Square Payroll vs Pipedrive
A head-to-head comparison to help you pick the right tool
Last updated: April 30, 2026
Pipedrive is our recommended pick for most teams — small to mid-size sales teams focused on pipeline management.
Try Pipedrive →Read our full Pipedrive review →Square Payroll
Square Payroll is a simple and affordable payroll solution built for small businesses, especially those already using Square for payments. It handles full-service payroll, tax filings, and tip management automatically.
Pipedrive
Pipedrive is a sales-focused CRM designed to help small and mid-size sales teams manage their pipelines and close more deals. It features a visual deal pipeline interface that makes it easy to track where every deal stands. Pipedrive is loved by sales teams for its simplicity and focus on driving sales activity.
Pros
- ✓Very easy to use
- ✓Affordable flat pricing
- ✓Seamless Square POS integration
- ✓Handles tips and hourly workers well
- ✓Full-service tax filing included
Cons
- ✗Limited features for complex payroll needs
- ✗Not suited for larger businesses
- ✗HR features are basic
- ✗Best value only for Square ecosystem users
Pros
- ✓Intuitive visual pipeline that sales teams love
- ✓Easy to set up with minimal training required
- ✓Strong mobile app for on-the-go sales
- ✓Affordable pricing with good value at entry level
Cons
- ✗Limited marketing automation compared to HubSpot
- ✗Reporting is basic on lower tiers
- ✗Not ideal for teams that need strong customer service tools
Square Payroll vs Pipedrive: Side by Side
| Factor | Square Payroll | Pipedrive |
|---|---|---|
| User Rating | N/A | 4.5/5 ★ |
| Category | Payroll Software | CRM Software |
| Pricing Model | Paid | Paid |
| Starting Price | Contact for pricing | $14/user/mo |
| Best For | Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution | Small to mid-size sales teams focused on pipeline management |
| Our Pick | — | 🏆 Recommended |
Square Payroll Features
- ✓Payroll processing
- ✓tax filing
- ✓benefits administration
- ✓direct deposit
- ✓employee self-service
- ✓reporting
Pipedrive Features
- ✓Visual deal pipeline
- ✓contact management
- ✓email integration
- ✓activity reminders
- ✓reporting
- ✓workflow automation
- ✓mobile app
- ✓AI sales assistant
Pricing Comparison
Pipedrive
PaidStarts at $14/user/mo
Essential: $14/user/mo · Advanced: $34/user/mo · Professional: $49/user/mo · Power: $64/user/mo
See full pricing →Best Use Cases
Pipedrive
- →Sales teams wanting a visual pipeline-focused CRM
- →SMBs tracking deals from lead to close
- →Companies wanting a CRM that sales reps will actually use
Who Should NOT Use These Tools
Pipedrive is NOT ideal for:
- ✗Companies needing full marketing automation built in
- ✗Teams requiring complex territory management
- ✗Businesses needing a free CRM option
Integrations
Pipedrive
Gmail, Outlook, Slack, Zoom, QuickBooks, Xero, Zapier, HubSpot, Mailchimp, Trello
Our Take
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Pipedrive if small to mid-size sales teams focused on pipeline management.
Best For
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Best For
Small to mid-size sales teams focused on pipeline management
Also Consider
If neither Square Payroll nor Pipedrive is the right fit, Multiplier is worth evaluating.
Multiplier
Startups and SMBs hiring internationally on a budget
From $40/contractor/mo
Frequently Asked Questions
What is the difference between Square Payroll and Pipedrive?
Square Payroll is best for small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Pipedrive is best for small to mid-size sales teams focused on pipeline management.
Which is better, Square Payroll or Pipedrive?
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Pipedrive if small to mid-size sales teams focused on pipeline management.
How much does Square Payroll cost?
Visit Square Payroll website for current pricing.
How much does Pipedrive cost?
Pipedrive starts at $14/user/mo. Pricing model: Paid.
Who should use Square Payroll?
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Who should use Pipedrive?
Small to mid-size sales teams focused on pipeline management