Pilot pricing

Pilot sells bookkeeping, tax, CFO and operations services for US startups and small businesses, combining AI software with human bookkeepers and advisors.

AI accounting softwareFree planPriced per minuteSelf-serve + sales

Visit PilotPrices checked Oct 29, 2026

How much does Pilot cost?

Paid plans start at $83.33/mo billed yearly or $99/mo billed monthly

Free plan: Yes
Free trial: A free trial is offered via a 'start FREE TRIAL' button; length not stated
Usage price: $399/minute
Enterprise: Contact sales

Read from pilot.com/pricing on Oct 29, 2026. Price changed? Tell usSee the line each price came from

In your favor

Free plan. Free Stock Administration Founders Tier for pre-seed founders with up to five people on the cap table

Watch out for

Their pages disagree: Core plan monthly expense limit / price display. "$0 in monthly expenses" vs "$9,000 in monthly expenses"
Their pages disagree: Founder Salary Report size. "1,800+ salary insights from founders around the country." vs "1,600+ salary insights from founders around the country."

How you buy and get started

Self-serve + salesButtons on their site: Contact Sales, start FREE TRIAL, Get Started, talk to our team

Sign up: Free trial and sign-in available; paid plans via Contact Sales
Setup: Not stated
When sales steps in: Not stated
Support: In-app messaging on Essentials
Support: Dedicated team via in-app, email and phone on Core

What Pilot does

Pilot is a back-office provider that handles bookkeeping, tax, CFO advisory and outsourced operations for startups and small businesses, describing its model as 50/50 people and software. Bookkeeping plans start at $99/month (Essentials) and rise to custom pricing, with sales contact needed to buy.

Good for: Startups and growth-minded small businesses that want bookkeeping, tax and CFO support handled by a team backed by software.
Channels: In-app messaging, Email, Phone, Slack (CFO on Custom plan)
Main product: Bookkeeping service (Essentials, Core, Custom plans) with AI plus US-based bookkeepers, alongside tax, CFO and operations services
Also includes: AI transaction categorization and account reconciliation (Essentials), Monthly book close, Instant AI answers about past transactions and cash flow, with scenario planning, US-based bookkeeper on Core plan, Cash or accrual bookkeeping on Core, Tax filing services
Connects to: QuickBooks, Stripe Atlas, Mercury, Carta, Pulley
Public API: Not stated
MCP server: Not stated

AI transaction categorizationAI categorizes transactions, reconciles accounts, and closes books monthly.
Automated bank reconciliationAI categorizes transactions, reconciles accounts, and closes books monthly.
Invoice and bill captureNot stated
Receipt matchingNot stated
Month-end close automationAI categorizes transactions, reconciles accounts, and closes books monthly.
Real-time financial reportsTrack company expenses in real time
AI chat assistantInstant AI answers about past transactions and current cash flow, plus run scenarios to plan ahead
Human bookkeeper includedUS-based bookkeeper who handles, explains, and reviews your books

The same 8 checks appear on every tool in AI accounting software. Each tick quotes the vendor's own site.

Security and your data

Question	Their answer	Where it says so
Trains AI on your data?	Not stated
HIPAA (signs a BAA)	Not stated
SOC 2	Not stated
GDPR	Not stated
CCPA	Not stated
PCI	Not stated
ISO 27001	Not stated
Single sign-on	Not stated
Trust center	Not stated

Security answers are the vendor's own claims, quoted. We don't audit them.

Every plan

Plan	Monthly	Billed yearly	Included	Over the allowance	Where it says so
Tax: Single Member LLC+ /year	–	$83.33per month	–	–	"$1,000+ /year"
Essentials (Bookkeeping)/month	$99	–	100000 USD monthly expensesUp to $100,000 in monthly expenses	–	"ricing-proserv bookkeepingtaxcfooperations monthly annually essentials $99/month up to $10"
Tax: Partnerships and S-Corps+ /year	–	$167per month	–	–	"$2,000+ /year"
Tax: C-Corps+ /year	–	$204per month	–	–	"$2,450+ /year"
Core (Bookkeeping)/month billed annually	–	$299per month	–	–	"Starts at $ 299 /month"
Operations: Essentials/month	$850monthly or yearly not stated	–	–	–	"$850/month"
CFO: Basic/month billed annually	–	$1,750per month	–	–	"$1,750/month"
CFO: Essentials/month billed annually	–	$3,150per month	–	–	"$3,150/month"
CFO: Custom/month billed annually	–	$5,250per month	–	–	"$5,250/month"
Operations: Starterone-time payment	–	–	–	–	"$750 one-time payment"
Stock Administration/hr	$399per minute	–	–	–	"$399/hr"
Custom (Bookkeeping)	Quote	–	–	–	"Best for: Growing companies that need a customized plan for the back-office."

Their pages disagree: Core plan monthly expense limit / price display"$0 in monthly expenses" vs "$9,000 in monthly expenses"

Their pages disagree: Founder Salary Report size"1,800+ salary insights from founders around the country." vs "1,600+ salary insights from founders around the country."

Free plan: Free Stock Administration Founders Tier for pre-seed founders with up to five people on the cap table

Fine print

Billing increment: Not stated
Billed beyond usage: Not stated
Contract: Not stated
Refunds: Not stated
Auto renew: Not stated
Price change notice: Not stated

"Not stated" means we read their pricing page and terms and they don't say.

About the company

Legal name: Pilot.com, Inc.
Address: 353 Sacramento St., Suite 1900, San Francisco CA 94111 (HQ); 818 18th Ave, Suite
Online since: Aug 17, 1993
Funding: Raised over $150M across Series A, B and C
Customers: "Trusted by 3,500+ growth-driven startups and small businesses"
Backing: "Backed by Sequoia, Index Ventures, Stripe, Bezos Expeditions and Whale Rock"