diff --git a/Libraries/Sources/APIService/Endpoints/UploadFileEndpoint.swift b/Libraries/Sources/APIService/Endpoints/UploadFileEndpoint.swift
new file mode 100644
index 0000000..75ecdc5
--- /dev/null
+++ b/Libraries/Sources/APIService/Endpoints/UploadFileEndpoint.swift
@@ -0,0 +1,47 @@
+//
+//  UploadFileEndpoint.swift
+//  APIService
+//
+//  Created by Javier Cicchelli on 04/12/2022.
+//  Copyright © 2022 Röck+Cöde. All rights reserved.
+//
+
+import Foundation
+
+struct UploadFileEndpoint: Endpoint {
+    let path: String
+    let method: RequestMethod
+    let credentials: BasicCredentials
+    let headers: [String : String]
+    let body: Data?
+}
+
+// MARK: - Initialisers
+
+extension UploadFileEndpoint {
+    init(
+        itemId: String,
+        fileName: String,
+        fileData: Data,
+        username: String,
+        password: String
+    ) {
+        self.path = .init(format: .Formats.itemsWithId, itemId)
+        self.method = .post
+        self.credentials = .init(
+            username: username,
+            password: password
+        )
+        self.headers = [
+            .Header.Keys.contentType: .Header.Values.contentTypeOctet,
+            .Header.Keys.contentDisposition: .init(format: .Formats.attachment, fileName)
+        ]
+        self.body = fileData
+    }
+}
+
+// MARK: - String+Formats
+
+private extension String.Formats {
+    static let attachment = "attachment;filename*=utf-8''%@"
+}
diff --git a/Libraries/Sources/APIService/Extensions/String+Headers.swift b/Libraries/Sources/APIService/Extensions/String+Headers.swift
index f224c8a..cd4eefd 100644
--- a/Libraries/Sources/APIService/Extensions/String+Headers.swift
+++ b/Libraries/Sources/APIService/Extensions/String+Headers.swift
@@ -11,10 +11,12 @@ extension String {
         enum Keys {
             static let authorization = "Authorization"
             static let contentType = "Content-Type"
+            static let contentDisposition = "Content-Disposition"
         }
         
         enum Values {
             static let contentTypeJSON = "application/json"
+            static let contentTypeOctet = "application/octet-stream"
         }
     }
 }
diff --git a/Libraries/Tests/APIServiceTests/Cases/Endpoints/UploadFileEndpoint+InitTests.swift b/Libraries/Tests/APIServiceTests/Cases/Endpoints/UploadFileEndpoint+InitTests.swift
new file mode 100644
index 0000000..4aaf70d
--- /dev/null
+++ b/Libraries/Tests/APIServiceTests/Cases/Endpoints/UploadFileEndpoint+InitTests.swift
@@ -0,0 +1,90 @@
+//
+//  UploadFileEndpoint+InitTests.swift
+//  APIServiceTests
+//
+//  Created by Javier Cicchelli on 04/12/2022.
+//  Copyright © 2022 Röck+Cöde. All rights reserved.
+//
+
+import Foundation
+import XCTest
+
+@testable import APIService
+
+final class UploadFileEndpoint_InitTests: XCTestCase {
+
+    // MARK: Properties
+    
+    let itemId = UUID().uuidString
+    
+    var endpoint: UploadFileEndpoint!
+    var fileName: String!
+    var fileData: Data!
+    var username: String!
+    var password: String!
+    
+    // MARK: Test cases
+    
+    func test_withItemId_someFileNameAndData_andProperUsernameAndPassword() throws {
+        // GIVEN
+        fileName = "some-filename.txt"
+        fileData = "This is some raw text data for testing...".data(using: .utf8)
+        username = "username"
+        password = "password"
+        
+        // WHEN
+        endpoint = .init(
+            itemId: itemId,
+            fileName: fileName,
+            fileData: fileData,
+            username: username,
+            password: password
+        )
+        
+        // THEN
+        XCTAssertEqual(endpoint.scheme, .Schemes.http)
+        XCTAssertEqual(endpoint.host, .Hosts.default)
+        XCTAssertEqual(endpoint.path, "/items/\(itemId)")
+        XCTAssertEqual(endpoint.method, .post)
+        XCTAssertEqual(endpoint.credentials.username, username)
+        XCTAssertEqual(endpoint.credentials.password, password)
+        XCTAssertEqual(endpoint.headers, [
+            .Header.Keys.contentType: .Header.Values.contentTypeOctet,
+            .Header.Keys.contentDisposition: "attachment;filename*=utf-8''" + fileName
+        ])
+        XCTAssertEqual(endpoint.authorizationHeader, [.Header.Keys.authorization: "Basic dXNlcm5hbWU6cGFzc3dvcmQ="])
+        XCTAssertEqual(endpoint.body, fileData)
+    }
+    
+    func test_withItemId_someFileNameAndData_andEmptyUsernameOrPassword() throws {
+        // GIVEN
+        fileName = "some-filename.txt"
+        fileData = "This is some raw text data for testing...".data(using: .utf8)
+        username = "username"
+        password = ""
+        
+        // WHEN
+        endpoint = .init(
+            itemId: itemId,
+            fileName: fileName,
+            fileData: fileData,
+            username: username,
+            password: password
+        )
+        
+        // THEN
+        XCTAssertEqual(endpoint.scheme, .Schemes.http)
+        XCTAssertEqual(endpoint.host, .Hosts.default)
+        XCTAssertEqual(endpoint.path, "/items/\(itemId)")
+        XCTAssertEqual(endpoint.method, .post)
+        XCTAssertEqual(endpoint.credentials.username, username)
+        XCTAssertEqual(endpoint.credentials.password, password)
+        XCTAssertEqual(endpoint.headers, [
+            .Header.Keys.contentType: .Header.Values.contentTypeOctet,
+            .Header.Keys.contentDisposition: "attachment;filename*=utf-8''" + fileName
+        ])
+        XCTAssertEqual(endpoint.authorizationHeader, [:])
+        XCTAssertEqual(endpoint.body, fileData)
+    }
+
+}