Artsy vs Square
Side-by-side comparison of AI visibility scores, market position, and capabilities
Premier online fine art marketplace connecting 4,000+ galleries, auction houses, and museums; merged with Artnet under Beowolff Capital in Apr 2026 but continues as an independent brand and website; $139M raised.
About
Artsy is the world's largest online platform for discovering, buying, and selling fine art, connecting collectors, enthusiasts, galleries, museums, and auction houses in a global digital marketplace. Founded in 2009 by Carter Cleveland in New York City, Artsy partners with over 4,000 leading galleries, 700 museums and institutions, and major auction houses including Christie's, Phillips, and Bonhams, making their inventories searchable and purchasable online. The platform covers works ranging from emerging artist prints under $1,000 to museum-quality paintings worth millions, supported by editorial content, art fair coverage, and price database tools that help collectors make informed purchases.
Q2 2025: Gross profit $2.5B (+14% YoY), adjusted operating income $550M (+38% YoY); raised full year guidance to $10.17B gross profit (+14% YoY); mid-market merchants 45% of GPV with 20% annual growth
About
Square was founded in 2009 by Jack Dorsey and Jim McKelvey to enable any business owner to accept card payments with a smartphone and simple dongle, democratizing point-of-sale infrastructure that had been gated behind expensive hardware and merchant account applications. The founding insight — that payment acceptance was a software problem, not a financial services gatekeeping function — transformed the merchant services market. Square's core technology evolved from a card reader into a full commerce operating system covering payments, POS software, inventory, scheduling, and loyalty.\n\nSquare's platform serves businesses from sole-proprietor food stalls to multi-location retailers with Square POS, Square Online for e-commerce, Square Payroll, Square Loans, Square Marketing, and hardware including terminals and kitchen display systems. It is designed to provide enterprise-grade commerce functionality without enterprise-grade implementation complexity. Square is a subsidiary of Block, Inc. — renamed from Square, Inc. in 2021 — alongside Cash App and Afterpay.\n\nSquare generated $2.5 billion in gross profit in Q2 2025, up 14% year-over-year, with Block raising full-year 2025 guidance to $10.17 billion. It competes with Shopify, Toast, and Stripe, differentiating through hardware-to-software integration, SMB focus, and embedded financial services including Square Loans and Afterpay. Its combination of payment processing scale, business management software, and embedded financial products positions it as the most comprehensive commerce platform for US SMBs.
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