Side-by-side comparison of AI visibility scores, market position, and capabilities
Palo Alto travel and expense platform (formerly TripActions) with $9.2B valuation; $1.2B raised combining travel booking, expense reporting, and corporate cards competing with SAP Concur for enterprise T&E.
Navan (formerly TripActions) is a Palo Alto-based corporate travel and expense management platform that combines travel booking, expense reporting, and corporate card services into a single integrated system — providing AI-powered travel recommendations, policy enforcement, real-time expense tracking, and a Navan Card (corporate Visa cards) for employees, alongside analytics and controls for finance and travel management teams at mid-market and enterprise companies. Founded in 2015 by Ariel Cohen and Ilan Twig, Navan raised over $1.2 billion in funding at a $9.2 billion valuation and rebranded from TripActions in 2023.
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.
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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