Square Payroll vs Height
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.
Height
Height is a modern project management tool designed for product and engineering teams. It combines tasks, chat, and automation in a fast, keyboard-friendly interface with a focus on developer workflows.
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
- ✓Fast and keyboard-friendly interface
- ✓Built-in team chat alongside tasks
- ✓Strong automation
- ✓Good for engineering workflows
- ✓Generous free plan
Cons
- ✗Smaller user base and community
- ✗Fewer integrations than established tools
- ✗Less suited for non-technical teams
- ✗Still maturing as a product
Square Payroll vs Height: Side by Side
| Factor | Square Payroll | Height |
|---|---|---|
| User Rating | N/A | N/A |
| Category | Payroll Software | Project Management |
| Pricing Model | Paid | Freemium |
| Starting Price | Contact for pricing | Contact for pricing |
| Best For | Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution | Product and engineering teams wanting a fast modern tool that combines tasks and team communication |
| Our Pick | — | — |
Square Payroll Features
- ✓Payroll processing
- ✓tax filing
- ✓benefits administration
- ✓direct deposit
- ✓employee self-service
- ✓reporting
Height Features
- ✓Task management
- ✓project tracking
- ✓team collaboration
- ✓custom workflows
- ✓integrations
- ✓timeline view
Pricing Comparison
Our Take
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Height if product and engineering teams wanting a fast modern tool that combines tasks and team communication.
Best For
Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution
Best For
Product and engineering teams wanting a fast modern tool that combines tasks and team communication
Also Consider
If neither Square Payroll nor Height 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 Height?
Square Payroll is best for small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Height is best for product and engineering teams wanting a fast modern tool that combines tasks and team communication.
Which is better, Square Payroll or Height?
Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Height if product and engineering teams wanting a fast modern tool that combines tasks and team communication.
How much does Square Payroll cost?
Visit Square Payroll website for current pricing.
How much does Height cost?
Visit Height 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 Height?
Product and engineering teams wanting a fast modern tool that combines tasks and team communication