Founding Recruiting Operations Lead

Assort Health•San Francisco, CA

10d•Onsite

About The Position

Building Healthcare That Remembers Every time you call a doctor's office, the system forgets you the moment you hang up. You wait on hold, explain everything from scratch, get bounced between lines, and hope someone follows up. Everyone has felt this. No one should have to. At Assort Health, we're building one continuous conversation for every patient. An AI agent that knows who you are, remembers how you like to be reached, and carries that context from your first symptom to your full recovery. What began as the first voice AI agent to schedule a specialty appointment has become the largest proprietary specialty dataset in healthcare: 190 million patient interactions, 62,000 care protocols, 1.6 million decision pathways. We went from 15 people in 2025 and will cross 250 by the end of 2026. Revenue is up 20x in 15 months and we've raised $222 million, including a recent $120 million Series C at a $1.2 billion valuation. We've also been named to the Forbes Cloud 100 and the 2026 Enterprise Tech 30 as the only healthcare AI company on the list! Healthcare spends $1.1 trillion a year on administration instead of care. If you want to help change that, apply below. The Who, What, Why & Where Who? You're an AI-pilled, recruiting operations expert who's seen what it looks like when talent systems actually work at scale and you have the workflows and projects to prove it. You combine deep technical fluency in Ashby and the broader recruiting tech ecosystem with a builder's instinct: you don't just configure tools, you architect systems that make a whole recruiting team better. You thrive in fast-paced startup environments where you’re driving real change. What? Be the first hire for this function. Own the end-to-end recruiting operations function, from architecting our Ashby configuration and integrations to building AI tooling, automating reporting, and leading enablement across the talent team and beyond. You'll be both the strategist and the builder. Why? We're growing fast and our recruiting motion needs to scale with us. This is a rare opportunity to build a best-in-class recruiting infrastructure from the ground up; one that genuinely moves the needle on hiring speed, quality, and team effectiveness. Where? In-person in San Francisco (One Market Plaza).

Requirements

4–8 years of experience in recruiting operations, talent operations, or a closely related role, ideally with time in a high-growth startup environment.
Deep Ashby expertise – You know Ashby inside and out: advanced workflow configuration, custom reporting, API/webhook integrations, and the broader ecosystem of tools that plug into it. Ashby power-user or admin experience is a strong plus.
Recruiting ops at scale – You've built or meaningfully improved recruiting infrastructure at a company that was hiring fast; you understand the difference between a system that works for 10 open reqs and one that works for 100.
Builder mentality – You've built AI or automation tooling in a recruiting context—whether through no-code platforms, prompt engineering, or lightweight scripting. You're not afraid to get your hands dirty.
Analytical chops – Comfortable building dashboards and automating reports; SQL or spreadsheet-level data fluency required.
Strong communicator and enabler – You can translate complex system logic into clear documentation and training for a non-technical audience.
Ownership mindset – You don't wait for tickets. You identify the problem, scope the fix, and ship it.

Nice To Haves

Ashby power-user or admin experience is a strong plus.

Responsibilities

Own Ashby end-to-end – Configure and continuously optimize our ATS: pipelines, scorecards, workflows, automations, custom fields, and integrations with the broader recruiting stack.
Build AI and automation tooling – Identify opportunities to automate manual tasks and build AI-powered workflows that make recruiters faster and candidate experience better—think automated outreach sequencing, AI-assisted screening, and intelligent pipeline triage.
Stand up recruiting analytics – Design and automate reporting dashboards so the talent team and company leadership always have real-time visibility into pipeline health, funnel metrics, time-to-hire, and offer acceptance rates.
Lead recruiting enablement – Create training, documentation, and playbooks that help recruiters get the most out of our tools and processes; run onboarding for new team members on recruiting systems.
Drive continuous improvement – Regularly audit recruiting workflows, identify bottlenecks, and ship iterative improvements. Treat recruiting ops like a product: always be testing.
Partner with the SVP of People – Serve as a strategic thought partner on recruiting infrastructure, headcount planning tooling, and org-wide talent reporting.
Manage vendor and tool relationships – Evaluate new tools in the Ashby ecosystem (LinkedIn, Gem, Greenhouse integrations, etc.), run pilots, and make clear build-vs-buy recommendations.
Launch and scale recruiting coordination – Establish and grow a high-performing recruiting coordination function that delivers a seamless candidate and interviewer experience. Hire, onboard, and manage recruiting coordinators, define team processes and service levels, and create the systems, documentation, and quality standards needed to support a rapidly growing hiring organization.

Benefits

Market salary
Meaningful equity
Performance-based bonuses
Medical, dental, vision, wellness stipend, and unlimited PTO.
Competitive Compensation – Including salary and employee stock options so you share in our success.
Lifelong Learning – Annual budget for professional development, plus training opportunities to help you grow.
Office Setup Stipend – We’ll outfit your in-office workspace so comfy as it's productive.
Top-Tier Health Coverage – Medical, dental, and vision insurance, because your health comes first.
Unlimited PTO – We trust you to take the time you need to recharge and come back ready to crush it.
Meals & Snacks – Lunch, dinner, and snack breaks that fuel great ideas.
Fitness Stipend – Your wellness matters. We reimburse monthly membership costs to support your health.
Commuter Benefits – We cover eligible transportation costs to make your trip to work easier.
401(k) – Build your retirement savings.