Sunsama vs Willow
Sunsama and Willow are both personal productivity tools aimed at freelancers and small businesses. Willow costs less, from $15/mo versus $22/mo for Sunsama. Only Willow has a free plan.
Daily planner that pulls tasks from your tools
AI voice dictation and writing agent that works in any app
| Pricing | Paid · $22 | Freemium · $15 |
| Starting price | $22/mo | $15/mo |
| Free plan | No | Yes |
| Free trial | 14 days | — |
| Built for | Freelancers, Small businesses | Freelancers, Small businesses, Enterprise, Creators |
| Platforms | web, macos, windows, ios, android | macos, windows, ios |
| Country | US · 2017 | US · 2025 |
| Rating | — | — |
Choose Sunsama if
Individuals who want intentional daily planning across many tools.
- Encourages realistic days
- Unifies tasks from many tools
- Calm, intentional design
Look elsewhere if: People who want automation (Motion) or a free tool (TickTick).
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).
Sunsama vs Willow pricing
Sunsama
- Pro$22/mo$17 billed yearly; unlimited usage and integrations
- EnterpriseCustomContact sales
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
Sunsama · Key features
- Guided daily planning ritual
- Import tasks from many tools
- Timeboxing on calendar
- Workload warnings for overcommitment
- Daily shutdown and weekly review
- Focus mode
Cons
- Single pricing tier, not cheap
- Manual planning takes minutes daily
- Not a team project tool
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
Sunsama vs Willow: FAQ
Which is cheaper, Sunsama or Willow?
Willow starts at $15/mo and Sunsama at $22/mo. Both prices are checked on the vendors' own pricing pages.
Do Sunsama and Willow have a free plan?
Sunsama has no free plan, a 14-day free trial. Willow has a free plan.