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Pilot

Pilot · San Francisco, California, and Nashville, Tennessee, United States · founded 2017

What it is

Pilot is browser-based accounting software offering bank feeds, automated reconciliation, and accountant access. Its listed platform is web only, with no inventory tracking. The free Core plan is listed as free, billed annually, with $0 in monthly expenses and up to 10 vendor bills per month. Essentials costs $99 a month, billed monthly, and covers up to $100,000 in monthly expenses. A Custom plan has no listed price and includes support for complex business structures, custom workflows and reporting, full accounts receivable and payable, payroll administration, and CFO advisory. Pilot’s pricing note lists a 15-day trial and paid plans from $99/mo. Pilot was founded in 2017 and lists headquarters in San Francisco, California, and Nashville, Tennessee. Access is through a browser rather than a listed mobile app, while accountant access remains available for supported workflows.

For and against

For

  • Free Core plan listed
  • Bank feeds included
  • Automated reconciliation available
  • Accountant access supported
  • Custom plan includes CFO advisory

Against

  • No inventory tracking
  • Web-only platform
  • Custom plan has no listed price
  • Essentials costs $99 monthly

The verdict

Pilot provides core accounting workflows through the web, with free and paid plan options. The lack of inventory tracking and mobile platforms may narrow its fit for some businesses.

Who it suits

Pilot suits businesses wanting browser-based bookkeeping with bank connections, reconciliation, and accountant access. It is less suited to users who require inventory tracking or a listed mobile application.

Plans and prices

Essentials

$99a month

Up to $100,000 in monthly expenses

Core

Free

$0 in monthly expenses · Up to 10 vendor bills per month

Custom

Priced on request

Complex business structures · Custom workflows and reporting · Full accounts receivable · Full accounts payable

Essentials (bookkeeping)

$99a month

Up to $100,000 in monthly expenses · Cash-basis bookkeeping · Year-end tax preparer package · In-app support

Starter (tax)

$750a year

Federal and state corporate income tax filing · Delaware franchise tax filing · Must be purchased with Pilot Bookkeeping

Basic (CFO)

$1,750a month, billed yearly

Custom financial model · Budget-versus-actual analysis · Scenario planning · KPI dashboard

Essentials (tax)

$2,450a year

Federal, state, and city income tax filing · Delaware franchise tax filing · Up to 10 1099-NEC filings · Must be purchased with Pilot Bookkeeping

Essentials (CFO)

$3,150a month, billed yearly

Everything in Basic · Cash and runway optimization · Investor and board reporting · Fundraising and M&A support

Standard (tax)

$5,400a year

Federal and state corporate income tax filing · Delaware franchise tax filing · Up to 25 1099-NEC filings · Must be purchased with Pilot Bookkeeping

Every plan, in full

On the record

Accountant access
Yespilot.com · read 20 Sep 2026
Accounting-service limitation
Pilot says it does not provide audits, assurance, public-accounting services, or certifications of GAAP compliance.pilot.com · read 21 Oct 2026
AI transaction categorization
Pilot’s AI Accountant categorizes transactions and reconciles accounts as activity comes in.pilot.com · read 21 Oct 2026
Anomaly flags
Pilot says its AI Accountant flags unusual items such as duplicate charges, unexpected amounts, and new vendors.pilot.com · read 21 Oct 2026
API connections
Pilot says it uses secure API connections and bank-level authentication to connect financial and business tools.pilot.com · read 21 Oct 2026
Ask questions about finances
Pilot AI in the customer portal accepts plain-English questions about company financials and returns answers.pilot.com · read 21 Oct 2026
Automated reconciliation
Yespilot.com · read 20 Sep 2026
Bank feeds
Yespilot.com · read 20 Sep 2026
Bookkeeping requirements
Pilot says it requires electronic transaction access, expense-reporting software, and separation of business and personal expenses.pilot.com · read 21 Oct 2026
Cash-flow scenarios
Pilot says its tools let customers model cash-flow scenarios, including whether they can afford new hires.pilot.com · read 21 Oct 2026
CFO advisory
Pilot CFO services cover runway, margins, financial planning, fundraising, and strategic decisions.pilot.com · read 21 Oct 2026
Company size and status
LinkedIn lists Pilot as privately held with 201–500 employees.linkedin.com · read 21 Oct 2026
Documentation depth
Pilot’s FAQ covers pricing, support, bookkeeping, tax, and R&D credits; the opened pages did not identify developer documentation or system requirements.pilot.com · read 21 Oct 2026
Expense tracking
The homepage says customers can track company expenses in real time.pilot.com · read 21 Oct 2026
Funding
Pilot’s About page says it has raised more than $150 million from investors including Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock.pilot.com · read 21 Oct 2026
Integration constraints
Pilot says it primarily supports US-based banks and payment platforms, while naming Wise, Deel, and Remote.com as international examples.pilot.com · read 21 Oct 2026
Integrations
Pilot says it connects with more than 10,000 banks, payment processors, payroll systems, and business tools.pilot.com · read 21 Oct 2026
Inventory tracking
Nopilot.com · read 20 Sep 2026

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