Rippling vs Square POS: which one fits your business?

Side-by-side comparison of Rippling and Square POS — fees, features, ease, support, and which one fits your business. Scored on the same rubric.

Short answer: Rippling wins on our scorecard (7.7/10 vs 7.5/10).

Scored onRipplingSquare POS
Right fit for small biz88
Ease of use89
Fees & pricing77
Customer support65
Features98
Core PlatformStarts at $8/user/mo—
Base FeeVaries by contract—
PEO ServicesCustom Quote—
ImplementationVaries ($0 - $3,000+)—
Basic Software Fee—$0/mo
In-Person Processing—2.6% + 10¢
Online Processing—2.9% + 30¢
Keyed-in Processing—3.5% + 15¢

Rippling in one paragraph

Rippling is the gold standard for businesses that want to automate the entire employee lifecycle, from payroll to IT, provided they can handle the modular pricing.

Skip it if: You have fewer than 5 employees and don't plan to scale your headcount this year.

Read the full Rippling review

Square POS in one paragraph

Square POS remains the fastest way to start taking payments, but high-volume businesses will eventually outgrow its flat-rate pricing.

Skip it if: You process more than $25,000 a month and need a dedicated account manager who picks up the phone every time.

Read the full Square POS review

Frequently asked questions

Which is better, Rippling or Square POS?

On our five-axis scorecard, Rippling scores higher (7.7/10 vs 7.5/10). Rippling is the gold standard for businesses that want to automate the entire employee lifecycle, from payroll to IT, provided they can handle the modular pricing.

Who should skip Rippling?

You have fewer than 5 employees and don't plan to scale your headcount this year.

Who should skip Square POS?

You process more than $25,000 a month and need a dedicated account manager who picks up the phone every time.

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