Mathew Keshav Lewis

About Mathew Keshav Lewis

Fintech, Wealthtech & Legaltech Executive | GM, COO & CRO | OperatorAccomplished commercial leader and general manager with deep experience in fintech, wealth tech, and legaltech. Executive operator and business builder across business models - SaaS, managed services, and two-sided marketplace businesses - B2B and D2C. 20+ year track record of scaling growth-stage and mature businesses. P&L ownership across multiple business lines, deep go-to-market experience, building and scaling global teams. Sales, Marketing, Investments and Capital Markets expertise. Across roles at Darrow, Dealpath, Yieldstreet (now Willow Wealth), Axiom Law, DTCC, and FIS, I’ve driven successful exits, built and managed high-performance teams, and consistently delivered above-market average growth. As the Chief Operating Officer at Darrow.ai, I lead execution across the company: GTM, R&D, Product, Legal Research, Capital Markets and G&A. And maybe most proud of building a culture that attracts great talent, retains great talent, delivers high accountability and performance, and is recognized as one of the best places to work by Inc Magazine. Booth MBA | Top 40 Under 40 (Financial News)

Experience

1. COO

   Darrow Ai

   Feb 2026 — Present · NY, US

   Lead execution across the company: Sales, Marketing, Product, R&D, Legal Research, Operations, Capital Markets and G&A.

Education

• The University of Chicago Booth School of Business

  Master of Business Administration (M.B.A.)

  2012 — 2014

• Ithaca College

  Bachelor of Science (B.S.), Business Management, Economics

• Center for Creative Leadership (CCL)

  Leadership

  2010 — 2010

Skills

• Emerging Markets
• Financial Services
• Crm
• Loan Operations
• Project Management
• Management
• Financial Markets
• Relationship Management
• Trading
• Banking
• Risk Management
• Team Management
• Business Strategy
• Back Office
• Syndicated Loan Systems
• Sales Operations
• Business Development
• Syndications
• Sales Management
• Syndicated Loan Operations
• Syndicated Loans
• Derivatives
• Business Analysis
• Program Management
• Customer Relationship Management (Crm)
• Business Management
• Collateral
• Negotiation
• Financial Technology
• Business Process Outsourcing (Bpo)
• Finance
• Loans
• Management Consulting
• Loan Trade Execution
• Strategic Planning
• New Business Development
• Loan Agency
• Product Development
• International Sales
• Strategic Partnerships