Ryan Cassidy — Co-Founder
Co-founder & CTO of SpendPilot — building the first always-on AI finance team for modern businesses. I’m focused on a simple idea: most teams discover financial issues too late. Dashboards get ignored, uncategorized transactions pile up, budgets drift, and burn surprises show up at month-end. That’s a design failure, not a user failure. So we’re flipping the model. Instead of expecting operators to log in, interpret metrics, and stay on top of everything manually, SpendPilot watches the books 24/7 and surfaces what actually matters, automatically, proactively, in the channels people already use. My work spans multi-agent systems, intelligent categorization, anomaly detection, and natural-language financial controls. The goal is straightforward: remove the grunt work from finance, prevent mistakes before they spiral, and eventually make month-end close something that happens in the background, not a multi-day event. Before SpendPilot, I led engineering teams and built products across fintech, scaling systems, architecting infrastructure, and shipping software that moves real money. Now I’m building the platform I always wished existed, one that makes finance run itself so founders and SMBs can focus on running their business. If you’re interested in agentic finance, AI-driven operations, or rethinking how small teams manage money, I’m always open to connecting.
Stackforce AI infers this person is a Fintech expert with strong capabilities in AI-driven financial solutions.
Location: San Francisco, California, United States
Experience: 9 yrs 1 mo
Skills
- Software Engineering
- Fintech
- Ai
Career Highlights
- Co-founder of innovative AI finance platform.
- Led engineering teams in high-growth fintech startups.
- Expert in developing real-time financial solutions.
Work Experience
SpendPilot
Co-Founder & CTO (10 mos)
Round
Founding Engineer (1 yr 4 mos)
Searchland
Senior Software Engineer (4 mos)
Santé
Founding Engineer (YC S23) (8 mos)
Novo
Senior Software Engineer (2 yrs 2 mos)
Tridaz s.r.o.
Software Engineer (4 yrs 9 mos)
Independent Consultant
Software Engineer (1 yr 1 mo)
Education
Thai Language and Literature at Chiang Mai University
Mathematics at Kingswood School