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Notion AI reaches 10M users
Slack Huddles update: 4K Video support live
HubSpot pricing adjustment: +5% for Enterprise
Linear introduces Automated Workflows v2
New high-growth AI categories added to StackCompare
Notion AI reaches 10M users
Slack Huddles update: 4K Video support live
HubSpot pricing adjustment: +5% for Enterprise
Linear introduces Automated Workflows v2
New high-growth AI categories added to StackCompare
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Solid Contender

Square

Streamline your Finance workflows with Square's powerful platform.

VS
Industry Standard

Expensify

The trusted Finance software for scaling companies: Expensify.

49%Square
User Preference Split
51%Expensify
Best Value
Expensify

Starts at $15/mo

Top Rated
Expensify

4.8/5 from users

Most Popular
Square

Trusted by 100k+

Disclaimer: Data is indicative. Verify on official sites.

Founder?Claim Dashboard
Founder?Claim Dashboard
Feature
Square
Recommended
Expensify
Feature Score
82
88
REST API Access
SAML/SSO Security
Enterprise
Enterprise
24/7 Priority Support
24/7
Email
iOS/Android App
White-Label Branding

Cost Projection

Based on entry-level paid plans.

10
1 USER500 USERS
Square
$990
EST. MONTHLY
Expensify
$150
EST. MONTHLY

Projected Scaling Costs

Team Size
Square
Expensify
1 Users
$99
$15
10 Users
$990
$150
50 Users
$4,950
$750
100 Users
$9,900
$1,500

Analysis: Square

$99
Efficiency: 85/100
Cost Efficiency
Pricing vs Value ratio.
4.6
Sentiment Hub
User satisfaction index.
Provision Square
Free Trial
Provision App
Official implementation.
ValueComplexity
Market Positioning
Market Quadrant
Competitive position.
Verified: 2026
SSL/TLS 1.3
Uptime: 99.9%
API: Ready

Square Pros

  • Streamlined user onboarding.
  • Highly customizable dashboard.

Square Cons

  • Advanced features require premium plans.
  • Smaller community marketplace.

Stack Compatibility Check

Select the tools you already use to see how well Square integrates.

Analysis: Expensify

$15
Efficiency: 78/100
Cost Efficiency
Pricing vs Value ratio.
4.8
Sentiment Hub
User satisfaction index.
Provision Expensify
Free Trial
Provision App
Official implementation.
ValueComplexity
Market Positioning
Market Quadrant
Competitive position.
Verified: 2026
SSL/TLS 1.3
Uptime: 99.9%
API: Ready
🔥 Fan Favorite🌍 Market Leader

Expensify Pros

  • Streamlined user onboarding.
  • Highly customizable dashboard.
  • Top-tier community support.

Expensify Cons

  • Advanced features require premium plans.

Stack Compatibility Check

Select the tools you already use to see how well Expensify integrates.

Migration Calculator

Estimate the effort to switch from Square to Expensify.

Based on Finance industry avgs
Team Size10 Users
Time to Migrate
15 Hours
Total downtime/setup
Data Export
CSV
Recommended format
Est. Cost
$750
In labor/consulting

StackBot AI

Online • Comparing Square vs Expensify
I've analyzed both Square and Expensify. My advice is AI-generated and for informational purposes only. What specific feature or use-case matters most to you?

Frequently Asked Questions

Deep Dive Reviews

Full Review
Is Square Worth It in 2026?
Full Review
Is Expensify Worth It in 2026?

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Community Threads

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