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Wingman

Free#37 of 38 in Bootable USB Software

Wingman: A free, open-source macOS tool for creating patched Windows installer USB drives. Ranked #37 of 38 in Bootable USB Software by our editors (5.1/10); pricing: Free plan; best for mac users needing patched Windows 10/11 media.

5.1/10Editor score
Wingman5.1 Visit Wingman

At a glance

  • Editor score
    5.1 / 10
  • Pricing
    Free plan
  • Best for
    Mac users needing patched Windows 10/11 media
  • Free plan
    Yes
  • Paid from
    Free
  • Facts checked
    21 Sep 2026
Wingman screenshot
  • 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

Our verdict on Wingman

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.

Your product? Our editors can test Wingman in depth and publish a review, labelled as paid · from $149/mo →

Wingman pricing

Plans Free planFree Free to use — no paid tier required for the core job.
See plans on github.com

Wingman fact sheet

Free planYes
Paid fromFree
Windows appNo
macOS appYes
Linux appNo
Multiboot supportNot verified
Persistent storageNot verified
Image downloadsLocal_only
Partition schemesMbr_only
DeploymentDesktop
PlatformsmacOS
SupportCommunity
Built forSolo, Small business (editorial estimate)
PricingFree plan
Websitegithub.com
Facts checked21 Sep 2026

Alternatives to Wingman

See all Wingman alternatives →

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Featured on iTechGuides

Featured on iTechGuides — Wingman 5.1/10

Wingman is listed in our Bootable USB Software directory. Add the badge to your site — it links back to this page.

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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

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