Happy Valley

Superhuman vs Willow

Superhuman and Willow are both personal productivity tools. Superhuman is aimed at enterprise and freelancers, while Willow is aimed at freelancers and small businesses. Willow costs less, from $15/mo versus $30/mo for Superhuman. Only Willow has a free plan.

Superhuman

The fastest email experience

Willow

AI voice dictation and writing agent that works in any app

PricingPaid · $30Freemium · $15
Starting price$30/mo$15/mo
Free planNoYes
Free trial——
Built forEnterprise, FreelancersFreelancers, Small businesses, Enterprise, Creators
Platformsmacos, windows, ios, android, webmacos, windows, ios
CountryUS · 2014US · 2025
Rating——

Choose Superhuman if

Heavy email users who value time.

  • Fastest email experience
  • Excellent AI features
  • Inbox zero habits

Look elsewhere if: Light email users.

Choose Willow if

Professionals and developers who write a lot of email, chat messages and AI prompts on Mac, Windows or iPhone and want to speak instead of type.

  • Works system-wide, so no per-app plugins are needed
  • Cleans and formats text instead of producing raw transcripts
  • Wally and style memory adapt drafts to email, Slack or prompts

Look elsewhere if: Android users or people who mainly want grammar and style polishing of text they type themselves (Grammarly, Wordtune).

Superhuman vs Willow pricing

Superhuman

  • Starter$30/user/mo$25/mo billed annually; core client, Superhuman AI, calendar
  • Business$40/user/mo$33/mo billed annually; Auto Drafts, CRM; incl. Grammarly, Docs, Go
  • EnterpriseCustomSAML SSO, DLP, BYOK encryption, dedicated support

Willow

  • Basic$0Frontier Mini dictation model, 20 Scribe uses per week
  • Pro$15/moPer user; Frontier Pro model, unlimited Scribe; $12 billed annually
  • Business$35/moEnforced zero data retention, HIPAA, admin; $28 billed annually
  • EnterpriseCustomSSO/SAML, invoice billing, MSA and DPA, usage API

Superhuman · Key features

  • Keyboard-first email triage
  • Split inbox by priority
  • AI writing and summaries
  • Snippets and follow-up reminders
  • Read statuses
  • Calendar integration

Cons

  • Expensive
  • Gmail/Outlook only
  • Learning curve for shortcuts

Willow · Key features

  • Hotkey voice dictation into any text field on Mac, Windows and iPhone
  • Automatic filler removal, punctuation and app-aware formatting
  • 100+ languages with switching, plus whisper and offline modes
  • Auto-learning dictionary for names, product terms and abbreviations
  • Scribe drafts emails and replies from a spoken brief or rewrites highlighted text
  • Wally chat agent that iterates on drafts and learns your style per app

Cons

  • No Android app yet; it is listed as coming soon
  • Free plan uses a weaker model and caps Scribe at 20 uses a week
  • Enforced zero data retention and HIPAA require the $35 Business plan

Superhuman vs Willow: FAQ

Which is cheaper, Superhuman or Willow?

Willow starts at $15/mo and Superhuman at $30/mo. Both prices are checked on the vendors' own pricing pages.

Do Superhuman and Willow have a free plan?

Superhuman has no free plan. Willow has a free plan.

Which is better for small businesses, Superhuman or Willow?

Willow lists small businesses as a core audience, while Superhuman is aimed more at enterprise and freelancers.

Not sure yet?

Superhuman vs Willow (2026): Pricing and Features