Pilot
Bookkeeping, tax, CFO, and COO services for startups and small businesses with AI-powered financial insights and expert guidance.
At a Glance
Engagement
Available On
Listed Jan 2026
About 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.
-
AI-Powered Bookkeeping - Automated transaction categorization, account reconciliation, and monthly book closing with instant AI answers about past transactions and current cash flow scenarios.
-
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.
-
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.
-
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.
-
COO Operations Support - Comprehensive back-office services including HR, payroll, benefits administration, invoice collection, bill payment, and banking support handled by experts.
-
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.
-
Investor-Ready Financials - Budget vs actuals variance analysis, scenario planning models, industry-specific KPI dashboards, and board reporting support to help secure funding.
-
Stock Administration - Cap table management and equity administration services through Carta integration to keep records accurate and up-to-date.
-
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.
Community Discussions
Be the first to start a conversation about Pilot
Share your experience with Pilot, ask questions, or help others learn from your insights.
Pricing
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.
- Cap table accuracy and maintenance
- Equity administration
- Timely decision support
Capabilities
Key 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
