Pilot vs Bookkeeper360

Side by Side

Attribute	Pilot	Bookkeeper360
What It Is	A tech-forward outsourced back office: bookkeeping on a dedicated US-based team, business tax filing, and fractional CFO and COO support, built around accrual accounting and a monthly close. Aimed at startups and growing companies, it fits a newly acquired business whose books need to become clean and stay that way without an in-house hire.	A full outsourced accounting shop for small businesses: monthly or weekly bookkeeping on QuickBooks Online or Xero, business and personal tax, payroll administration, sales-tax filing, and fractional CFO and forecasting. It covers the whole back office a new owner inherits, from the first clean close to ongoing payroll and tax.
Category	Post-Close & Operations	Post-Close & Operations
Pricing Model	Subscription	Subscription
What It Costs	Bookkeeping from $99/mo (Essentials, up to $100k monthly expenses) up to a Core plan with a dedicated US bookkeeper; business tax filing from $1,000/yr (single-member LLC) to $2,450/yr (C-corp); fractional CFO from $1,750/mo and COO/operations support from $850/mo. Pre-revenue discounts advertised. Verified on pilot.com/pricing, 2026-07-21.	Bookkeeping from $399/mo (monthly) or $599/mo (weekly), plus onboarding and catch-up from $1,000; business tax from $1,000/yr and business-plus-personal from $1,500/yr; payroll administration from $200/mo; sales-tax filing from $125/mo; fractional CFO from $2,000/mo. Works on QuickBooks Online and Xero. Verified on bookkeeper360.com/pricing, 2026-07-21.
Best For	A new owner who wants clean accrual books and fractional CFO help without hiring in-house	An owner who wants bookkeeping, payroll, and tax handled by one team on QuickBooks or Xero
Where It Fits	Close & Transition the Business	Close & Transition the Business
Our Verdict	Strong for investor-grade books and CFO help; weigh its startup-first fit against a plain operating SMB.	The most complete single-vendor back office here: books, payroll, and tax on the platform you already run.
Pros	A dedicated US-based bookkeeper plus accrual accounting and a monthly close, not just software Tax filing and fractional CFO and COO support under one roof, so the back office scales with the business Transparent, published monthly pricing, which is rare among outsourced accounting firms	Bookkeeping, payroll, tax, and CFO advisory from a single vendor, so the whole back office is one relationship Supports both QuickBooks Online and Xero rather than forcing a platform switch post-close Published, itemized pricing for each service line
Cons	Explicitly built for startups and growing companies, so an established blue-collar SMB may pay for a growth-stage feature set it does not need Priced per month on top of the purchase, and the CFO tiers climb quickly Provides no full-time or part-time officer, so it is support rather than a hire	Costs stack quickly once bookkeeping, payroll, tax, and advisory are added together Higher-tier pricing signals it targets established businesses, not the smallest or simplest Weekly bookkeeping, the plan it markets hardest, is a real step up in monthly cost

Our take

Choose Pilot for accrual books and fractional CFO access when investor-grade financials matter most, accepting that it is built startup-first and prices the CFO tiers steeply.

Choose Bookkeeper360 to run the whole back office (bookkeeping, payroll, and tax) from one vendor on the QuickBooks or Xero you already use, rather than adding a platform.

Put It to Work

Whichever side wins for you, The First 100 Days sequences the handoff these providers plug into after close.