Square vs Dataland
Side-by-side comparison of AI visibility scores, market position, and capabilities
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.
NY no-code collaborative database with workflow automation received M&A offer April 2025; YC W20 $1M revenue competing with Airtable and Notion for business operations teams without SQL expertise.
About
Dataland is a New York-based no-code collaborative data management platform — backed by Y Combinator (W20) with funding from South Park Commons and Switch Ventures — providing business teams with a spreadsheet-like interface for centralizing, structuring, and automating business data workflows without SQL expertise, generating $1 million in revenue in 2024 with a 5-9 person team. Received an M&A offer in April 2025, positioning as a competitive alternative to Airtable and Notion in the growing no-code database market.
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