Chief of Staff - Optexity

Pear VC•Palo Alto, CA

About The Position

Optexity is a product-driven research lab building clinical reasoning and computer use models on data no other lab can reach. We deploy directly inside clinics and hospitals — including systems with no APIs, using integration infrastructure we've built and open-sourced — and in return become their preferred partner. That gives us proprietary clinical reasoning trajectories from practicing physicians, and a feedback loop between real patient encounters, our models, and the products built on top of them. We're a small, fast-moving founding team with multiple published papers in NeurIPS, ICML, CVPR etc and background from Apple, Amazon, Microsoft, CMU, IIT. We are backed by world-class investors and leaders like Jeff Dean, Neotribe VC, PearVC, Together Fund and Zapier Fund. How we work Customer obsession — we start with the customer and work backwards Intellectual honesty — ideas matter more than titles; we communicate directly and assume good intent, even in disagreement Bias for action — we build and learn with customers rather than debate in the abstract Extreme ownership — we own outcomes, not just tasks, and see problems through

Requirements

A generalist who's comfortable owning many unrelated functions at once and context-switching cleanly between them
Strong execution and follow-through — you close loops and things don't slip
Highly organized and detail-oriented, with good judgment about what's genuinely important vs. merely urgent
Operates in ambiguity and builds process where none exists, without waiting for perfect instructions
Trustworthy with sensitive legal, financial, and personnel information
Willing to do unglamorous, high-value work
Fast learner with genuine interest in the operational and regulatory side of a healthcare company

Nice To Haves

Prior chief-of-staff, business ops, or startup operations experience
Exposure to legal, HR, finance, or compliance functions
Familiarity with healthcare compliance (HIPAA, BAAs) or other regulated environments
Experience standing up processes and vendors at an early-stage company

Responsibilities

Manage outside counsel, own the contract lifecycle (customer agreements, BAAs, NDAs, vendor and consulting agreements), and keep corporate housekeeping in order: cap table administration, board and investor documents, entity and state registrations
Own the operational side of HIPAA and state privacy compliance, coordinate audits and security certifications (e.g. SOC 2) as they come up, and maintain the policies, records, and vendor due-diligence that customers and regulators expect
Run onboarding/offboarding, offer letters, benefits and PEO administration, immigration/visa support for the team, and keep employee policies and records clean and current
Own bookkeeping oversight with our accountants, run payroll and contractor payments, manage AP/AR, expenses, banking, and the monthly close
Manage vendors, software and tooling, insurance, and the logistics of a fast-growing team; be the default owner for the operational thing no one else is holding
Take ambiguous operational problems off the founders' plates, structure them, and drive them to done

Benefits

Direct, daily work with the founders, plus exposure to board and investor conversations
True zero-to-one scope — building the operational foundation of the company, not executing a fixed playbook
Competitive salary and meaningful equity

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