Pilot is a bookkeeping company that specializes in startup companies. We started it because we really struggled to find a good bookkeeping solution in our previous startups (Ksplice and Zulip).
Amazingly, the state of the world of bookkeeping has largely been unchanged for the past 20 years: you hire a bookkeeper who buys a copy of QuickBooks and does a ton of clicking around and hand-entering to bring everything up-to-date every month.
Which is a little crazy because the underlying data is quite structured (dates, amounts, memos), and 90% of the work is effectively “Execute well-defined rule X on data Y”. The first-principles solution to this problem would definitely not be “Hire a person, hope all the rules fit in their head, and make them click a lot”— it would be software.
But our feeling was: people don’t want more bookkeeping software—they’d rather not worry about bookkeeping at all. So we started Pilot: a bookkeeping service powered by our expert team of (human) bookkeepers in San Francisco, who, under the hood, use a bunch of software we’ve written to automate the most tedious, error-prone parts of the work. Every month, we deliver up-to-date accrual basis books for you, in QuickBooks Online.
We’re currently doing the books for a bunch of startup companies (ranging from pre-seed all the way to Series B), including 30+ YC companies, but we're just now starting to tell the story more broadly.
We’d love to get your feedback! I’ll be around all day watching this thread, or you can just shoot me an email (firstname.lastname@example.org).
There's some care needed—we're a bookkeeping firm, so we can't give accounting/tax/legal advice, but there's a lot we can do to help (and we can always connect you with e.g. a tax prep firm we know and trust for the stuff we can't do ourselves.)
Pilot basically solved that problem. I just do my normal business and their integrations with my banks, expensify, credit cards, etc handle all of the transaction classification, and at the end of the month I get all of the statements I need to run a business. If there's any questions they reach out and help me address them.
I went from basically 4 founder-hours a month to zero, and I know my books are good. Totally worth it.