Straddle is led by top-tier operators, engineers, and product minds with deep roots in fintech, infrastructure, and risk. We’re pragmatic builders, not hype merchants - and we’re here to fix what’s broken in how money moves.
Leadership
Keith Raphael
Co-Founder & CEO
Drives company vision, growth strategy, and hiring. Focused on long-term direction, building an exceptional team, and sharing Straddle's story with the world
Chad Willard
Co-Founder & President
Leads strategic direction, execution, and leadership development. A longtime entrepreneur with deep roots in payments and operations
Engineering
Oliver Armfelt
Principal Engineer
Drives high-level architecture and team-wide development efficiency. A veteran engineer known for clarity, simplicity, and mentorship.
Ben Cummins
Founding Engineer
Guides engineering, infrastructure, and product innovation. Brings decades of experience across telecom, fintech, and fraud prevention.
Roberto Menegais
Founding Engineer
Specializes in core infrastructure, automation, and debugging. Known for his directness, speed, and building tools that make systems run better
Alex Deveaux
Founding Engineer
Focuses on frontend systems and customer-facing applications. Prioritizes user experience and simplicity in design
John Harney
Founding Engineer
Oversees onboarding tools and customer support infrastructure. Background in fintech ops and unstructured data processing
Christian Moxon
Senior Software Engineer
Experienced in full-stack development and technical leadership. Passionate about writing clean code and driving modern engineering practices.
Vasilia Themis
Senior Software Engineer
Focuses on backend systems, API design, and cross-functional collaboration. Brings deep technical expertise and a product-minded approach to engineering challenges.
Curtis Harding
Senior Software Engineer
Experienced in full-stack development and technical leadership
Curtis Harding
Senior Software Engineer
Experienced in full-stack development and technical leadership
Risk, Compliance and Ops
Kayla Fitzgerald
Compliance & Risk Lead
Leads regulatory compliance, onboarding oversight, and risk mitigation. Detail-oriented and driven by proactive problem-solving.
Christina Valentín
Onboarding & Risk Analyst
Manages new customer onboarding and post–onboarding risk. Known for her attention to detail, strong communication, and structured approach.
Finance and Ops
Stan Fowler
Controller
Oversees finance, payroll, budgeting, and reporting. Balances analytical rigor with a calm,collaborative presence
Top Tier Teammates
Work with the best. Everyone here brings experience, ownership, and a high bar. We move fast because we trust each other to get it right.
Real Impact
Build what matters. We’re solving real problems in payments, compliance, and infrastructure - the kind that shape how modern businesses move money.
Clarity Over Chaos
No fluff, just focus. Clear goals, crisp communication, and low politics. We value execution and getting the hard things done right.
