Suggestions appear as you type. Use the up and down arrows to choose one and Enter to open it.

This page's audience our own tag's counts — open to see them
–Visits
–Page views
–Clicks to vendors
–Time on page
–Reading now
Clicks to vendors, by tool
  • –
Top countries
  • –
Devices
  • –

– · visits, page views and clicks counted by our own tag, which counts more than our checked analytics; every figure rounded down · how we count

Wingman review

Free#37 of 38 in Bootable USB Software

A free, open-source macOS tool for creating patched Windows installer USB drives.

5.1/10Editor score
Visit Wingman
Wingman5.1 Visit Wingman

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Wingman is a native macOS application that converts a user-provided Windows 10 or Windows 11 ISO into a bootable USB installer for PCs. It is designed for Mac users who need Windows installation media, including cases where Windows 11 hardware checks must be bypassed. Wingman supports Apple Silicon and Intel Macs, is free and open source, and is distributed as GPL-3.0 software. It does not download Windows images, so the ISO must come from the user.

Its strongest feature set is focused on the practical steps of preparing the drive. Wingman detects the Windows release and editions in the selected ISO, formats the USB drive as FAT32 with one MBR partition, copies the installation files, and splits oversized install.wim files into install.swm parts. An optional bypass covers Windows 11 TPM, Secure Boot, RAM, and CPU checks. The application lists external removable drives while excluding the internal startup disk, then automatically ejects the USB drive after completion. A notarized universal macOS build supports both Apple Silicon and Intel hardware.

The trade-off is a narrow platform and partitioning scope. Wingman has a macOS application but no Windows or Linux app, and its published category specifications identify MBR as the supported partition scheme. It also depends on a local Windows ISO rather than handling image downloads. Choose Wingman if you want a focused macOS utility for creating Windows 10 or 11 installer media, especially with optional Windows 11 requirement bypasses. Users who need a Windows or Linux workflow, GPT partitioning, or built-in Windows image downloads should choose another tool.

Wingman pros and cons

  • Where it wins
    • Creates Windows 10 and 11 bootable USB installers
    • Supports Windows 11 TPM, Secure Boot, RAM, and CPU bypasses
    • Protects the internal startup disk and ejects the USB when finished
  • Where it doesn't
    • Requires macOS 13 or later
    • Only supports MBR partitioning
    • Requires a user-provided Windows ISO

Wingman fact sheet, pricing and score →

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Last updated · How we research and update