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Hey all, Cassidy ( https://cassidyai.com , Series A, ONSITE: New York City) is growing fast and we're hiring across a few critical roles in NYC. Senior & Mid-level Software Engineers - end-to-end product engineering and helping build systems that scale Technical Chief of Staff - CTO's operational right hand. Picks up hard, ambiguous problems across engineering, compliance, and commercial conversations and owns them end to end. Cassidy is an AI agent and automation platform for non-technical knowledge workers. By connecting to a company's knowledge where it lives and building intuitive core primitives, Cassidy lets non-technical teams automate large swaths of busy work, freeing them up to do the work that really matters. Series A, 25 people, growing fast. Interview Questions & Experience (2026)