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MadyHR.ai vs Square Payroll: an honest side-by-side.

Square Payroll is priced as a monthly fee plus a price per person paid. MadyHR.ai is one flat price for your whole company, with free HR tools included. Here’s how they compare on price, features and free resources, including where Square Payroll may suit you better.

Facts checked on October 23, 2026 from squareup.com

Mady, the MadyHR.ai AI assistant

MadyHR.ai

$99/year

$8.25/mo, billed yearly · whole company · every feature

Square Payroll

Full-service payroll: $35 a month + $6 per person paid a month

As listed on squareup.com on October 23, 2026

Price check

What would a year cost for your team?

MadyHR.ai, per year

$99

$8.25/mo, billed yearly · every feature, any team size

Square Payroll, per year

$1,140

Full-service payroll: $35 a month + $6 per person paid a month

On listed prices, MadyHR.ai costs $1,041 a year less at this team size.

Worked out from the entry-level price listed on squareup.com on October 23, 2026. Excludes tax, add-ons (such as payroll), discounts and limited-time promotions. Their plans may include features MadyHR.ai doesn’t have, and the other way round.

Feature by feature

Square Payroll details are taken from their public website on October 23, 2026. Sources are listed at the bottom of this page.

MadyHR.ai USA and Square Payroll, feature by feature
WhatMadyHR.ai USASquare Payroll
Published price$99 a year ($8.25/mo, billed yearly) for the whole company, not per employeeFull-service payroll: "$35/mo" "+$6 monthly fee per person paid". Contractor-only: "$6/mo" "per person paid"Source: Square Payroll (opens in a new tab)
Free planFree account to look around; adding employees needs the $99/yr ($8.25/mo) planNone found on the pages checkedSource: Square Payroll (opens in a new tab)
Free trialFree account, no card needed to look aroundNot mentioned on the pages checkedSource: Square Payroll (opens in a new tab)
Getting startedNo demo or sales call: sign up yourselfSign up online, with live support for account setupSource: Square Payroll (opens in a new tab)
Runs payrollNo: exports approved hours as a file for your payroll providerYes. Automated federal and state tax payments and filings included (full-service plan)Source: Square Payroll (opens in a new tab)
AI assistantAn AI assistant in the app that answers from your own company's recordsNot mentioned on the pages checkedSource: Square Payroll (opens in a new tab)
Free calculators on their websiteFree HR calculators for US employersNone for HR or payroll found on the pages checkedSource: Square Payroll (opens in a new tab)
Free templates on their website41 free HR templates for US employersNone for HR found on the pages checkedSource: Square Payroll (opens in a new tab)
Scheduling & time trackingScheduling, a time clock and timesheets, includedTimecard import from Square POS; scheduling "Up to 10 days out" on full-serviceSource: Square Payroll (opens in a new tab)
Time off (PTO)Included, in hoursYes. PTO and sick leave accruals can be trackedSource: Square Payroll (opens in a new tab)
Employee app or loginA login for every employee, in any phone or computer browserYes, the Square Team AppSource: Square Payroll (opens in a new tab)
SupportEmail supportPayroll specialist support "M–F 6 a.m.–6 p.m. PT"; phone 1 (855) 700-6000Source: Square Payroll (opens in a new tab)
Form I-9 and E-VerifyForm I-9 register (deadlines, reverification, retention, alerts) and E-Verify case-number tracking. MadyHR.ai does not run E-VerifyNot mentioned on the pages checkedSource: Square Payroll (opens in a new tab)

Where MadyHR.ai stands out

One flat price
$99 a year ($8.25 a month) covers the whole company. Hire more people and the price doesn't move.
Form I-9 and state rules built in
An I-9 register with every deadline, and rules for six states, in the $99/yr ($8.25/mo) plan.
Free HR tools for everyone
16 free calculators and 41 free templates for US employers.
No demo, no sales call
See the price, create an account and look around yourself.

Square Payroll may suit you better if…

  • You want payroll run for you, with federal and state tax payments and filings. MadyHR.ai doesn't run payroll.
  • You already use Square POS and want timecards and tips imported from it. MadyHR.ai doesn't connect to other apps.
  • You want benefit deductions handled in payroll, or support by phone. MadyHR.ai doesn't do benefits administration and offers email support only.

We’d rather you pick the right tool than the wrong one.

Built by AI. Run by AI. Priced for humans.

Try MadyHR.ai free, then decide.

Create an account, look around everything, and pay $99 a year ($8.25 a month) only when you add your team.

About this comparison

Square Payroll is a trademark of its owner. MadyHR.ai is not affiliated with, endorsed by or sponsored by Square Payroll, and the name is used only to identify the product being compared.

Information about Square Payroll comes from its public website as shown on October 23, 2026. Prices, plans and features change, and some details depend on your location, team size or contract, so always check squareup.com for current details before you decide. Prices are in US dollars and exclude taxes, add-ons and limited-time promotions unless stated.

Spotted something out of date or wrong? Email support@madyhr.ai and we’ll check it and correct it promptly.

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