Square Payroll vs Teamtailor
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.
Teamtailor
Teamtailor is a modern ATS with a strong focus on employer branding. It includes a built-in career site builder, candidate nurturing tools, and a clean pipeline interface loved by recruiters.
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
- ✓Beautiful career site builder included
- ✓Clean and modern interface
- ✓Strong employer branding focus
- ✓Good candidate nurturing tools
- ✓Transparent pricing
Cons
- ✗Lighter on enterprise features
- ✗Reporting less robust than competitors
- ✗Limited onboarding tools
- ✗Best suited for SMBs
Square Payroll vs Teamtailor: Side by Side
| Factor | Square Payroll | Teamtailor |
|---|---|---|
| User Rating | N/A | N/A |
| Category | Payroll Software | Applicant Tracking |
| Pricing Model | Paid | Paid |
| Starting Price | Contact for pricing | Contact for pricing |
| Best For | Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution | SMBs and growing companies wanting a modern ATS with strong employer branding and career site tools |
| Our Pick | — | — |
Square Payroll Features
- ✓Payroll processing
- ✓tax filing
- ✓benefits administration
- ✓direct deposit
- ✓employee self-service
- ✓reporting
Teamtailor Features
- ✓Applicant tracking
- ✓career site builder
- ✓employer branding
- ✓candidate experience
- ✓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 Teamtailor if smbs and growing companies wanting a modern ats with strong employer branding and career site tools.
Best For
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Best For
SMBs and growing companies wanting a modern ATS with strong employer branding and career site tools
Also Consider
If neither Square Payroll nor Teamtailor 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 Teamtailor?
Square Payroll is best for small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Teamtailor is best for smbs and growing companies wanting a modern ats with strong employer branding and career site tools.
Which is better, Square Payroll or Teamtailor?
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Teamtailor if smbs and growing companies wanting a modern ats with strong employer branding and career site tools.
How much does Square Payroll cost?
Visit Square Payroll website for current pricing.
How much does Teamtailor cost?
Visit Teamtailor website for current pricing.
Who should use Square Payroll?
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Who should use Teamtailor?
SMBs and growing companies wanting a modern ATS with strong employer branding and career site tools