Pilot
Pilot provides comprehensive bookkeeping, tax preparation, CFO advisory, and COO services designed specifically for startups and small businesses. The platform combines AI-powered tools with expert human guidance to deliver real-time financial intelligence, helping business owners make confident decisions about cash flow, hiring, and growth strategy. Trusted by over 2,500 growth-driven companies, Pilot positions itself as the largest startup and small business accounting firm in the US.
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AI-Powered Bookkeeping - Automated transaction categorization, account reconciliation, and monthly book closing with instant AI answers about past transactions and current cash flow scenarios.
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Real-Time Financial Dashboards - Track company expenses in real time, model cash flow scenarios, and identify hidden costs with intelligent dashboards that provide immediate visibility into business finances.
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Expert CFO Advisory - Access seasoned CFOs and operators who provide strategic guidance on fundraising, M&A, compensation planning, and growth strategy through regular calls and dedicated support.
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Tax Preparation Services - Federal and state corporate income tax filing, Delaware Franchise tax filing, 1099-NEC filings, and year-round tax compliance support tailored to startups and growing businesses.
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COO Operations Support - Comprehensive back-office services including HR, payroll, benefits administration, invoice collection, bill payment, and banking support handled by experts.
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Cash and Accrual Accounting - Flexible bookkeeping options that pull data from banks, credit cards, payroll, AP, inventory, and payment platforms with custom chart of accounts.
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Investor-Ready Financials - Budget vs actuals variance analysis, scenario planning models, industry-specific KPI dashboards, and board reporting support to help secure funding.
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Stock Administration - Cap table management and equity administration services through Carta integration to keep records accurate and up-to-date.
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R&D Tax Credit - Full claim process handling with documentation to help companies save up to $500,000 per year on qualifying research and development expenses.
To get started, businesses can contact Pilot's team to discuss specific growth challenges, watch a demo to understand their approach, or explore starter packages for early-stage companies. The platform integrates with existing tools and scales from tiny startups to large companies.
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Stats on Pilot
Pricing and Plans
Bookkeeping Base
Up to $100,000 in monthly expenses. Best for small businesses that just want clean books.
- Cash-basis bookkeeping using data from your bank and credit cards
- Standard chart of accounts
- Reports on the 20th business day
- Year-end package for your tax preparer
- Instant AI answers about past transactions and current cash flow
- Support through in-app messaging
Tax Starter
Best for businesses in their first year, pre-revenue, spending less than $500k/year.
- Free tax extension
- Federal corporate income tax filing
- State corporate income tax filing
- Delaware Franchise tax filing
Tax Essentials
Best for startups and unprofitable C corps with no foreign subsidiaries.
- Free tax extension
- Federal corporate income tax filing
- State corporate income tax filing
- City income tax filing
- Delaware Franchise tax filing
- Up to 10 1099-NEC filings
- Support from your dedicated team over email all year-round
Tax Standard
Best for growing or profitable businesses of any entity type.
- Free tax extension
- Federal corporate income tax filing
- State corporate income tax filing
- Delaware Franchise tax filing
- Up to 25 1099-NEC filings
- Support from your dedicated team over email all year-round
CFO Basic
Best for companies seeking to analyze business performance and discover key insights. Starts at $1,750/month billed annually.
- Custom financial model with strategic insights
- Budget vs actuals variance analysis
- Scenario planning model
- Industry-specific KPI dashboard
- Monthly call with your CFO
CFO Essentials
Best for companies that need a finance expert to launch strategic projects and help drive growth. Starts at $3,150/month billed annually.
- Everything in Basic
- Cash and runway optimization
- Investor & board reporting support
- Basic fundraising and M&A support
- Ad-hoc strategy support
- Bi-weekly call with your CFO
CFO Custom
Best for growing companies who need a finance leader but not ready for a six-figure hire. Starts at $5,250/month billed annually.
- Everything in Essentials
- 13-Week Cash Flow Analysis
- Investor updates & board presentations
- Fundraising insights & equity story
- Compensation planning and benchmarking
- Acquisition and GTM strategy
- Monetization and pricing strategy
- Strategic planning & OKRs
- Weekly calls with your CFO
COO Starter
Best for pre-launch companies and brand-new businesses with no operations set up.
- Business incorporation through Stripe Atlas
- Banking setup with Mercury
- Setup for a payroll system that actually works
- Pilot bookkeeping system setup
COO Essentials
Best for companies with a few employees who want their operations handled by experts.
- Everything in Starter (if you need the setup)
- Banking support when things get messy
- HR, payroll, and benefits that work
- Invoice collection
- Bill payment on time
Stock Administration
For C corps who are issuing equity through Carta. Prepaid annually. Additional hours beyond the base subscription billed at $450/hr.
Part of pilot- Cap table accuracy and maintenance
- Equity administration
- Timely decision support
Integrations
Features
- AI-powered transaction categorization
- Real-time expense tracking
- Cash flow modeling and scenario planning
- Cash and accrual-basis bookkeeping
- Federal and state tax filing
- Delaware Franchise tax filing
- 1099-NEC filing preparation
- Custom chart of accounts
- Budget vs actuals variance analysis
- Industry-specific KPI dashboards
- CFO advisory calls
- Investor and board reporting support
- Fundraising and M&A support
- HR, payroll, and benefits administration
- Invoice collection and bill payment
- Stock administration through Carta
- R&D tax credit processing
- Year-end tax package preparation
- Multi-state payroll compliance
- Custom financial modeling