Pilot — Finance & Accounting

What Pilot Does

Pilot is a bookkeeping and accounting service designed for startups and small businesses. It combines automated transaction categorization and real-time dashboards with a team of US-based bookkeepers, former CFOs, and operators. The platform handles routine financial tasks—like expense tracking, cash flow modeling, and tax-ready books—so founders and managers can focus on growing the business without getting buried in spreadsheets.

The Problem It Solves

Many small business owners struggle to understand their financial health. Sales may be up, yet cash flow is down. Hiring a new person seems risky without clear projections. Pilot replaces confusing spreadsheets with instant AI answers and expert guidance. It answers questions like "Which expenses are growing faster than revenue?" and "Can we afford two more hires?"—giving operators the confidence to make informed decisions.

Who It Is For (and Who It Is Not For)

Pilot is built for growth-driven startups and small businesses that want clean books plus strategic advice. It is ideal for founders who need investor-ready reports, real-time cash flow insights, and tax compliance. It is less suited for solopreneurs or very small businesses with simple finances who may be better served by a DIY tool or a basic bookkeeper. Pilot also offers specific plans for professional services firms (agencies, consultancies, law firms) and for single-member LLCs or partnerships needing tax filing.

Real Use Cases

A Series A startup uses Pilot to close books monthly, track expenses in real time, and model cash flow scenarios before making a hire. An e-commerce business relies on Pilot’s accrual bookkeeping to reconcile payments across multiple platforms. A consultancy uses the CFO advisory layer to cut costs without slowing growth, getting strategic input from former operators who understand scaling challenges.

• Automated Bookkeeping — AI categorizes transactions, reconciles accounts, and closes books monthly.
• Real-Time Dashboards — Track company expenses and cash flow in real time; identify wasted spend.
• Cash Flow Modeling — Run scenarios to see if you can afford new hires or other investments.
• Tax-Ready Books — IRS-ready books year-round with year-end packages for your tax preparer.
• Expert Advisory — Access to US-based CFOs and operators who provide strategic guidance.
• Multi-Platform Integration — Pulls data from bank accounts, credit cards, payroll, AP, inventory, and payment platforms.
• Custom Reporting — Custom chart of accounts and reports on the 10th (or 6th) business day.

Pilot pricing: from $99/mo.

Essentials — $99/month

Up to $100,000 in monthly expenses. Best for small businesses that only need clean books. Includes cash-basis bookkeeping, standard chart of accounts, year-end package, and in-app support.

Core — Starts at $0/month (billed annually)

For startups and growing businesses. Includes everything in Essentials plus a US-based bookkeeper, cash or accrual basis, bill management (10 vendor bills/month), custom chart of accounts, and reports by the 10th business day. Also includes phone and email support.

Custom

For growing companies needing customized back-office support. Includes everything in Core plus optional QuickBooks migration, complex business structures, custom workflows, full AP/AR, payroll administration, and CFO advisory. Pricing depends on needs.

Free trial available. Pre-revenue startups may qualify for a Core discount. Tax plans (for Single Member LLCs, Partnerships, S-Corps) start at $750–$1,000+/year and require a bookkeeping subscription.

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