Jobber vs Pocket Boss: Pricing Compared (2026)
Last updated: December 2025
Pricing is one of the most common reasons contractors compare Jobber and Pocket Boss.
This page focuses only on cost — not features — to help you understand the real annual difference between the two platforms for small teams.
Pocket Boss Pricing Overview
Pocket Boss uses simple, flat pricing designed for owner-operators and small crews.
Typical pricing includes:
- One monthly subscription
- Multiple users included
- Core features available without add-ons
This approach keeps software costs predictable as businesses grow modestly.
Jobber Pricing Overview
Jobber uses tiered pricing based on:
- Feature sets
- User count
- Business size
As teams grow, monthly costs often increase significantly due to:
- Higher-tier plans
- Per-user pricing
- Feature gating
Example: Annual Cost Comparison (Small Team)
Scenario: 3-person contracting business
| Platform | Estimated Annual Cost |
|---|---|
| Pocket Boss | ~$240 |
| Jobber | ~$780–$7,000+ |
Actual pricing varies, but many small contractors report 2–10x higher annual costs with Jobber compared to Pocket Boss.
Why Lower Cost Matters
Lower software costs mean:
- Higher take-home profit
- Less pressure to raise prices
- Lower risk during slow seasons
For owner-operators, keeping overhead low is often more valuable than advanced automation.
Which Pricing Model Is Better?
Choose Pocket Boss if:
- You want predictable costs
- You are price-sensitive
- You don't want to pay for unused features
Choose Jobber if:
- Software cost is less of a concern
- You need advanced workflows
Want to see what Pocket Boss costs for your team? Start a free trial.
Try Pocket Boss freePricing information based on publicly available data as of December 2025 and is subject to change. Please verify current pricing on official vendor websites. All trademarks are property of their respective owners.