Pilot Pricing (2026)
Flat-rate by product line rather than seats or transaction volume — you're paying for a bookkeeping service tier, and Tax, CFO, and COO functions are priced separately as their own add-on modules. That's less 'software pricing' and more 'buy the back-office function you need.'
- Essentials
- $99/mo
- Core Popular
- $299/mo
- Custom
- Contact Sales
Keep up with your competitors, without the manual work.
Outmano tracks pricing, features, roadmaps and reviews across your market, then sends one weekly brief: what changed, and what it means for you.
Essentials
- Cash-basis bookkeeping using data from your bank and credit cards
- Standard chart of accounts
- Year-end package for your tax preparer
- Instant AI answers about past transactions and current cash flow, plus run scenarios to plan ahead
- Support through in-app messaging
Core
Popular- US-based bookkeeper who handles, explains, and reviews your books
- Cash or accrual-basis bookkeeping that pulls from your bank, credit cards, payroll, AP, inventory, and payment platforms
- Bill management for up to 10 vendor bills per month
- Custom chart of accounts
- Reports on the 10th business day
- Support from your dedicated team in-app, email, and over the phone
Custom
- Keep your existing QuickBooks account and historical data
- Support for complex business structures
- Custom workflows and reporting
- Reports on the 6th business day
- Full accounts receivable
- Full accounts payable
- Payroll administration
- CFO advisory, financial planning, and fundraising support. Connect with your dedicated CFO in-app, by email, phone, or Slack
Does Pilot have a free plan?
No. Pilot lists no free plan or trial on its pricing page. Paid plans start at $99/mo.
Want free? Invoice Ninja, MarginEdge, and QuickBooks have free plans: see all Pilot alternatives →
AI Pricing Analysis
Pricing Model
Flat-rate by product line rather than seats or transaction volume — you're paying for a bookkeeping service tier, and Tax, CFO, and COO functions are priced separately as their own add-on modules. That's less 'software pricing' and more 'buy the back-office function you need.'
Tier Strategy
Essentials at $99 is built for early-stage companies that just need books closed monthly with minimal complexity. Core at $299 targets startups with more transaction volume or entity complexity that need deeper bookkeeping support, and the jump to Custom signals you've outgrown templated service entirely and need dedicated accounting resources or multi-entity handling.
Competitive Positioning
With no free plan or trial, Pilot isn't competing on accessibility — they're positioning as a premium, done-for-you service aimed at funded startups who'd rather pay a human-backed team than DIY in QuickBooks. The pre-revenue startup discount on Core is a tell: they want high-potential companies locked in early, before they can shop around on price.
Growth Lever
Expansion comes from bolting on entirely new functions — Tax, CFO, COO — rather than unlocking features within bookkeeping itself. As a startup scales past basic bookkeeping and needs actual financial strategy or tax filing, Pilot's real growth lever is selling into that same account across multiple service lines.
Want the strategist's read on the live page? Read the AI teardown of Pilot's pricing page →
Pilot Pricing FAQ
- How much does Pilot cost?
- Paid plans start at $99/mo, going up to $299/mo for larger teams. There's also an Enterprise tier with custom pricing.
- Is there a free plan?
- No free plan. You'll need to commit to a paid plan to get started.
- Can I try it before paying?
- Not at the moment. There's no free trial or free plan listed on their pricing page.
- How does the pricing work?
- Flat-rate by product line rather than seats or transaction volume — you're paying for a bookkeeping service tier, and Tax, CFO, and COO functions are priced separately as their own add-on modules. That's less 'software pricing' and more 'buy the back-office function you need.'
- Is there a discount for annual billing?
- Discount on Core plan for pre-revenue startups.
- Which plan makes sense for me?
- Essentials at $99 is built for early-stage companies that just need books closed monthly with minimal complexity. Core at $299 targets startups with more transaction volume or entity complexity that need deeper bookkeeping support, and the jump to Custom signals you've outgrown templated service entirely and need dedicated accounting resources or multi-entity handling.
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Comparing Pilot to something specific? Try Pilot vs FreshBooks, Pilot vs Invoice Ninja, or Pilot vs Karbon. Or see the best Pilot alternatives, ranked.
Set it up once. Stay ahead all year.
Add the competitors you care about and Outmano does the watching, then hands you a weekly action plan with what to do next.