Square vs Gumroad

Square

E-commerce

Run your business and pay your team — anywhere.

Square is an end-to-end commerce platform for restaurants, retailers, and service businesses — POS, payroll, payments, and capital.

Founder

Jack Dorsey

Founded

2009

Team

500+

Listing

Free (nofollow)

Listed

May 2026

Gumroad

E-commerce

Sell what you know and see what sticks.

Gumroad is a creator commerce platform for digital products, memberships, and physical goods — a foundational tool for indie creators since 2011.

Founder

Sahil Lavingia

Founded

2011

Team

11-50

Listing

Free (nofollow)

Listed

May 2026