Willow growth playbook

Fix the template once and all 186 pages update. Write a real answer for each FAQ question, taken from the security page and the product: storage and training ("No audio is stored after transcription", Privacy Mode on by default, nothing used for training without consent), Dictation vs Scribe, and how Willow differs from other dictation tools (latency, zero-edit rate, the full iOS keyboard). Point every "Also available on" link to the real Windows download and App Store pages. Then make one or two FAQ answers specific to each page type: for language pages, how dictation works in that language; for app pages, how it works in that app. Add FAQPage structured data so search engines and AI assistants pick up the correct answers.

Privacy is the deciding question for a tool that listens to you, and Willow's real answer is strong. Right now 186 entry pages give a wrong or empty answer exactly where buyers check. Correct, page-specific FAQs also add unique text to template pages, which helps them rank and get quoted by AI assistants.

[ ] Q: Is my voice data stored or used for training? -> answer from /security (no audio stored; Privacy Mode on by default; no training without consent) + link
[ ] Q: Dictation vs Scribe -> one-line difference for each
[ ] Q: How is Willow different? -> latency, zero-edit rate, full iOS keyboard
[ ] Both "Also available on" lines -> /download and the App Store
[ ] One page-specific FAQ per language or app
[ ] FAQPage structured data
[ ] Pre-publish check: no duplicate answers, no https://link

• A rushed privacy answer overstates what each plan gets

  Quote the security page word for word and link to it and the trust center.

• Page-specific answers drift out of date

  Keep them as template fields with a review date.

• Your websiteUse-case page template (checked on /use-cases/french, /use-cases/spanish and /use-cases/slack, November 9, 2026): the body copy is English, even on the language pages; all four FAQ questions, including "Is my voice data stored or used for training?" and "What is the difference between Dictation and Scribe?", get the same answer: "Yes. Willow works anywhere you can place your cursor on your computer."; a second "Also available on Windows and iOS" line links both words to the placeholder address "https://link".Source
• Your websiteSecurity page: "No audio is stored after transcription."; "Your voice and text are not used to improve AI models without your consent."; "Privacy Mode is enabled by default."; Enterprise admins "can enforce Privacy Mode across their entire organization"; a trust center at trust.willowvoice.com.Source
• Your websiteSitemap (508 URLs, checked November 9, 2026, no lastmod dates): 186 /use-cases pages (80 languages, 105 apps and tools, 1 Windows page), 287 blog posts including 20 comparison and 9 alternatives posts, and 3 case studies, all about individual people; duplicate landing pages /lawyers-2, /healthcare-2 and /developers-2 next to /lawyers, /healthcare and /developers, a blog post ending "-copy", and utility pages such as /404, /reset-password, /premium-thank-you and /post-download; /enterprise and /security are not listed.Source

Add a Monthly/Annual toggle with labels ("$15 billed monthly", "$12 a month, $143.99 billed yearly"), state "per user" on Business, show the annual saving, and add an FAQ entry on billing and refunds. Use the same wording in the app's upgrade screen.

Clear prices reduce hesitation and billing complaints, and the annual saving does the upsell on its own.

• Showing $15 lowers clicks

  Default the toggle to annual, labelled clearly.

• Your websitePricing page: Basic is free with a "weaker speech-to-text model (Frontier Mini)" and "20 Scribe uses per week"; Pro is shown as "$15 $12, user/mo" and Business as "$35 $28, /mo" ("Popular plan") without saying which price is monthly and which is annual; Enterprise is "Custom" with SSO/SAML, MSA & DPA and usage dashboards and API; discounts for students, educators, nonprofits and veterans on Pro; no refund terms on the page.Source
• ReviewsApp Store listing "Willow Dictation & AI Keyboard": 4.6 from 1.1K ratings; Pro Monthly $15.00 and Pro annual $143.99; visible reviews praise accuracy over built-in dictation but complain about iPhone keyboard setup steps, returning to the wrong app, crashes and lost long dictations, an iPad version that would not activate, and a refused refund on an annual plan.Source

Add a Switch box to every comparison and alternatives post: "Already paying for [rival] annually? Get Willow Pro free until it renews." Link to /switch with the rival pre-filled. Put it after the comparison table and at the end, and track applications by post.

The reader of a comparison post is the exact audience the Switch Program was built for, at the moment they are weighing a change. Removing the cost of double-paying removes the main reason to wait.

• Switchers leave when the free period ends

  Measure renewal and nudge with the time-saved email before it ends.

• Your websiteSwitch Program page: "Paying for another dictation app? Get Willow Pro free." until the user's current annual plan renews, with proof of subscription (monthly plans don't qualify); claims "95% Zero Edit Rate", "190ms latency" and "98%+ accuracy with context".Source
• Your websiteComparison post "Wispr Flow vs Willow: Which Is Better? August 2026": the visible date is Nov 3, 2025 and there is no author; it does not mention or link the Switch Program; its three related-post links point to "../"; it lists Willow on Mac, Windows and iOS and Wispr Flow on those plus Android.Source
• Your websiteSitemap (508 URLs, checked November 9, 2026, no lastmod dates): 186 /use-cases pages (80 languages, 105 apps and tools, 1 Windows page), 287 blog posts including 20 comparison and 9 alternatives posts, and 3 case studies, all about individual people; duplicate landing pages /lawyers-2, /healthcare-2 and /developers-2 next to /lawyers, /healthcare and /developers, a blog post ending "-copy", and utility pages such as /404, /reset-password, /premium-thank-you and /post-download; /enterprise and /security are not listed.Source

For each pair, keep the better-converting page, 301 the other to it, and fold in the stronger headline. Remove the copy post and utility pages from the sitemap (noindex the thank-you and reset pages), add /enterprise, /security and /switch, and add lastmod dates so search engines recrawl updated pages first.

Two near-identical pages split ranking signals for valuable queries like "dictation for lawyers". A clean sitemap also puts the trust pages in front of crawlers and AI assistants.

• The "-2" pages are live ad tests

  Noindex ad variants instead of redirecting them.

• Your websiteSitemap (508 URLs, checked November 9, 2026, no lastmod dates): 186 /use-cases pages (80 languages, 105 apps and tools, 1 Windows page), 287 blog posts including 20 comparison and 9 alternatives posts, and 3 case studies, all about individual people; duplicate landing pages /lawyers-2, /healthcare-2 and /developers-2 next to /lawyers, /healthcare and /developers, a blog post ending "-copy", and utility pages such as /404, /reset-password, /premium-thank-you and /post-download; /enterprise and /security are not listed.Source
• Your websiteTwo live versions of each vertical page: /healthcare ("Less time for typing. More time for care.") and /healthcare-2 ("Dictation for doctors. More time for care.", titled "HIPAA Compliant Dictation for Doctors & Clinicians"); neither names a healthcare customer, and the testimonials come from a finance author, a podcaster and tech founders. /lawyers and /lawyers-2 are likewise two live pages with different titles and no named firms.Source

For the 29 comparison and alternatives posts: show one accurate "Updated" date that matches the title, add a named author with a short bio, fix the related-post links, link each claim (latency, accuracy) to the benchmark posts, and add Article structured data with dateModified.

Consistent dates and authors make comparison pages credible and help them get chosen for search features and AI answers, where buyers now compare dictation tools.

• Changing titles loses rankings

  Keep URLs and change only the date in the title.

• Your websiteComparison post "Wispr Flow vs Willow: Which Is Better? August 2026": the visible date is Nov 3, 2025 and there is no author; it does not mention or link the Switch Program; its three related-post links point to "../"; it lists Willow on Mac, Windows and iOS and Wispr Flow on those plus Android.Source
• Your websiteSitemap (508 URLs, checked November 9, 2026, no lastmod dates): 186 /use-cases pages (80 languages, 105 apps and tools, 1 Windows page), 287 blog posts including 20 comparison and 9 alternatives posts, and 3 case studies, all about individual people; duplicate landing pages /lawyers-2, /healthcare-2 and /developers-2 next to /lawyers, /healthcare and /developers, a blog post ending "-copy", and utility pages such as /404, /reset-password, /premium-thank-you and /post-download; /enterprise and /security are not listed.Source
• Your websiteBlog posts in the sitemap include "speech-to-text-latency-benchmark", "dictation-accuracy-zero-edit-rate-benchmark", "top-microphones-voice-dictation", "introducing-willow-frontier-pro" and role-by-task posts such as "founders-send-slack-updates-faster-willow" and "sales-reps-write-client-emails-faster-willow".Source

Write one fact sheet, owned by the AE and the CEO: current user count, Fortune 500 share, certifications with exact names (SOC 2 Type II; HIPAA with a BAA where applicable), and which plan gets which privacy control. Update the homepage, enterprise, security, healthcare, lawyers, careers and pricing pages from it, and point sales decks and job posts at the same sheet.

Consistent claims shorten security reviews and avoid the follow-up questions that stall enterprise deals.

• Wording that understates real compliance

  Have counsel or the auditor approve the exact phrases.

• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source
• Your websiteCareers page: four open roles, all on-site in San Francisco (ML Engineer, Product Designer, Growth Lead, Founding Account Executive); the page says Willow is "trusted by 100,000+ people" while the homepage says 150,000+.Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source
• Your websiteTwo live versions of each vertical page: /healthcare ("Less time for typing. More time for care.") and /healthcare-2 ("Dictation for doctors. More time for care.", titled "HIPAA Compliant Dictation for Doctors & Clinicians"); neither names a healthcare customer, and the testimonials come from a finance author, a podcaster and tech founders. /lawyers and /lawyers-2 are likewise two live pages with different titles and no named firms.Source

Pick the five to eight languages with the most existing users or search demand (for example Spanish, Portuguese, French, German, Japanese, Hindi) and publish a native version of each language page: title, H1, body, FAQ and a short demo clip in that language, linked with hreflang to the English page. Keep the English pages for English searchers. Expand only where the first set gains traffic.

People search for dictation in the language they will dictate in, and few rivals have native pages. It turns 100+ languages from a line on the homepage into pages that can rank.

• Machine-sounding copy

  Have native-speaking users review each page.

• The app interface stays English

  Say so plainly on the page and focus on dictation quality.

• #1 Fix the FAQ on 186 use-case pages that answers "Is my voice data stored or used for training?" with "Yes"

• Your websiteUse-case page template (checked on /use-cases/french, /use-cases/spanish and /use-cases/slack, November 9, 2026): the body copy is English, even on the language pages; all four FAQ questions, including "Is my voice data stored or used for training?" and "What is the difference between Dictation and Scribe?", get the same answer: "Yes. Willow works anywhere you can place your cursor on your computer."; a second "Also available on Windows and iOS" line links both words to the placeholder address "https://link".Source
• Your websiteSitemap (508 URLs, checked November 9, 2026, no lastmod dates): 186 /use-cases pages (80 languages, 105 apps and tools, 1 Windows page), 287 blog posts including 20 comparison and 9 alternatives posts, and 3 case studies, all about individual people; duplicate landing pages /lawyers-2, /healthcare-2 and /developers-2 next to /lawyers, /healthcare and /developers, a blog post ending "-copy", and utility pages such as /404, /reset-password, /premium-thank-you and /post-download; /enterprise and /security are not listed.Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source

Ask the champions at two or three of these accounts for a team case study built from the usage dashboard: active users, words dictated, estimated hours saved per person, and one quote from a team lead. Get logo permission at the same time. Publish them on /enterprise and /case-study, and give the AE a one-page version for each.

Enterprise buyers want proof from a team like theirs, not from a famous individual. Willow already has the customers and the usage data; it only needs permission.

• Large companies refuse logo use

  Offer an anonymized story with the industry and team size.

• PressTechCrunch (November 12, 2025): Willow launched an iOS keyboard with full editing; user growth of "50% month-over-month since launch"; enterprise customers include Uber, Heidi Health and Zego; $4.5 million raised from Box Group, Y Combinator, Burst Capital and angels; Windows and Android were planned; competitors named include Wispr Flow (over $56 million raised), Monologue, Aqua and Superwhisper.Source
• HiringFounding Growth & Content Lead (San Francisco, $130K-$170K): content across TikTok, LinkedIn, X and YouTube Shorts; creators and UGC partners; "creator and affiliate programs" scaling "from dozens of partners to hundreds"; paid and influencer tests; SEO/AEO, launches and events. The post lists a team of 7, founded 2025, and "enterprises like Uber, Gusto, and Heidi Health".Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source
• Competitor researchWispr Flow homepage: "Available on Mac, Windows, iPhone, and Android"; free up to 2,000 words per week; a wall of company logos; a customer story with "20% more customer calls per day" and an estimated "$3.08M in annual cost savings"; SOC 2 Type II, HIPAA and ISO 27001.See the research Source

Recruit five to ten clinicians who already use Willow (find them by email domain or a short in-app survey), collect short quotes and before-and-after documentation times, and record two 30-second clips of real note-writing with dummy data. Put them on the single merged healthcare page, with the BAA steps, and repeat the pattern for the lawyers page.

Proof from the same profession is the strongest trust signal in regulated work, and it makes the vertical page worth sending in outreach.

• Patient data appears in clips

  Use scripted dummy notes only.

• #5 Retire the duplicate "-2" landing pages and clean the sitemap

• Your websiteTwo live versions of each vertical page: /healthcare ("Less time for typing. More time for care.") and /healthcare-2 ("Dictation for doctors. More time for care.", titled "HIPAA Compliant Dictation for Doctors & Clinicians"); neither names a healthcare customer, and the testimonials come from a finance author, a podcaster and tech founders. /lawyers and /lawyers-2 are likewise two live pages with different titles and no named firms.Source
• PressTechCrunch (November 12, 2025): Willow launched an iOS keyboard with full editing; user growth of "50% month-over-month since launch"; enterprise customers include Uber, Heidi Health and Zego; $4.5 million raised from Box Group, Y Combinator, Burst Capital and angels; Windows and Android were planned; competitors named include Wispr Flow (over $56 million raised), Monologue, Aqua and Superwhisper.Source

Build a weekly account list from sign-up email domains (excluding free email providers): active users, weekly growth, Pro conversions, words dictated, and the heaviest user as the likely champion. Add company size from a firmographic source. The AE works the top 20 each week with an offer: a free team pilot with shared dictionary and admin controls.

Bottom-up adoption is the cheapest enterprise pipeline there is; a ranked list lets one AE focus on the accounts most likely to buy.

• Users feel watched

  Use only account metadata, never dictation content, and say so in the privacy policy.

• HiringFounding Account Executive (San Francisco, $200K-$300K plus equity): convert product-led demand into enterprise revenue, "identify the highest-potential accounts, find and enable champions", build "a scoring system for inbound and high-intent accounts", expand department by department, and handle security questionnaires, contracts and pilots. Traction: "over 100,000 individual power users" and "thousands of active users inside companies".Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source

When a third person from the same company domain becomes active, show each of them an in-app card: "3 people at your company use Willow. Share a team dictionary of your product names and acronyms." One click invites colleagues to a free 14-day team trial; the inviter gets a free Pro month for each teammate who stays. Flag the account to the AE.

Teammates trust a colleague's recommendation more than an ad, and a shared dictionary of company terms is a concrete reason to switch together.

• Showing coworkers' usage feels intrusive

  Show only a count, never names, and let admins turn it off.

• #10 Score accounts by active users per company domain for the founding AE

• HiringFounding Account Executive (San Francisco, $200K-$300K plus equity): convert product-led demand into enterprise revenue, "identify the highest-potential accounts, find and enable champions", build "a scoring system for inbound and high-intent accounts", expand department by department, and handle security questionnaires, contracts and pilots. Traction: "over 100,000 individual power users" and "thousands of active users inside companies".Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source
• Your websitePricing page: Basic is free with a "weaker speech-to-text model (Frontier Mini)" and "20 Scribe uses per week"; Pro is shown as "$15 $12, user/mo" and Business as "$35 $28, /mo" ("Popular plan") without saying which price is monthly and which is annual; Enterprise is "Custom" with SSO/SAML, MSA & DPA and usage dashboards and API; discounts for students, educators, nonprofits and veterans on Pro; no refund terms on the page.Source

Map the setup funnel step by step (install, enable keyboard, allow full access, first dictation) and find where people drop. Redesign it as one guided screen with a short video, test the return to the original app across the top 10 apps, and fix iPad activation. Reply to reviews that raised these issues once fixed.

Every user who never finishes setup is lost acquisition spend, and the App Store rating feeds the next download.

• iOS limits how far the jump can be fixed

  Show a one-tap "back to app" hint where it cannot.

• ReviewsApp Store listing "Willow Dictation & AI Keyboard": 4.6 from 1.1K ratings; Pro Monthly $15.00 and Pro annual $143.99; visible reviews praise accuracy over built-in dictation but complain about iPhone keyboard setup steps, returning to the wrong app, crashes and lost long dictations, an iPad version that would not activate, and a refused refund on an annual plan.Source
• PressTechCrunch (November 12, 2025): Willow launched an iOS keyboard with full editing; user growth of "50% month-over-month since launch"; enterprise customers include Uber, Heidi Health and Zego; $4.5 million raised from Box Group, Y Combinator, Burst Capital and angels; Windows and Android were planned; competitors named include Wispr Flow (over $56 million raised), Monologue, Aqua and Superwhisper.Source

Keep each dictation's text on the device (encrypted, cleared after a short window, and respecting Privacy Mode) until it is safely inserted. After a crash or failed insert, offer "Recover your last dictation" from the menu bar or app. Track failure and recovery rates per release, and add long-dictation tests to the release checklist.

Reliability on long dictations protects the heaviest, highest-paying users, and a visible recovery option turns a bad moment into a reason to trust the product.

• A local copy conflicts with the privacy promise

  Keep it on the device only, encrypted, deleted within minutes, and documented on the security page.

• ReviewsApp Store listing "Willow Dictation & AI Keyboard": 4.6 from 1.1K ratings; Pro Monthly $15.00 and Pro annual $143.99; visible reviews praise accuracy over built-in dictation but complain about iPhone keyboard setup steps, returning to the wrong app, crashes and lost long dictations, an iPad version that would not activate, and a refused refund on an annual plan.Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source
• Your websitePricing page: Basic is free with a "weaker speech-to-text model (Frontier Mini)" and "20 Scribe uses per week"; Pro is shown as "$15 $12, user/mo" and Business as "$35 $28, /mo" ("Popular plan") without saying which price is monthly and which is annual; Enterprise is "Custom" with SSO/SAML, MSA & DPA and usage dashboards and API; discounts for students, educators, nonprofits and veterans on Pro; no refund terms on the page.Source

Offer a 14- or 30-day no-questions refund on annual Pro and Business bought on the web, state it next to the price and in the billing FAQ, and send a reminder email on day 10 with the user's usage so far. Track annual uptake and refund rate.

A visible refund window lowers the risk of committing to a year and usually lifts annual sign-ups more than it costs in refunds, while removing a source of one-star reviews.

• Abuse by heavy short-term users

  One refund per account and a usage cap within the window.

• App Store purchases follow Apple's rules

  Explain the App Store refund path separately.

• #3 Say which Pro price is monthly and which is annual on the pricing page

• Your websitePricing page: Basic is free with a "weaker speech-to-text model (Frontier Mini)" and "20 Scribe uses per week"; Pro is shown as "$15 $12, user/mo" and Business as "$35 $28, /mo" ("Popular plan") without saying which price is monthly and which is annual; Enterprise is "Custom" with SSO/SAML, MSA & DPA and usage dashboards and API; discounts for students, educators, nonprofits and veterans on Pro; no refund terms on the page.Source
• ReviewsApp Store listing "Willow Dictation & AI Keyboard": 4.6 from 1.1K ratings; Pro Monthly $15.00 and Pro annual $143.99; visible reviews praise accuracy over built-in dictation but complain about iPhone keyboard setup steps, returning to the wrong app, crashes and lost long dictations, an iPad version that would not activate, and a refused refund on an annual plan.Source
• Competitor researchSuperwhisper homepage: Mac, Windows, iOS, Android and Linux; works offline; Formal, Casual and Legal modes; meeting notes on Mac; "A 30-day refund applies to all plans".See the research Source

Let any user generate a card from their own stats (words dictated this month, estimated hours saved, speaking speed) with their referral or affiliate link built in. Give creators a monthly template ("I wrote 40,000 words this month without typing") and track sign-ups by card. Only counts are shown, never content.

Creators need a fresh, personal hook each month, and a number about themselves is more believable than an ad. The link makes every share measurable.

• Hours-saved estimates look inflated

  Show the formula on the card's landing page.

• HiringFounding Growth & Content Lead (San Francisco, $130K-$170K): content across TikTok, LinkedIn, X and YouTube Shorts; creators and UGC partners; "creator and affiliate programs" scaling "from dozens of partners to hundreds"; paid and influencer tests; SEO/AEO, launches and events. The post lists a team of 7, founded 2025, and "enterprises like Uber, Gusto, and Heidi Health".Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source

Create /benchmark with the method, sample audio set (accents, noise, whispering, technical terms), scoring rules and results for Willow and built-in dictation, updated each model release. Let anyone rerun it. Link it from every comparison post and the Switch page.

Transparent methods make performance claims believable to technical buyers, and a standing benchmark page earns links that a blog post does not.

• A rival beats Willow on one metric

  Publish anyway and show the trend over releases.

• #6 Date, sign and relink the comparison posts

• Your websiteBlog posts in the sitemap include "speech-to-text-latency-benchmark", "dictation-accuracy-zero-edit-rate-benchmark", "top-microphones-voice-dictation", "introducing-willow-frontier-pro" and role-by-task posts such as "founders-send-slack-updates-faster-willow" and "sales-reps-write-client-emails-faster-willow".Source
• Your websiteSwitch Program page: "Paying for another dictation app? Get Willow Pro free." until the user's current annual plan renews, with proof of subscription (monthly plans don't qualify); claims "95% Zero Edit Rate", "190ms latency" and "98%+ accuracy with context".Source

Publish /android with a waitlist form (email, phone model, work or personal use, company) and a short explanation of what is coming. Link it from the download page, comparison posts and the iPhone page. Use the list size and company domains to decide timing and to seed a beta.

It captures demand that is currently lost to rivals, and the company domains on the list tell the AE which teams are blocked by missing Android support.

• A long wait frustrates sign-ups

  Give no date until a beta exists; send quarterly updates.

• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source
• Competitor researchWispr Flow homepage: "Available on Mac, Windows, iPhone, and Android"; free up to 2,000 words per week; a wall of company logos; a customer story with "20% more customer calls per day" and an estimated "$3.08M in annual cost savings"; SOC 2 Type II, HIPAA and ISO 27001.See the research Source
• Competitor researchSuperwhisper homepage: Mac, Windows, iOS, Android and Linux; works offline; Formal, Casual and Legal modes; meeting notes on Mac; "A 30-day refund applies to all plans".See the research Source
• Your websiteComparison post "Wispr Flow vs Willow: Which Is Better? August 2026": the visible date is Nov 3, 2025 and there is no author; it does not mention or link the Switch Program; its three related-post links point to "../"; it lists Willow on Mac, Windows and iOS and Wispr Flow on those plus Android.Source

Start every new account on Frontier Pro for seven days, then drop to Frontier Mini with a clear message and a side-by-side of their own zero-edit rate on each model. Offer an upgrade with the annual price at that moment. Compare conversion with today's free start.

Users value what they have already used. Seeing their own accuracy drop is a stronger argument for Pro than any feature list.

• Users resent the downgrade

  Tell them on day one that the trial lasts seven days.

• Your websitePricing page: Basic is free with a "weaker speech-to-text model (Frontier Mini)" and "20 Scribe uses per week"; Pro is shown as "$15 $12, user/mo" and Business as "$35 $28, /mo" ("Popular plan") without saying which price is monthly and which is annual; Enterprise is "Custom" with SSO/SAML, MSA & DPA and usage dashboards and API; discounts for students, educators, nonprofits and veterans on Pro; no refund terms on the page.Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source

Build a pack an IT reviewer can get without a call: a pre-filled standard questionnaire, a data-flow diagram, the subprocessor list, the plan-by-plan privacy table, sample DPA and BAA, and the SOC 2 report behind a simple NDA click-through in the trust center. Link it from /enterprise, /security and every sales email.

Bottom-up deals often stall at security review. A ready pack shortens the cycle and makes the champion's internal case easier.

• Answers go stale

  Review after each audit or subprocessor change.

• #7 One user number and one HIPAA wording across every page

• HiringFounding Account Executive (San Francisco, $200K-$300K plus equity): convert product-led demand into enterprise revenue, "identify the highest-potential accounts, find and enable champions", build "a scoring system for inbound and high-intent accounts", expand department by department, and handle security questionnaires, contracts and pilots. Traction: "over 100,000 individual power users" and "thousands of active users inside companies".Source
• Your websiteSecurity page: "No audio is stored after transcription."; "Your voice and text are not used to improve AI models without your consent."; "Privacy Mode is enabled by default."; Enterprise admins "can enforce Privacy Mode across their entire organization"; a trust center at trust.willowvoice.com.Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source

Use the waitlist to size demand and recruit beta users, then build an Android keyboard on the iOS keyboard's design (full keyboard plus dictation, style matching, dictionary sync). Launch to the waitlist first, then to enterprise accounts that asked for it, then publicly with a launch campaign.

It removes the main platform objection in comparisons and team deals, and opens a large mobile audience to the creator program.

• Splits a 7-person team

  Only start once the waitlist threshold is met.

• Android keyboard permissions worry users

  Explain them on a clear privacy screen.

• #17 An Android waitlist page to measure demand before building

• PressTechCrunch (November 12, 2025): Willow launched an iOS keyboard with full editing; user growth of "50% month-over-month since launch"; enterprise customers include Uber, Heidi Health and Zego; $4.5 million raised from Box Group, Y Combinator, Burst Capital and angels; Windows and Android were planned; competitors named include Wispr Flow (over $56 million raised), Monologue, Aqua and Superwhisper.Source
• Competitor researchWispr Flow homepage: "Available on Mac, Windows, iPhone, and Android"; free up to 2,000 words per week; a wall of company logos; a customer story with "20% more customer calls per day" and an estimated "$3.08M in annual cost savings"; SOC 2 Type II, HIPAA and ISO 27001.See the research Source
• Competitor researchSuperwhisper homepage: Mac, Windows, iOS, Android and Linux; works offline; Formal, Casual and Legal modes; meeting notes on Mac; "A 30-day refund applies to all plans".See the research Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source

Each year, publish a report combining a survey of 2,000+ users (what they dictate, time saved, where voice fails) with aggregate counts only from users and companies that opt in, never dictation content. Break it down by role and app category, publish a page per role, and launch it with press and creators.

Original data earns links, press and AI citations that product pages cannot, and the role pages feed both SEO and the AE's conversations.

• Seen as conflicting with the privacy promise

  Use opt-in aggregate counts only, and publish the method.

• HiringFounding Growth & Content Lead (San Francisco, $130K-$170K): content across TikTok, LinkedIn, X and YouTube Shorts; creators and UGC partners; "creator and affiliate programs" scaling "from dozens of partners to hundreds"; paid and influencer tests; SEO/AEO, launches and events. The post lists a team of 7, founded 2025, and "enterprises like Uber, Gusto, and Heidi Health".Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source

Approach two or three microphone or headset makers with a co-marketing offer: an insert card or setup-screen offer for three months of Willow Pro, a "Works great with Willow" badge, and a tested-microphone list on Willow's site with affiliate links. Track redemptions by partner code.

It reaches buyers at the moment they set up new audio gear, through a channel rivals are not using, and the affiliate links pay for the content.

• Long hardware sales cycles

  Start with affiliate links and a tested list while talks run.

• #16 Turn the latency and zero-edit benchmarks into an open, repeatable benchmark page

• Your websiteBlog posts in the sitemap include "speech-to-text-latency-benchmark", "dictation-accuracy-zero-edit-rate-benchmark", "top-microphones-voice-dictation", "introducing-willow-frontier-pro" and role-by-task posts such as "founders-send-slack-updates-faster-willow" and "sales-reps-write-client-emails-faster-willow".Source
• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source

Every Monday, email each active user their words dictated, estimated minutes saved against typing, their most-used app and one tip for an app they haven't tried. Free users see what Pro would have added; inactive users get a one-line nudge with a 30-second tip. Counts only, never content, and one-click unsubscribe.

Seeing personal progress builds habits and makes renewal easy to justify. It also feeds the shareable card and the Switch Program follow-up.

• Users in Privacy Mode expect no tracking

  Use only counts the app already keeps, or skip those users unless they opt in.

• Your websiteHomepage (published Nov 4, 2026): H1 "Speak naturally, Willow writes it"; "150,000+ professionals"; "4x faster" writing, "5 hours of productivity reclaimed every week", "3x more accurate than built-in dictation", text in "as little as 200ms", "100+ languages", "600+ reviews on the App Store (US)", "SOC 2 Type II certified and HIPAA compliant"; apps for Mac, Windows and iPhone, with no Android app; navigation includes Use cases, Security, Enterprise, Pricing, Leaderboard and Wall of Love; testimonials from founders and executives of Reddit, HubSpot, Gusto and Instacart.Source
• Your websiteEnterprise page: H1 "The most ambitious teams run on Willow"; "20% of Fortune 500 companies have teams on Willow"; "Trusted by 150,000+ professionals, including leading teams at" with no company named in the text; the three linked case studies are individuals; HIPAA is "HIPAA ready" in the hero, "HIPAA compliant" in the security section and "HIPAA certified" in the FAQ; shared dictionary, shared shortcuts, SSO, SCIM and usage dashboards exportable as CSV or via API.Source