Recruiter and People Operations Manager

About Cassidy

Cassidy is a context-powered AI automation platform. Non-technical teams use Cassidy to build and deploy AI-driven workflows that automate the work only their company does, from RFPs to sales enablement to customer support.

We believe the future of automation isn’t code-heavy tools owned by IT, but empowering the people closest to the work to build AI that understands their company’s unique processes and knowledge.

We recently raised our Series A and are entering a stage of rapid growth. It’s a great time to join: the team is small, the impact is outsized, and every hire will shape the culture, product, and trajectory of the company.

📍 This role is based in our NYC office, 5 days a week.

The Role

We’re looking for a Recruiter & People Ops Manager to help scale Cassidy’s team and culture. You’ll own full-cycle recruiting across all functions while also building foundational people operations - onboarding, benefits, employee experience, and compliance. This is a hands-on, in-person role where you’ll shape both who we hire and how we work together.

What You’ll Do

Recruiting

• Own full-cycle recruiting across GTM, Product, Engineering, and G&A roles

• Build and manage candidate pipelines through sourcing, referrals, and outreach

• Design structured interview processes, scorecards, and rubrics

• Partner with founders on headcount planning, compensation ranges, and offer strategy

• Drive a candidate experience that reflects Cassidy’s brand and culture

People Operations

• Own onboarding: tools access, first-week experience, and cultural ramp

• Manage employee benefits, perks, and policy administration

• Partner with finance on payroll coordination and compliance items

• Set up and maintain people systems (ATS, HRIS, performance tracking)

• Support managers with performance feedback processes and employee development

• Drive culture initiatives: events, recognition, surveys, internal comms

What You (Ideally) Have

• 1-4+ years of combined recruiting and HR/people ops experience, ideally in B2B SaaS

• Track record closing both GTM and technical roles

• Comfort setting up recruiting and HR processes from scratch

• Knowledge of ATS and HR tools (Greenhouse/Lever, Gusto, Rippling, Deel, etc.)

• Clear, direct written communication and strong organizational skills

• High judgment and discretion with sensitive information

Nice to Have

• Experience as the first people/talent hire at an early-stage startup

• Familiarity with NYC talent and HR market practices

• Exposure to scaling Series A–B companies

How We Work

• In-person collaboration in our NYC office

• Fast feedback loops and direct communication

• Every new hire builds an AI automation in week one

Compensation

• Competitive salary and meaningful equity

• Full benefits, 401(k), and perks that support high performance