⚖️Side-by-Side Comparison

Outreach vs Square: Which is Better in 2026?

We've compared 2 tools across pricing, features, ratings, and reviews to help you make an informed decision. No paid placements — just facts.

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Feature
Outreach logo
Outreach

CRM & Sales

Square logo
Square

CRM & Sales

RatingNo reviews yetNo reviews yet
PricingCustom

as of Sep 13, 2026

  • Square Register (2nd generation):$899/one-time
  • Square Handheld:$399/one-time
  • Square Terminal:$299/one-time
  • Square Stand:$149/one-time
  • Square Reader for contactless and chip:$59/one-time

as of Sep 24, 2026

Pricing ModelContact SalesPaid
Free Plan
Free Trial
API Available
VerifiedVerifiedVerified
Founded20142009
HQSeattle, WASan Francisco, CA
Team Size501-10001000+
Platforms
WebChrome Extension
WebiOSAndroid
Top Integrations
SlackSalesforce
QuickBooksXeroMailchimpWix
Key Features
  • Outreach MCP
  • Outreach Omni
  • Agent Studio
  • Knowledge
  • Meeting Prep Agent
  • +3 more
  • Point of sale
  • Team management
  • Marketing & loyalty
  • Cash flow control
  • Hardware
  • +2 more
Description

Outreach is the leading sales execution platform that helps market-facing teams efficiently create and predictably close more pipeline. From prospecting to deal management to forecasting, Outreach empowers reps to perform at the highest level.

Square (now Block) provides everything small businesses need to start, run, and grow. From iconic POS hardware to online stores, payroll, and banking, Square serves millions of sellers globally with simple, transparent pricing.