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Sep 13, 2026 · 18 min read

AI-assisted bookkeeping, tax and CFO services for startups and small businesses
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Pricing
From $99/mo
Free trial
Yes
Company
Pilot.com, Inc.United States
Platforms
Pilot is a back-office service that handles bookkeeping, tax filing and CFO advisory for US startups and small businesses. The company describes its approach as "50/50 people and software": AI categorizes transactions, reconciles accounts and answers questions about cash flow, and US-based bookkeepers and former CFOs review the books and give strategic guidance.
Clients get monthly closed books, financial reports, dashboards and scenario modeling, for example checking whether they can afford new hires. Add-on services cover business tax returns, R&D credits, outsourced operations such as payroll, AP and AR, stock administration, and fractional CFO work like fundraising support and board reporting.
Pilot fits founders and owners who want to hand off their accounting instead of running it in-house. Pricing starts at $99/month for AI-driven bookkeeping. Tax, operations and CFO plans are sold on top of a Pilot Bookkeeping plan. Pilot notes that it is not a public accounting firm.
Who it's for
Startups can get investor-ready financials and data rooms prepared on a short timeline.
Cash flow scenario models show whether the business can afford more headcount before offers go out.
Bookkeepers produce reviewed, accurate financials that can hold up to buyer due diligence.
Federal, state and Delaware franchise filings are handled alongside year-round bookkeeping.
From the vendor's site, checked Oct 26, 2026; we re-check prices monthly. Prices change — confirm on their pricing page.
Bookkeeping Essentials
month
$99/month
Bookkeeping Core
month, billed annually
Contact sales
Bookkeeping Custom
Custom
Tax - Single Member LLC
year
From $1,000/year
Tax - Partnerships & S-Corps
year
From $2,000/year
Tax - C-Corps
year
From $2,450/year
CFO Basic
month
From $1,750/month billed annually
CFO Essentials
month
From $3,150/month billed annually
CFO Custom
month
From $5,250/month billed annually
Operations Starter
one-time
From $750 one-time
Operations Essentials
month
From $850/month
Which plan do you need?
The cheapest paid plan with a published price that fits. Custom and sales-quoted plans aren't included.
| Tool | Starts at | Free plan | Free trial | API | Open source | |
|---|---|---|---|---|---|---|
| P | $99/mo | — | — | — | ||
| I | — | — | — | — | Pilot vs Intuit TurboTax / Intuit Assist | |
| B | Quote | — | — | — | — | Pilot vs Bloomberg Tax |
| T | Quote | — | — | — | Pilot vs Thomson Reuters Checkpoint Edge | |
| C | $29/mo | — | — | — | Pilot vs CPA Pilot |
| Capability | Pilot | Intuit TurboTax / Intuit Assist | CPA Pilot |
|---|---|---|---|
| Bill pay | — | — | |
| QuickBooks/Xero sync | — | — | |
| Reconciliation | — | — | |
| Forecasting | — | ||
| Human experts included |
Capabilities as stated on each vendor's own site; — means the site doesn't say. The closest alternatives in our directory by category. “Starts at” is the cheapest paid plan per month, as each vendor lists it.
Trains AI on your content
Not stated
Data retention
Kept until deletion request; tax data at least seven years
“We generally retain Customer Data until we receive a request to delete it”
Where data is stored
Not stated
Security and compliance
None stated
From Pilot's own privacy and security pages , checked Oct 28, 2026. We only show what the vendor states in writing; “not stated” means the pages don't say.
Strengths
Limitations
Bookkeeping Essentials is $99/month for up to $100,000 in monthly expenses. Tax plans start at $1,000/year and CFO plans at $1,750/month billed annually.
Yes. The site offers a free trial sign-up.
No. Tax plans must be purchased together with Pilot Bookkeeping.
Yes, on the Custom bookkeeping plan you can keep your existing QuickBooks account and historical data.
Yes. Pre-revenue companies can contact Pilot for discounts on the Core plan and on tax services.
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