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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.

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Stats on Pilot

Pricing and Plans

(Subscription)

Bookkeeping Base

$99/month

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

$63/month (annually)

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

$204/month (annually)

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

$450/month (annually)

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

$1750/month (annually)

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

$3150/month (annually)

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

$5250/month (annually)

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

$750/one time

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

$500/month

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

$399/usage
Add-on

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

QuickBooks
Stripe Atlas
Mercury
Carta
Bank integrations
Credit card integrations
Payroll systems
AP systems
Inventory systems
Payment platforms

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

AI Capabilities

Transaction categorization
Account reconciliation
Cash flow analysis
Scenario planning
Financial Q&A

System Requirements

Operating System
Any OS with a modern web browser
Memory (RAM)
4 GB+ RAM
Processor
Any modern 64-bit CPU
Disk Space
No local storage required (cloud-based)