Pilot vs Streak
A head-to-head comparison to help you pick the right tool
Last updated: April 30, 2026
Streak is our recommended pick for most teams — solopreneurs and small teams that manage all business communication through gmail.
Try Streak →Read our full Streak review →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.
Streak
Streak is a CRM built directly inside Gmail, allowing users to manage their sales pipeline without ever leaving their inbox. It turns Gmail into a fully functional CRM with pipelines, contact tracking, and email tools. Streak is ideal for solopreneurs and small teams that do all their business communication through Gmail.
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
- ✓Works entirely inside Gmail — zero context switching
- ✓Free plan is genuinely useful for individuals
- ✓Easy to set up in minutes
- ✓Great for solopreneurs and freelancers
Cons
- ✗Only works if your team uses Gmail
- ✗Not suitable for large teams or complex sales processes
- ✗Limited features compared to standalone CRM platforms
Pilot vs Streak: Side by Side
| Factor | Pilot | Streak |
|---|---|---|
| User Rating | N/A | 4.3/5 ★ |
| Category | Accounting Software | CRM Software |
| Pricing Model | Paid | Freemium |
| Starting Price | Contact for pricing | Free |
| Best For | Startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY software | Solopreneurs and small teams that manage all business communication through Gmail |
| Our Pick | — | 🏆 Recommended |
Pilot Features
- ✓Bookkeeping
- ✓tax preparation
- ✓financial reporting
- ✓dedicated bookkeeper
- ✓cash flow management
- ✓integrations
Streak Features
- ✓Gmail-based pipeline management
- ✓email tracking
- ✓mail merge
- ✓contact management
- ✓workflow automation
- ✓reporting
- ✓collaboration
Pricing Comparison
Best Use Cases
Streak
- →Gmail users wanting CRM built into their inbox
- →Small teams managing deals without switching apps
- →Businesses wanting a simple pipeline in Google Workspace
Who Should NOT Use These Tools
Streak is NOT ideal for:
- ✗Teams not using Gmail as their primary email
- ✗Companies needing advanced reporting and forecasting
- ✗Businesses requiring dedicated mobile CRM apps
Integrations
Streak
Gmail, Google Sheets, Google Drive, Zapier, Slack
Our Take
Choose Pilot if startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. Choose Streak if solopreneurs and small teams that manage all business communication through gmail.
Best For
Startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY software
Best For
Solopreneurs and small teams that manage all business communication through Gmail
Also Consider
If neither Pilot nor Streak 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 Streak?
Pilot is best for startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. Streak is best for solopreneurs and small teams that manage all business communication through gmail.
Which is better, Pilot or Streak?
Choose Pilot if startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than diy software. Choose Streak if solopreneurs and small teams that manage all business communication through gmail.
How much does Pilot cost?
Visit Pilot website for current pricing.
How much does Streak cost?
Streak starts at Free. Pricing model: Freemium.
Who should use Pilot?
Startups and small businesses wanting fully managed bookkeeping with a dedicated team rather than DIY software
Who should use Streak?
Solopreneurs and small teams that manage all business communication through Gmail