Vestwell vs Block
Side-by-side comparison of AI visibility scores, market position, and capabilities
Vestwell raised $385M Series E in 2026, doubling valuation to $2B; ARR exceeds $200M; serves 500,000+ businesses and 2M+ active savers; powers 401(k), HSA, 529, ABLE, and emergency savings plans for employers, advisors, and financial institutions.
About
Vestwell is a modern savings platform founded in 2016 by Aaron Schumm and headquartered in New York City. The company provides digital savings infrastructure for employers, financial advisors, payroll providers, and financial institutions — enabling them to offer employees access to a comprehensive suite of savings programs including 401(k) and 403(b) retirement plans, health savings accounts (HSAs), 529 college savings plans, ABLE accounts, and emergency savings programs through a single, unified platform. Vestwell's technology layer simplifies the administration, compliance, and investment management complexity associated with workplace savings programs, making them accessible to businesses of all sizes — including the many small and medium-sized businesses historically underserved by the retirement industry.
San Francisco fintech (NYSE: SQ) added to S&P 500 July 2025; Cash App $5.0B gross profit, Square $3.7B, Afterpay BNPL integration, Jack Dorsey CEO competing with PayPal/Venmo and Stripe for merchant and consumer fintech.
About
Block, Inc. is a San Francisco, California-based financial technology company — publicly traded on the New York Stock Exchange (NYSE: SQ) as an S&P 500 Information Technology component (added to the S&P 500 on July 23, 2025, replacing Hess Corporation) — operating two primary financial platforms: Square (merchant payment processing, point-of-sale hardware, and business banking for small-to-mid-size merchants) and Cash App (peer-to-peer payments, digital banking, stock investing, and Bitcoin transactions for individuals) alongside Afterpay (buy now pay later), Tidal (music streaming), and TBD (decentralized finance), through approximately 12,000 employees. CEO Jack Dorsey (co-founder with Jim McKelvey in 2009 as Square, rebranded to Block in December 2021) leads the company's strategy of building an interconnected ecosystem of financial services that connect individual consumers (Cash App) with merchants (Square) and the broader financial ecosystem. In fiscal year 2024, Block reported gross profit of approximately $8.9 billion, with Cash App generating approximately $5.0 billion in gross profit (+14% year-over-year) driven by Cash App Card, direct deposit adoption, and Cash App Pay, while Square generated approximately $3.7 billion in gross profit (+9%) driven by software and banking products alongside payment processing. Block acquired Afterpay for $29 billion in January 2022 — integrating the Australian buy-now-pay-later platform into both Square (merchant installment offer at checkout) and Cash App (consumer Afterpay integration).
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