Pilot Pricing (2026)
Flat monthly fee per company, not per seat or per transaction volume — a departure from the usage-based billing common in bookkeeping software (think per-transaction or per-account pricing). You're essentially paying for a tier of service complexity and access to human bookkeeping support, not a metered resource.
- Essentials
- $99/mo
- Core
- $299/mo
- Custom
- Contact Sales
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Essentials
- Cash-basis bookkeeping using data from your bank and credit cards
- Standard chart of accounts
- Year-end package for your tax preparer
- Instant AI answers about past transactions and current cash flow, plus run scenarios to plan ahead
- Support through in-app messaging
Core
- US-based bookkeeper who handles, explains, and reviews your books
- Cash or accrual-basis bookkeeping that pulls from your bank, credit cards, payroll, AP, inventory, and payment platforms
- Bill management for up to 10 vendor bills per month
- Custom chart of accounts
- Reports on the 10th business day
- Support from your dedicated team in-app, email, and over the phone
Custom
- Keep your existing QuickBooks account and historical data
- Support for complex business structures
- Custom workflows and reporting
- Reports on the 6th business day
- Full accounts receivable
- Full accounts payable
- Payroll administration
- CFO advisory, financial planning, and fundraising support. Connect with your dedicated CFO in-app, by email, phone, or Slack
Does Pilot have a free plan?
No. Pilot lists no free plan or trial on its pricing page. Paid plans start at $99/mo.
Want free? Invoice Ninja and MarginEdge have free plans: see all Pilot alternatives →
AI Pricing Analysis
Pricing Model
Flat monthly fee per company, not per seat or per transaction volume — a departure from the usage-based billing common in bookkeeping software (think per-transaction or per-account pricing). You're essentially paying for a tier of service complexity and access to human bookkeeping support, not a metered resource.
Tier Strategy
Essentials is built for early-stage startups with simple books and low burn, while Core targets companies with more complexity — likely more entities, higher transaction volume, or need for accrual-basis accounting. The jump from Essentials to Core probably gets triggered by fundraising milestones, since investors and auditors start demanding cleaner books once a startup raises a priced round.
Competitive Positioning
Pilot sits in the premium tier of startup bookkeeping services — well above DIY tools like QuickBooks or Xero, and priced to compete with Bench and Puzzle rather than freelance bookkeepers. They're clearly chasing venture-backed startups who'll trade cash for reliability and investor-ready financials.
Growth Lever
The pre-revenue startup discount on Core is the real growth lever here — it's a wedge to get cash-strapped, VC-backed companies into the higher tier early, betting they'll stay there (and pay full price) as they scale. Beyond that, the existence of separate Tax, CFO, and COO product tabs suggests the real expansion play is cross-selling those services once a company outgrows basic bookkeeping.
Want the strategist's read on the live page? Read the AI teardown of Pilot's pricing page →
Pilot Pricing FAQ
- How much does Pilot cost?
- Paid plans start at $99/mo, going up to $299/mo for larger teams. There's also an Enterprise tier with custom pricing.
- Is there a free plan?
- No free plan. You'll need to commit to a paid plan to get started.
- Can I try it before paying?
- Not at the moment. There's no free trial or free plan listed on their pricing page.
- How does the pricing work?
- Flat monthly fee per company, not per seat or per transaction volume — a departure from the usage-based billing common in bookkeeping software (think per-transaction or per-account pricing). You're essentially paying for a tier of service complexity and access to human bookkeeping support, not a metered resource.
- Is there a discount for annual billing?
- Discount on Core plan for pre-revenue startups.
- Which plan makes sense for me?
- Essentials is built for early-stage startups with simple books and low burn, while Core targets companies with more complexity — likely more entities, higher transaction volume, or need for accrual-basis accounting. The jump from Essentials to Core probably gets triggered by fundraising milestones, since investors and auditors start demanding cleaner books once a startup raises a priced round.
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