Output quality
Winner: Wispr FlowWispr's cleanup is the category benchmark: tangents, reversals, and 'um's in; the email you meant to write out, in the register of the app you're in, with your coworkers' names learned automatically. Superwhisper transcribes accurately and cleans up respectably — but Wispr writes, and that's the product.
Privacy
Winner: SuperwhisperDecisive and structural: Superwhisper can run everything on-device — models, cleanup, all of it — which satisfies compliance officers without a meeting. Wispr is cloud-only; Privacy Mode means zero retention on its servers, but audio still leaves your machine, which some legal and healthcare teams simply cannot accept.
Platforms
Winner: Wispr FlowWispr is the only leader on all four platforms — Mac, Windows, iPhone keyboard, and an Android app whose free tier is fully unlimited. Superwhisper is Mac-centric. If your dictation life includes a Windows desktop or Android phone, this round ends the comparison.
Price & ownership
Winner: SuperwhisperSuperwhisper's economics are the category's friendliest: all local models now free on macOS (unlimited, forever), an expanded 3,000-word trial of Pro, and a lifetime license (~$249.99) nobody else offers. Wispr's free 2,000 words a week evaporates once dictation becomes a habit, putting you on $12–15/month — the going rate, but a rate.
Meetings
Winner: Wispr FlowFlow Notetaker folds Granola-style botless meeting capture into the same subscription — transcripts, summaries, and action items included even on the free tier. Superwhisper records meetings competently, but Wispr is quietly becoming two products in one, which our notetakers ranking also tracks.
Offline
Winner: SuperwhisperAirplane-mode dictation exists on exactly one side of this page. Superwhisper works with no connection at all; Wispr requires the cloud, full stop. Flights, secure facilities, and bad hotel Wi-Fi all vote Superwhisper.