Square Payroll vs Pinpoint
A head-to-head comparison to help you pick the right tool
Last updated: April 30, 2026
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.
Pinpoint
Pinpoint is an applicant tracking system designed with a focus on candidate experience and DEI (diversity, equity, and inclusion). It offers powerful employer branding tools, structured hiring workflows, and anonymous screening features to help companies build more diverse and inclusive hiring processes. Pinpoint is popular with mission-driven companies and those with strong DEI commitments.
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
- ✓Excellent candidate experience — one of the best career page builders in the market
- ✓Strong DEI and anonymous screening features
- ✓Clean and modern interface
- ✓Good structured hiring tools to reduce bias
Cons
- ✗Less well known than larger ATS platforms
- ✗Pricing requires custom quote
- ✗Limited analytics compared to Ashby or Greenhouse
- ✗Smaller integration ecosystem than established players
Square Payroll vs Pinpoint: Side by Side
| Factor | Square Payroll | Pinpoint |
|---|---|---|
| User Rating | N/A | N/A |
| Category | Payroll Software | Applicant Tracking |
| Pricing Model | Paid | Paid |
| Starting Price | Contact for pricing | Custom pricing |
| Best For | Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution | Companies prioritizing candidate experience and DEI in their hiring process |
| Our Pick | — | — |
Square Payroll Features
- ✓Payroll processing
- ✓tax filing
- ✓benefits administration
- ✓direct deposit
- ✓employee self-service
- ✓reporting
Pinpoint Features
- ✓Candidate experience tools
- ✓employer branding
- ✓DEI features
- ✓anonymous screening
- ✓structured interviews
- ✓job posting
- ✓pipeline management
- ✓analytics
- ✓integrations
Pricing Comparison
Our Take
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Pinpoint if companies prioritizing candidate experience and dei in their hiring process.
Best For
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Best For
Companies prioritizing candidate experience and DEI in their hiring process
Also Consider
If neither Square Payroll nor Pinpoint 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 Pinpoint?
Square Payroll is best for small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Pinpoint is best for companies prioritizing candidate experience and dei in their hiring process.
Which is better, Square Payroll or Pinpoint?
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Pinpoint if companies prioritizing candidate experience and dei in their hiring process.
How much does Square Payroll cost?
Visit Square Payroll website for current pricing.
How much does Pinpoint cost?
Pinpoint starts at Custom pricing. 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 Pinpoint?
Companies prioritizing candidate experience and DEI in their hiring process