CherryPitch vs AI assistants
Founders ask ChatGPT and Claude which investors to approach. The answer arrives in seconds and reads well. The trouble is what sits underneath it.
What they are good at
An assistant is genuinely useful for first drafts, for sharpening a narrative, for explaining a term sheet clause, for thinking out loud. If you want help writing an email or understanding what a liquidation preference does, reach for one.
The gap opens on one specific question: which investors are right for my company, right now, and why.
The answer is older than it looks
A model answers from training data with a cutoff. Ask it to name investors for your round and you get a picture of the market as it stood months or years ago, described confidently in the present tense.
Fundraising is unusually unforgiving of that. A fund runs on a cycle. It raises, deploys over roughly three to four years, then holds the rest back for companies it already owns. A firm that was writing first checks at your stage two years ago may have stopped. The assistant has no way to know that, and neither do you, so the meeting happens anyway.
CherryPitch works from investor records we build and rebuild every day.
A raise is not one question
A raise runs for months. Finish the deck, build the list, write to twenty investors, track who replied, follow up, update the list as people pass, keep the story consistent across every conversation.
An assistant has no memory between sessions. Ask it to rank thirty investors against your thesis, draft outreach for each, then update the list when one passes, and it loses the thread. It fills the gaps with plausible detail. Confident and wrong is the hardest error to catch, and in a raise you usually catch it after the meeting.
The difference
| An AI assistant | CherryPitch | |
|---|---|---|
| Where the answer comes from | Training data with a cutoff | Investor records rebuilt every day |
| How specific it gets | Named firms, sometimes invented | Named firms, each traceable to a record |
| Memory across a raise | None between sessions | Your list, the reasons and your pipeline persist |
| Right tool for | Drafting, explaining, thinking | Deciding who to write to |
Use both
Keep the assistant for drafting and for thinking. Use CherryPitch for the part where being wrong costs you a month.