Let's CRUSH wispr flow in 6 months

is it possible???

wispr flow is 4 years old. willow is 1 year old. does it even matter tho? with AI we can ramp up fast. SPEED x QUALITY x VOLUME.

i'm being serious. been using wispr flow for months. checked out willow's website, mac app, ios app. i consolidated everything into 3 tips that could make willow an obvious choice over everyone else for b2c and b2b.

Tip #1: the first impression problem

right now willow feels like "just another dictation tool."

for users migrating from other dictation apps, it's not convincing enough yet to switch. for users completely new to dictation? still not there. (i'll get into this more in tip #3)

1.1 we need that "wow" factor

same price, similar features as competitors. willow needs something that makes people go "wait, i need this."

look at the AI coding space: cursor, claude code, codex cli, windsurf. they're all doing similar stuff but each has a different angle.

warp went with a dedicated terminal app. factory cli has the infinite context window thing. each has their own lane.

1.2 one wow factor isn't enough

we need an ecosystem of stuff. honestly there's no excuse in 2026 with what AI can do now.

some ideas after using dictation tools and related tools for a while:

easy wins:

• snippets: shortcuts for stuff we say all the time (wispr flow has this)

  
  

• notes: wispr flow has basic notes but we could go way harder. think paste.app-style clipboard history + JIT UI. actually irreplaceable for both power and casual users

• voice recording: let people save and manage actual voice clips, not just text. useful for messaging, communication. nobody else does both voice AND text well

• JIT editing: quick way to fix formatting or choose between similar-sounding words. the longer someone uses the app, the more the system "learns" their vocab, but then similar words start clashing. dictation rot kicks in around the 1-month mark

• mode switch: stole this idea from superwhisper (YC S15). super useful. "hey willow" AI stuff already has potential beyond basic dictation -> modes + JIT options would take it even further

• manual transcription: upload audio/video, get transcripts (superwhisper does this)

harder but worth it:

• meeting assistant/agent: like zoomai, otter.ai, cluely, superwhisper, etc.

  
  

• developer focus: in 2026 it's not just "developers" anymore. builders, hobbyists, vibecoders. they'll pay AND market for willow organically

1.3 pricing

should we actually ship all this at the same price? i'd say yes, go all-in. make it a no-brainer steal for everyone.

if that's impossible rn, maybe do a buffet model. basic users pick and choose features, pro/max gets everything.

who we're up against:

• wispr flow: probably the leader rn. "voice OS" positioning, good marketing, affiliate program. gotta beat them first

  
  

• superwhisper: half the price, more features, better website, shows up in AI search results. active on twitter. it's a growing threat imo

• what's the play? let's brainstorm and carve out a unique position like i said in 1.1. there will always be more clones coming. we need our own thing.

right now willow has basically the same pricing as wispr flow. unless we offer more or something different, first impression is "dictation/wisprflow clone."

also: BYOK option could be huge. makes pricing complaints irrelevant.

1.4 own the comparison

willow has a comparison table with native dictation features. cool. but it's time to acknowledge and boldly compare against actual competitors out there.

check out what screendesigns did with mobbins. bold side-by-side comparison showing why they're better.

of course gotta actually be better first, which is why this is 1.4 and not 1.1.

this isn't about roasting competitors. it's more about clarity for customers deciding whether to switch. also helps SEO and AI RAG search results a lot.

that's all for tip #1

upcoming tip #2 is about SEO, GEO, and making willow show up better in AI search/RAG. rn it's missing some basics.

wisprflow uses webflow, willow uses framer. there's a lot of stuff we can do with framer to get the most for willow.

what do you think about tip #1? curious what the team's been planning to grow willow over the next 6 months.

let's cook,

Steve Oak (Okkar Kyaw)

Design Engineer

linkedin.com/in/whoisoak