Pipedrive vs Square POS: which one fits your business?

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

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

Scored onPipedriveSquare POS
Right fit for small biz88
Ease of use99
Fees & pricing77
Customer support65
Features88
Essential Plan (Annual)$14/user/mo—
Advanced Plan (Annual)$34/user/mo—
Professional Plan (Annual)$49/user/mo—
LeadBooster Add-on$32.50/mo—
Basic Software Fee—$0/mo
In-Person Processing—2.6% + 10¢
Online Processing—2.9% + 30¢
Keyed-in Processing—3.5% + 15¢

Pipedrive in one paragraph

Pipedrive is the best choice for small teams who want a visual, no-fuss sales tool that emphasizes action over complex data entry.

Skip it if: You need a free-forever CRM or a tool that includes built-in mass email marketing.

Read the full Pipedrive 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, Pipedrive or Square POS?

On our five-axis scorecard, Pipedrive scores higher (7.7/10 vs 7.5/10). Pipedrive is the best choice for small teams who want a visual, no-fuss sales tool that emphasizes action over complex data entry.

Who should skip Pipedrive?

You need a free-forever CRM or a tool that includes built-in mass email marketing.

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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