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Bookkeeping & Accounting Services for Startups & Small Businesses

About Pilot

Pilot helps startups and small businesses manage books, taxes, and advisory work. It combines software with former CFOs and operators to deliver real-time visibility and strategic guidance.

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Key Features

Founders juggling spreadsheets and quarterly reviews need clarity on timing and costs; Pilot blends real-time data with advisory support to answer questions like when to hire or where to trim expenses:

Real-time expense tracking

See spend as it happens and spot waste, helping uncover up to $2k/month in savings.

Cash flow modeling

Build scenarios to test hiring plans and runway before offers.

IRS-ready books & tax readiness

Year-round compliance and documentation to maximize deductions and simplify filings.

Advisory guidance from CFOs/COOs

US-based former executives translate numbers into strategy for growth.

Summary

Best for growth-stage startups, small business finance teams, and operations leads needing real-time cash flow and strategic guidance.

Essentials

$99 / monthly

  • Up to $100,000 in monthly expenses
  • 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

$299 / monthly

  • Starts at $299/month billed annually
  • Up to $9,000 in monthly expenses
  • 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

Varies / custom

  • Everything in Core, plus any of these:
  • 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

For Single Member LLCs

$1,000+ / annual

  • Free tax extension
  • Federal income tax filing
  • State income tax filing
  • Quarterly tax payments (safe harbor)
  • Schedule C for your LLC’s income and loss
  • Reporting for one of each income sources: W-2, K-1, rental property, and 1099
  • Year-round email support

For Partnerships and S-Corps

$2,000+ / annual

  • Free extension
  • Federal income tax filing
  • State income tax filing
  • Delaware Franchise tax filing
  • Up to 25 1099-NEC filings
  • Year-round email support

For C-Corps

$2,450+ / annual

  • Free tax extension
  • Federal income tax filing
  • State income tax filing
  • Delaware Franchise tax filing
  • Up to 10 1099-NEC filings
  • Year-round email support

Basic

$1,750 / monthly

  • Custom financial model with strategic insights
  • Budget vs actuals variance analysis
  • Scenario planning model
  • Industry-specific KPI dashboard
  • Monthly call with your CFO

Custom

$5,250 / monthly

  • 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

Starter

$750 / one-time

  • Business incorporation through Stripe Atlas
  • Banking setup with Mercury
  • Setup for a payroll system that actually works
  • Pilot bookkeeping system setup

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