Rippling vs Square Payroll

Two payroll & HR tools side by side. Prices are the starting plan a small business would pick, in USD.

Short version

  • Square Payroll costs less for a six-person team.
  • Square Payroll fits retail shop, restaurant or café, trades or contractor.
  • Rippling fits agency or studio, online store.
CompareRipplingRipplingSquare PayrollBlock
In one lineHR, IT, and finance on one employee recordPayroll that pulls hours and tips from Square POS
Starting priceFrom $35/mo + $8/personFrom $35/mo + $6/person
Six-person team$83/mo$71/mo
PlansQuoted; roughly $35/mo base + $8 per person for payrollFull service $35/mo + $6 per person paid (tax filings, multistate); contractors only $6 per person; no contract; paper W-2s $3 each
Pricing modelPaidPaid
Free trial——
UsersPer personNo minimum
Both connect toQuickBooks Online, Homebase Scheduling, When I Work
Also connects toXero, Buddy Punch, Puzzle600+ listed by the vendorNo others on record
Team size11–50 people · 51–200 peopleJust me · 2–10 people · 11–50 people
Available inUS · UK · CA · AUUS
Phone supportNot looked up yetEvery plan (US)
Live chatNot looked up yetPlans not stated
Support hoursNot publishedPhone: M–F 6 a.m.–6 p.m. PT
Incidents posted12 incidents posted on Rippling's status page, which covers all Rippling products and regions, in the 90 days to Oct 27, 2026; 6 marked major or critical by Rippling. Status page14 incidents posted on Block's status page, which covers all Block products and regions, in the 90 days to Oct 27, 2026; 0 marked major or critical by Block. Status page
Capterra score4.9 / 5 from 4,886 reviews4.7 / 5 from 622 reviews
Trustpilot score4.6 / 5 from 2,643 reviewsNot listed
Fit: Retail shop5585
Fit: Restaurant or café4588
Fit: Service business7075
Fit: Agency or studio9055
Fit: Trades or contractor5070
Fit: Online store7555
Why people pick it
  • One system for HR, IT, and spend
  • Strong automation
  • Imports timecards and tips from Square POS
  • No contract, unlimited pay runs
Where it falls short
  • Quote-based pricing
  • Overkill under 20 people
  • Health insurance and 401(k) are partner add-ons
  • Phone support weekdays only
Visit Rippling Visit Square Payroll

Six-person prices are what a team of six would pay on the published plans; "Not listed" means those plans don't cover six. How we calculate prices

Rippling: partner link. We may earn a commission; it never affects rankings.

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