Ryan Cassidy

Co-Founder

San Francisco, California, United States9 yrs 1 mo experience
AI EnabledAI ML Practitioner

Key Highlights

  • Co-founder of innovative AI finance platform.
  • Led engineering teams in high-growth fintech startups.
  • Expert in developing real-time financial solutions.
Stackforce AI infers this person is a Fintech expert with strong capabilities in AI-driven financial solutions.

Contact

Skills

Core Skills

Software EngineeringFintechAi

Other Skills

Amazon Web Services (AWS)Cascading Style Sheets (CSS)DjangoHTMLJavaScriptMySQLOnline MarketingPHPPythonSEOSocial Media MarketingSocial NetworkingTypeScriptUbuntuVault and Treasury products

About

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.

Experience

Spendpilot

Co-Founder & CTO

May 2025Present · 10 mos · San Francisco Bay Area

Round

Founding Engineer

Jan 2024May 2025 · 1 yr 4 mos · London, England, United Kingdom · Remote

  • Joined as the first full-time engineering hire, working directly with the founding team to shape the core product and technical direction of the company.
  • Spearheaded the architecture and development of Vault and Treasury products, enabling real-time financial data aggregation, FSCS protection logic, and institutional balance insights for high-growth startups.
  • Implemented user-facing financial metric calculations including blended yield, burn rate, and runway forecasting to deliver actionable insights for founders and finance teams.
  • Built and maintained type-safe APIs with runtime validation and rigorous error handling, ensuring reliable communication across internal services.
  • Authored and maintained internal developer documentation to support onboarding, testing, and long-term maintainability of complex platform features.
TypeScriptVault and Treasury productsreal-time financial data aggregationuser-facing financial metric calculationstype-safe APIsinternal developer documentation+2

Searchland

Senior Software Engineer

Aug 2023Dec 2023 · 4 mos · London, England, United Kingdom · Remote

  • Pioneered the development of Searchland AI, an artificial intelligence product aimed at quickly summarizing comprehensive information about local planning authorities that normally takes hours to read through and deduce insights from (both emerging and adopted plans).
  • Worked directly with publicly available government data sources, including HM Land Registry, Companies House, and the Environment Agency to build useful map layers for settlement boundaries, local plan positions, and create useful visualizations of housing data.
  • Refactored legacy authentication system enabling the ability to share map variants outside of preset organizations within our authentication stack.
artificial intelligencegovernment data sourceslegacy authentication systemSoftware EngineeringAI

Santé

Founding Engineer (YC S23)

Dec 2022Aug 2023 · 8 mos · San Francisco, California, United States · Remote

  • First hire, spearheading the development of core infrastructure, frontend and backend utilizing TypeScript, tRPC, and integrating with various third-party APIs.
  • Built core inventory management product, distributor management system, alongside physical and digital payment integrations, deployed across 3 chains of stores in New York City.
  • Revamped initial OCR application for digitizing paper records of inventory, integrating it into the core platform, which significantly improved the inventory management process.
  • Hired and directed a highly skilled engineering team of 5 software engineers, fostering a culture of collaboration, innovation and high productivity.
  • Collaborated closely with company founders, providing key input on strategic product decisions and the overall direction of the company, subsequently leading to $2.1MM of seed funding post-YC demo day.
TypeScripttRPCinventory managementpayment integrationsSoftware EngineeringFintech

Novo

Senior Software Engineer

Oct 2020Dec 2022 · 2 yrs 2 mos · Miami, Florida, United States · Remote

  • Built and deployed a platform for three lending products (Novo Funding) to over 3,000 existing customers, responsible for over $5MM in loan origination within 5 months, shortly after growing to $35MM.
  • Responsible for growing the lending team from myself, to a team of 4 engineers, and various stakeholders (~20 total team size), later contributing to $125MM of capital allocation.
  • Worked closely with director of engineering and cross-functional teams in compliance, fraud and risk to ensure project success.
  • Acted as a key responder in incident management, successfully handling critical service downtimes and implementing solutions to ensure system stability and continuity.
  • Partnered with the platform team to resolve complex money movement and ledger-related issues, ensuring seamless financial transactions and maintaining the integrity of financial records in a dynamic fintech environment.
platform developmentlending productsincident managementSoftware EngineeringFintech

Tridaz s.r.o.

Software Engineer

Jan 2016Oct 2020 · 4 yrs 9 mos · Bangkok, Bangkok City, Thailand · Remote

  • Spearheaded the modernization of legacy PHP applications, enhancing performance and security. Implemented best practices in code maintenance and optimization.
  • Focused on cleaning up and refactoring legacy code, implementing more efficient and scalable solutions.
  • Developed custom WordPress plugins and themes tailored for diverse e-commerce websites.
  • Played a crucial role in integrating advanced payment gateways and e-commerce solutions, including a specialized customization system for a truck tarp website.
  • Successfully streamlined online transactions, achieving ~15% increase in conversions for truck tarps sold.
PHPWordPresse-commerce solutionsSoftware Engineering

Independent consultant

Software Engineer

Dec 2014Jan 2016 · 1 yr 1 mo · London, England, United Kingdom · Remote

  • Built, developed and inherited multiple platforms in the e-commerce space, coordinating the creation of sales funnels, reporting to a wide variety of stakeholders in projects across the globe.
  • Adopted and rewrote Oceania University of Medicine’s student information system to fit with their initial business requirements.
  • Integrated high-risk payment solutions for BiOptimizers and other e-commerce dependent companies on platforms such as WooCommerce, Magento and Shopify.
e-commerce platformspayment solutionsSoftware Engineering

Education

Chiang Mai University

Thai Language and Literature

Jan 2013Jan 2015

Kingswood School

Mathematics

Jan 2007Jan 2013

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