Choose Willow if you want a free plan you can dictate on as much as you like with a lighter model, month-to-month billing at $15, and Scribe for turning a rough spoken request into finished writing. Choose Typeless if you want to edit and translate selected text by voice, need Linux or Android, and will pay yearly. Both send your speech to a cloud service, both say they do not train on your dictation by default, and both cost $12 a month on annual billing as of 3 October 2026. What separates them is how the free plan is limited, what the monthly price is, and which platforms and editing tools you get.
Publisher note: SuprFlow publishes this guide and is one of the products discussed. Competitor details come from each company's own pages, checked on 3 October 2026. Prices and features change; confirm before you buy.
We have not run a controlled benchmark of either app, so nothing here says which is more accurate.
Who should pick which?
- You want to stay free and dictate a lot: Willow, whose pricing page lists unlimited use of its lighter Frontier Mini model. Typeless Free has "limited words each week".
- You want to pay month to month: Willow, at $15 against Typeless's $30.
- You use Linux or Android: Typeless lists both. Willow lists Android as "Coming soon".
- You want to edit or translate selected text by voice: Typeless.
- You want a draft from a rough spoken request: Willow Scribe.
- You work offline: neither is a safe bet. Willow's pages disagree on offline use (see below); Typeless describes none.
How do Willow Voice and Typeless compare?
As of 3 October 2026. Willow details are from its pricing page, homepage, privacy policy, dictation guide and plans overview. Typeless details are from its pricing page, homepage, Data Controls page and terms.
| Willow Voice | Typeless | |
|---|---|---|
| Where speech is processed | Willow "uses cloud infrastructure to provide fast and accurate voice dictation". Its homepage also lists an offline mode "powered entirely by your device" | "Transcription is performed on the cloud", with "limited contextual information, such as the application you're using and relevant text within it" |
| Platforms | Mac, Windows, iPhone; Android "Coming soon" | macOS, Windows, Linux, iOS, Android |
| Free plan | "Unlimited weaker speech-to-text model (Frontier Mini)", limited personalization, 20 Scribe uses a week | "Limited words" each week, standard accuracy, standard access during high demand |
| Pro, billed monthly | $15 per user a month | $30 per member a month |
| Pro, billed yearly | $12 per user a month | $12 per member a month |
| What Pro adds | Frontier Pro model, priority transcription, memory of your writing style, unlimited Scribe | Unlimited words, "Enhanced accuracy", priority access during high demand |
| Notable features | Filler and punctuation cleanup, style matching, self-learning dictionary, shortcuts, 100+ languages, Scribe | Filler and repetition removal, list formatting, translation as you speak, tones per app, voice edits and questions on selected text, 100+ languages |
| How you dictate on Mac | Hold Fn by default; double-tap for hands-free | See the app for its shortcut |
| Training and retention | Private Mode is the default: audio processed transiently, dictated text not retained. "Help Improve Willow" is an opt-in | "Your voice audio is not stored." "Dictation data is not used for model training by us or any third party" |
| History | "Stored locally on your device" | Local by default; cloud sync only if you turn it on |
| Security claims on its pages | SOC 2 Type II, HIPAA; enforced privacy mode on Business | ISO 27001, GDPR, HIPAA; enforced HIPAA controls on Enterprise |
| Refund | Not stated on the pages we read | Only when legally required or under app-store policies |
How do the free plans really differ?
They are limited in opposite ways. Willow's pricing page limits the model, not the words: Free uses Frontier Mini, Pro unlocks Frontier Pro. Typeless limits the words each week but does not print the number on its pricing page, so check the counter in the app.
One caution on Willow: its plans overview, dated 9 July 2026, lists a Free limit of "2,000 per week", which the pricing page does not mention. The same article lists "Offline dictation" under Individual Pro, while the privacy policy, updated 5 August 2026, describes cloud processing and does not mention offline use. If either point matters, test it in the app before you pay. Is Willow Voice safe? covers the privacy settings.
What does each cost over three years?
List prices as of 3 October 2026, one person, USD, before tax, assuming prices do not change.
| Option | Year 1 | After 3 years |
|---|---|---|
| Willow Basic (free) | $0 | $0 |
| Typeless Free | $0 | $0 |
| Willow Pro, annual | $144 | $432 |
| Typeless Pro, yearly | $144 | $432 |
| Willow Pro, monthly | $180 | $540 |
| Typeless Pro, monthly | $360 | $1,080 |
On yearly billing they cost the same; billed monthly, Typeless costs twice as much. Neither lists a one-time licence. Willow Voice pricing and Typeless pricing cover student discounts and where each company's pages differ.
Choose Willow if…
- You want unlimited free dictation and can accept the lighter model.
- You prefer month-to-month billing.
- Scribe's draft-from-a-request feature appeals to you.
- Your team wants Private Mode enforced on a Business plan.
Choose Typeless if…
- You use Linux, Android, or all five listed platforms.
- You want to rewrite, shorten or translate selected text by voice.
- You often mix languages or translate as you speak.
- You will pay yearly once the free plan convinces you.
Is Typeless safe? lists what its pages leave open.
How do you test both in 15 minutes?
Both are free to start. Use made-up content so nothing private is sent anywhere.
- Install both (4 minutes). Allow Microphone and Accessibility. Willow uses Fn by default, so give Typeless a different key or test one at a time.
- Dictate a rambling note into your mail app (4 minutes). "Hi Marisol, so, um, the brochure files are ready. Actually the cover still needs the new logo. Print run is 4,250, no wait, 4,520 copies. Send proofs to Dmitri by Wednesday the 21st."
- Check both names, the corrected number, the date, and that "the cover still needs the new logo" survived the cleanup.
- Try each app's extra (4 minutes). In Typeless, select the paragraph and ask it to make it shorter. In Willow, ask Scribe for a two-line reply declining a meeting.
- Turn Wi-Fi off and dictate one sentence (3 minutes). Note what each does on your plan.
Fewer corrections, with your meaning intact, decides it.
A third option
Both apps send audio to a cloud service. If you would rather have speech recognised on your Mac, SuprFlow runs recognition on the Mac with an on-device model; Default formatting is local cleanup of punctuation, capitalization and numbers, and optional cloud formatting sends transcript text, not audio, to the provider you pick. It costs $125 once for lifetime access on up to five Macs you own, with a 7-day refund on a first purchase. It is the wrong choice if you want a free plan or trial, translation, voice editing, drafting, or Windows, Linux or phone apps: it is Mac only (Apple Silicon, macOS 14 or later) and not open source. SuprFlow vs Willow Voice and SuprFlow vs Typeless compare them.
Questions people ask
Is Willow or Typeless cheaper?
On yearly billing they match at $12 a month, as of 3 October 2026. Billed monthly, Willow Pro is $15 and Typeless Pro is $30. Willow's free plan limits the model; Typeless's limits words each week.
Do Willow and Typeless train on my voice?
Both say no by default. Willow says that in Private Mode, the default, it does not retain audio or dictated text; retaining text is an opt-in. Typeless says dictation is not used for training by it or any third party.
Does Willow or Typeless work offline?
Typeless states that transcription runs in the cloud. Willow's homepage advertises an offline mode, but its privacy policy describes cloud processing, so test with Wi-Fi off on your plan.
Does either have an Android app?
Typeless lists Android. Willow lists Android as coming soon, as of 3 October 2026.
Related guides
- Willow Voice pricing
- Is Willow Voice safe?
- Typeless pricing
- Is Typeless safe?
- Wispr Flow vs Typeless
- Wispr Flow vs Willow Voice
Sources
- Willow — Pricing
- Willow — official site
- Willow — Privacy Policy (updated 5 August 2026)
- Willow Help Center — Dictating with Willow Voice
- Willow Help Center — Willow Pricing Plans Overview
- Typeless — Pricing
- Typeless — official site
- Typeless — Data Controls (updated 25 August 2026)
- Typeless — Terms of Service