SoftwareDuel

Pilot vs 15Five

A head-to-head comparison to help you pick the right tool

Last updated: April 30, 2026

Pilot

Pilot is a managed accounting service that combines software with a dedicated team of bookkeepers to handle your books each month. Built for startups and small businesses that want accounting done for them.

Paid
Get Pricing →

15Five

15Five is a continuous performance management platform focused on weekly check-ins, OKRs, and employee engagement. It helps managers stay connected with their teams through structured feedback and recognition tools. 15Five is popular with remote and distributed teams that need async communication tools.

PaidFrom $4/user/mo
Get Pricing →

Pros

  • Fully managed bookkeeping service
  • Dedicated finance experts included
  • Built specifically for startups
  • Integrates with common startup tools
  • Good for venture-backed companies

Cons

  • More expensive than DIY software
  • Less control over day-to-day bookkeeping
  • Not suited for businesses wanting to manage their own books
  • US-focused

Pros

  • Simple and intuitive weekly check-in format that drives adoption
  • Strong OKR and goal-setting tools
  • Excellent manager training and coaching resources
  • Good engagement survey tools with benchmarking

Cons

  • Limited HR functionality beyond performance and engagement
  • No payroll or benefits administration
  • Reporting could be more advanced for data-driven HR teams

Pilot vs 15Five: Side by Side

FactorPilot15Five
User RatingN/AN/A
CategoryAccounting SoftwareHR Software
Pricing ModelPaidPaid
Starting PriceContact for pricing$4/user/mo
Best ForStartups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY softwareCompanies focused on employee engagement and performance
Our Pick

Pilot Features

  • Bookkeeping
  • tax preparation
  • financial reporting
  • dedicated bookkeeper
  • cash flow management
  • integrations

15Five Features

  • Weekly check-ins
  • OKRs
  • performance reviews
  • engagement surveys
  • manager training

Pricing Comparison

Pilot

Paid

Contact for pricing

See full pricing →

15Five

Paid

Starts at $4/user/mo

See full pricing →

Our Take

Choose Pilot if startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. Choose 15Five if companies focused on employee engagement and performance.

Best For

Startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY software

Best For

Companies focused on employee engagement and performance

Also Consider

If neither Pilot nor 15Five is the right fit, Dext is worth evaluating.

Dext

Bookkeepers, accountants, and businesses with high receipt volumes wanting to eliminate manual data entry

From $15/mo

Frequently Asked Questions

What is the difference between Pilot and 15Five?

Pilot is best for startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. 15Five is best for companies focused on employee engagement and performance.

Which is better, Pilot or 15Five?

Choose Pilot if startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. Choose 15Five if companies focused on employee engagement and performance.

How much does Pilot cost?

Visit Pilot website for current pricing.

How much does 15Five cost?

15Five starts at $4/user/mo. Pricing model: Paid.

Who should use Pilot?

Startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY software

Who should use 15Five?

Companies focused on employee engagement and performance