamsFromPath(path: FullPath): {
   }
 }
 
-export function getFilename(filePath: FullPath): string {
-  const parts = filePath.split('/')
-  if (filePath.endsWith('/')) {
+export function getFilename(path: FullPath): string {
+  path = trimStart(path, '/')
+  const parts = path.split('/')
+  if (path.endsWith('/')) {
     return `${parts[parts.length - 2]}/`
   }
   return parts[parts.length - 1]
@@ -50,11 +55,13 @@ export function isDirectory(path: FullPath): boolean {
 }
 
 export function getParentDirectoryPath(path: FullPath): FullPath {
+  path = trimStart(path, '/')
   const p = isDirectory(path) ? path.slice(0, -1) : path
   return p.split('/').slice(0, -1).join('/').concat('/')
 }
 
 export function getDirectorySegmentsFromPath(path: FullPath): FullPathSegments {
+  path = trimStart(path, '/')
   if (isDirectory(path)) {
     return path.slice(0, -1).split('/')
   }
@@ -66,6 +73,7 @@ export function pathSegmentsToPath(segments: FullPathSegments): FullPath {
 }
 
 export function ensureDirectory(path: FullPath): FullPath {
+  path = trimStart(path, '/')
   if (isDirectory(path)) {
     return path
   }