I compared the licensing tools for my indie Mac app — the honest breakdown

I needed to license a macOS app I sell outside the App Store. I went down the rabbit hole so you don't have to. Here's the honest breakdown — what each tool is genuinely good at, and where it stops. No tool is "best"; they're good at different things. The two questions that decide everything Before the tools, answer these: Do you need real offline verification? (Desktop apps usually do — see firewalls, planes, air-gapped machines.) This eliminates the "license key is just a string you check over HTTP" options for serious use. Do you want payments handled too, or do you already have Stripe? Some of these are licensing-only; some are merchant-of-record that also do keys. The licensing-first tools Keygen — the one most people name first. Language-agnostic API, deep policy engine, open-source, self-hostable. Genuinely powerful. The cost is that it's primitives : you bring your own payments, wire the webhooks, and write the client code. Pick it when you want maximum control and don't mind assembling the flow. Cryptolens — classic license-key system with offline verification via signed responses. Strong .NET heritage. Solid if you're on Windows/.NET and want the traditional key + activation-count model. LicenseSpring — enterprise-leaning. Floating licenses, air-gapped activation, node-locking. Overkill for a solo indie app, right at home if you're selling into companies with offline/dark-site requirements. The payments-first tools (keys as a feature) Lemon Squeezy / Polar — merchant of record, so they handle sales tax for you, with a license-key API bolted on (activate / validate / deactivate). Great for getting paid fast across borders. The licensing side is basic — keys are essentially strings with an activation limit; offline verification isn't really their thing. Gumroad — the simplest possible "sell a thing, get a license key, verify over one endpoint." Fine for a cheap utility where piracy isn't worth fighting. Not infrastructure. StoreKit — only relevant if you shi