[Hiring] EVP of Operations @Nsight Health

Role Description

We are hiring an EVP of Operations to serve as the COO's operating deputy — running the company's operating system day to day and owning it end to end when they are out. This is a role with real operating authority, not a coordination seat. You drive execution across the business, hold leaders to their commitments, and turn ambiguity into structure and momentum. It is the number-two operating seat in a company that is scaling fast.

This role was built for the operator who has outgrown their current seat. Maybe you are a Director or Senior Director at a large, established company where the next role is not opening up, the leader above you is not going anywhere, and you are ready for the scope, authority, and ownership you cannot get where you are. Here, you get it now. You will own real outcomes, make real decisions, and watch your work move the business immediately.

We move fast, run lean, and treat AI as a force multiplier. We need someone who ramps themselves. You ask sharp questions, find the answers, and start delivering in your first week rather than waiting for a playbook or a training program. If you are a self-starter who gets more done with less, who has scaled something real and wants to do it again with more room to run, this is your seat.

AI Fluency Requirement - Non-Negotiable

Nsight Health is an AI-first organization. Every member of our leadership and operations team is expected to actively use AI tools in their day-to-day work - not as a novelty, but as a core productivity multiplier. This role requires genuine curiosity about AI, comfort experimenting with tools like Claude, ChatGPT, and workflow automation platforms, and the judgment to know when AI helps and when it doesn't. If AI makes you uncomfortable, this is not the right role.

Key Responsibilities

• Run the Operating System: Own the company's day-to-day operating cadence, including planning, reviews, metrics, and follow-through, and keep the business moving without waiting to be asked. Step in for the COO across operations when they are out, carrying decisions and momentum end to end so nothing stalls. Serve as the connective tissue across departments, making sure commitments made in one place are delivered everywhere they touch.
• Drive Execution Through Leaders: Hold department leaders accountable to their commitments, chase clarity, name blockers directly, and create the productive friction that gets decisions made. Turn half-defined problems into structured plans with clear owners and timelines. Drive leverage through the leadership team rather than doing the work yourself, multiplying the output of the people around you.
• Systems, Leverage and Judgment: Build and improve the systems, workflows, and automation the company runs on, using AI as a primary lever. Bring decision-ready analysis and straight answers to the COO and the executive team, with blockers named and options framed. Decide what matters when everything is urgent and keep the organization focused on the few things that actually move the business.

The Impact You’ll Make

• Deputy COO Altitude, Now: This is not a stepping-stone role with a long runway to real authority. You will be covering the COO's operating seat within weeks of joining and making consequential decisions on a complex, multi-entity business. The growth is immediate and the accountability is real.
• Structure Where It Did Not Exist: The systems, workflows, and operating infrastructure you build become the backbone of a company scaling toward serious investment. What you build here outlasts you in the seat and shapes how the entire organization runs.
• A Rare Career Accelerator: The COO is actively growing you into this role, not just filling a gap. For the right person, this is the operating experience that changes the trajectory of a career — deputy-level scope, real authority, and a front-row seat to what it takes to scale a multi-brand healthcare technology company.

Qualifications

• A proven senior operator — whether a Director or Senior Director of Operations or Business Operations, a Chief of Staff, or a Deputy COO — with real decision authority and a track record of owning outcomes rather than coordinating other people's work.
• Demonstrated experience scaling something in a fast-moving, growing environment, building structure where little existed.
• A self-starter who ramps fast, asks sharp questions, finds their own answers, and starts delivering without a training program or hand-holding.
• Thrives in ambiguity, energized by half-defined problems and comfortable operating on a complex business before it feels fully mapped.
• Pushes people and holds senior leaders accountable, willing to create friction to get clarity and decisions.
• A direct, structured, decision-ready communicator who names blockers and cuts the fluff.
• Genuinely systems-minded, with active, working fluency in AI and automation as operating leverage.
• Strong experience with enough depth for real judgment and enough runway to grow meaningfully into this seat.

Preferred

• Experience scaling operations in a high-growth, multi-entity, or PE-backed environment where you built the structure without a ready-made playbook.
• Healthcare SaaS, RPM, CCM, or regulated-operations exposure — teachable and not a hard filter.
• Chief of Staff or VP Operations background with real decision authority rather than pure coordination.

Compensation & Benefits

• Competitive base pay: $195,000 – $225,000 annually.
• Additional Compensation: Performance-Based Bonus: Eligible for an annual bonus based on company and individual performance.
• Benefits Include:
  • Unlimited PTO
  • Medical, Dental, Vision, and supplemental insurance options
  • 401(k) Plan with 3.5% Company Match
  • Company-provided equipment

Join Our Mission-Driven Team

At Nsight Health, you'll be part of a fast-growing organization that sits at the intersection of healthcare, technology, and compassion. We're looking for people who care deeply about improving patient lives and building the future of connected care.

Our team culture is collaborative, agile, and purpose-driven. Every role, from clinical operations and customer success to marketing, technology, and leadership, directly contributes to improving how healthcare organizations care for their patients.

Recruitment Fraud Alert

Nsight Health takes candidate safety seriously. Please be aware that fraudulent individuals may impersonate our recruiters or employees and offer fake employment opportunities. All legitimate interviews with Nsight Health are conducted through our formal hiring process, and employment offers are only extended after candidates have successfully completed required interviews and evaluations. Official employment offers are communicated by a member of our team via a scheduled phone call. We will never offer employment without first meeting with you through our established hiring procedures.

If you receive a suspicious email, text message, or job offer claiming to be from Nsight Health, please verify its authenticity by contacting us directly through our official website or careers page. Nsight Health is not responsible for offers or communications made by unauthorized individuals claiming to represent our organization.