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Comparison · Last updated 2026-06-05

HelloBooks vs Pilot: AI bookkeeping software you run vs a managed finance service on QuickBooks

Pilot is a managed bookkeeping, tax, and CFO service for venture-backed startups. A US-based team keeps your books inside QuickBooks Online, with ongoing bookkeeping (Core) from around $499/month — priced on your monthly expense volume, usually billed annually with an onboarding fee.

HelloBooks is self-serve AI bookkeeping software you operate yourself: a full double-entry ledger you own, 95%+ AI categorization, Plaid bank feeds, and every feature on every plan. Free to start, Pro at a flat $9.99/month — no QuickBooks subscription underneath.

Choose Pilot if you want to outsource your finance function to a team and need investor-ready accrual financials done for you. Choose HelloBooks if you want to own and run your books in AI software at a flat, far lower price.

Side-by-side feature comparison

Where a value is shown as “—”, the feature was not verified at review time. See Pilot's site for the latest specifics.

HelloBooks vs Pilot— feature-by-feature comparison
FeatureHelloBooksPilot
Product modelSelf-serve AI bookkeeping software you operateManaged bookkeeping service performed by Pilot’s team
Runs onHelloBooks is the ledger — nothing else requiredQuickBooks Online (Pilot works inside your QBO file)
Starting priceFree plan + flat Pro $9.99/mo (USD)Essentials from ~$99/mo; Core from ~$499/mo — verify on pilot.com
Pricing modelFlat per-account — does not scale with your spendPriced on monthly expense volume; usually billed annually + onboarding
Free planYes — free forever, 500 AI credits/mo, all 154 featuresNo free plan (pre-revenue discount only)
Who keeps the booksYou (AI does the work); invite your accountant freeA dedicated US-based bookkeeper / team
You own & control the ledgerYes — full double-entry GL, exportable anytimeBooks delivered as a service, inside QuickBooks Online
Accounting basisCash and accrualAccrual basis included (investor/auditor-ready)
AI automationAI categorization (95%+), OCR, reconciliation, anomaly detectionAI-assisted, layered under a human-managed close
Target customerSMBs, startups, ecommerce, agencies, finance teams, firmsVC-backed / growth startups
AP / AR / invoicingFull AP, AR, invoicing, POs, 3-way matchingService deliverable; operations stay in QBO + your tools

When to choose HelloBooks

  • You want to own and operate your books in software rather than outsource to a finance team.
  • You want a flat $9.99/mo price that does not climb with your expense volume.
  • You do not want to pay for QuickBooks Online underneath plus a service on top.
  • You want a free plan to start and the option to invite your own accountant.

When to choose Pilot

  • You are a funded startup that wants a US-based team to fully manage bookkeeping, tax, and CFO work.
  • You need investor- and auditor-ready accrual financials produced for you each month.
  • You prefer a hands-off service and have the budget for expense-volume-based pricing.
  • You want bookkeeping, tax filing, and fractional CFO from a single vendor as you scale.

Frequently asked questions

What is the main difference between HelloBooks and Pilot?

HelloBooks is self-serve software — you operate a full double-entry ledger with AI doing the heavy lifting. Pilot is a managed service: a US-based team keeps your books inside QuickBooks Online while you review the output. One is software you control; the other is a finance function you outsource and pay for by expense volume.

Is HelloBooks cheaper than Pilot?

Generally, yes, and the gap widens as you grow. Pilot’s ongoing Core bookkeeping starts around $499/month and scales with your monthly expenses, typically billed annually with an onboarding fee. HelloBooks is free to start and Pro is a flat $9.99/month with unlimited users — it does not scale with your spend. Verify Pilot’s current pricing on pilot.com.

Do I still need QuickBooks with HelloBooks?

No. Pilot performs its service inside QuickBooks Online, so you pay for QuickBooks plus Pilot. HelloBooks is your ledger of record — there is nothing else to subscribe to underneath it.

Does HelloBooks do accrual accounting for fundraising?

Yes — HelloBooks supports both cash and accrual basis, with full financial statements and audit trails. Pilot’s draw for startups is that accrual books are produced for you by a team; with HelloBooks you (or your invited accountant) run accrual books in software you control.

Can I get human help with HelloBooks?

Yes — you can invite your own accountant or bookkeeper for free, or use the HelloBooks CPA/CA Partner network. The difference from Pilot is that the professional works inside books you own, rather than the books being a service deliverable.

Can I migrate from Pilot and QuickBooks to HelloBooks?

Yes. Because Pilot runs in QuickBooks Online, you can use the HelloBooks one-click QuickBooks USA migration to import your company file — chart of accounts, customers, vendors, and history — then retire the Pilot-plus-QuickBooks stack.

Migrating from Pilot?

HelloBooks supports CSV import for chart of accounts, customers, vendors, items, invoices, and bills. For QuickBooks Online, we offer a built-in two-way sync. For other platforms, our migration team can assist with a structured cutover.