Pip’s Free plan gives you 30 questions per calendar month forever. Pro is $15/month for 300 questions plus terminal voice typing into Claude Code or Codex. Max is $69.99/month for 1,000 questions. Those figures were checked on 29 September 2026 on Pip’s homepage FAQ and terms. If you are deciding whether 30 questions is enough before you pay, this guide walks the free-tier stop, what Pro actually adds, and when Max is the rational jump.
This article was written for MPAT after Pip launched on the board at /tools/pip. It is compiled from vendor pages, not a hands-on review. Today’s other MPAT launches—Okara and VibeDefend—solve different jobs, so they appear only as short context links, not a fake three-tool roundup.
What is Pip, in one sentence?
Pip is a Mac-only AI companion that sits next to your cursor, looks at your screen when you ask, and points at the control you need—instead of making you describe the UI into a chat box. The product page at hipip.app requires macOS 14.2 or later and ships as a direct DMG download.
How much does Pip cost?
There is no separate /pricing URL. Plan names and dollar amounts sit under “pick your pip” and in the FAQ on the homepage, and the monthly caps are restated in the terms (last updated 22 September 2026). Limits reset on the first of each month (UTC).
USD, checked September 29, 2026, from https://hipip.app/#pricing and https://hipip.app/terms.html | |||
Free | $0 | 30 | Forever free tier; no card required to start (homepage) |
Pro | $15/month | 300 | Voice typing in the terminal for Claude Code or Codex; FAQ says that voice typing does not use question quota |
Max | $69.99/month | 1,000 | Highest published self-serve cap |
Billing is monthly until you cancel from the Pip menu. Switching plans prorates immediately; canceling keeps access until the end of the period you paid for, per the terms. Annual prices were not published on the pages checked for this guide.
Where does the free plan stop?
The free-tier stop is a hard monthly question count: 30 questions per calendar month. That is not “30 days of unlimited use.” One stuck afternoon in Final Cut, Photoshop, or a terminal rabbit hole can burn several questions. The homepage FAQ frames Free as forever at that cap—useful for light, occasional help—not as a full workday tutor.
Free also does not include the Pro-only perk the FAQ highlights: holding the hotkey to voice-type into Claude Code or Codex without spending question credits. If your main job is talking to a coding agent in the terminal, Free is the wrong plan even if 30 visual “where is the button?” questions would have been enough.
Pip’s privacy policy (last updated 27 September 2026) matters for the free-tier decision too. Visual questions send voice to AssemblyAI, a screenshot plus control names to OpenAI, and answer text to ElevenLabs for speech. Everyday Mac actions (volume, timers, confirmed Messages) often stay local. Free users still send the same visual-question payload as paid users—there is no “local-only free mode” described on the public pages.
Is Pro at $15/month worth it?
Pro multiplies the monthly cap by 10× (30 → 300) and adds terminal voice typing that does not consume questions. For a freelancer or developer who hits Free mid-week, $15 is cheaper than losing an hour to menu hunting—or cheaper than a single hour of human coaching.
Pro is a weak fit if you only need Pip once or twice a month. In that case Free’s 30 questions may last the whole month. Pro is also unnecessary if you never use Claude Code/Codex voice typing and your visual questions stay under ~30. The terms warn that answers and pointer targets can be wrong: Pro does not buy accuracy insurance; it buys more attempts and a terminal perk.
When does Max at $69.99 make sense?
Max is about 4.7× Pro’s price for about 3.3× Pro’s questions (1,000 vs 300). The jump is rational if multiple people share one Mac account against the same monthly pool, or if you treat Pip as all-day UI coaching. It is a poor default for solo light use—Pro already covers heavy individual days for most people who still count questions in the low hundreds.
No team seats, org admin, or annual Max discount appeared on the public marketing pages checked 29 September 2026. Treat Max as a personal high-cap SKU until Pip publishes otherwise.
Pip vs a chat box vs a Mac launcher
Pip’s founder note on the homepage argues the bottleneck is not the model—it is describing your screen into a chat. That is the job comparison that matters:
ChatGPT / Claude in a browser: you describe UI; they cannot circle a control on your Mac.
Raycast on MPAT: fast launcher when you already know the action name.
Pip: you do not know which menu hides the control; you want it circled in place.
Meeting tools such as Granola and Fathom (both listed on MPAT with free plans plus paid upgrades) solve call memory, not live UI pointing. Do not buy Pip as a notetaker substitute.
How today’s other MPAT launches differ (short)
Okara is an AI CMO: website in, marketing agents out, Free for strategy then Lite $129/Pro $249 for execution (checked 29 September 2026 on Okara’s pricing). That is a marketing ops budget, not a Mac helper budget.
VibeDefend secures what AI coding agents write (business rules + guards against dangerous shell/secret reads), with Free and paid Developer/Team/Scale tiers on CybeDefend’s pricing. Complementary to Pip’s Pro terminal voice typing: one helps you talk to the agent; the other constrains what the agent may do.
If you came here from today’s board looking for one shared “best AI tool,” stop—these three do not share a job. Buy for the job: screen pointing (Pip), marketing agents (Okara), or coding-agent guardrails (VibeDefend).
How to decide in under two minutes
Ask three questions. First: am I on macOS 14.2 or later? If not, stop—Pip is not for this machine. Second: will I ask more than about one question per weekday this month? If yes, Free’s 30-question ceiling will likely fail before the UTC month reset. Third: do I want to speak into Claude Code or Codex instead of typing? If yes, Pro’s terminal voice typing is the feature Free does not advertise. Only after Pro feels tight for several months should Max enter the conversation.
FAQ
Is Pip free?
Yes. Free includes 30 questions per calendar month forever, per the homepage FAQ and terms. Paid plans raise the cap.
How much does Pip cost?
Free $0, Pro $15/month, Max $69.99/month, checked 29 September 2026 on Pip’s pricing FAQ and terms.
Does Pip work on Windows?
Not according to the public site, which states macOS 14.2 or later only.
Does Pip click for me?
Teaching flows point; you click. Pip can run confirmed Mac actions you request. It does not move the mouse on its own, per the privacy policy.
What data leaves my Mac?
On visual questions: voice → AssemblyAI; screenshot/context → OpenAI; answer speech → ElevenLabs. Details are in Pip’s privacy policy.
Can I cancel Pro or Max anytime?
Yes, from the Pip menu. You keep the plan until the end of the paid period; switching prorates immediately per terms.
Bottom line: start on Free if you only need occasional “where is that button?” help. Move to Pro when you burn 30 questions before month-end or want terminal voice typing for Claude Code/Codex. Consider Max only after Pro’s 300-question ceiling is a real monthly constraint. Re-check hipip.app before you pay—vendors change plans.
