Chief of Staff
$175k - $225k USD
Arlo is rebuilding health insurance from the ground up using AI. The healthcare experience today is expensive, confusing, and often so frustrating that people delay the care they need. We’re changing that by reimagining what a health plan should be: a proactive partner that enables health rather than denying it. Our AI-native platform delivers continuous, personalized support for members—helping them navigate benefits, schedule appointments, access high-quality care, and avoid financial fear. Powered by the industry’s most advanced risk-pricing engine, Arlo is already scaling fast: we’ve grown to $XXXM in premiums, cover tens of thousands of people, and see accelerating demand across brokers, employers, and partners. Backed by Upfront Ventures, 8VC, and General Catalyst, our team combines deep industry expertise (Palantir, YC) with the ambition to modernize a $1T market.
About the Role
We are building an AI-native health plan and need to build several functions, capabilities and teams over the course of the next few months and years. Your role will be to beachhead these initiatives, bring them from 0 to 1 and set them up for success. You will be working directly with Arlo's founders to act as a thought partner, lead strategic, cross-functional projects and spin up new functions. Here are some example projects you would be leading:
Design and drive key marketing experiments
Setup a clinical team
Architect partnerships with key distribution partners
Setup an insurance captive company
What You Will Do
Execute on Strategic Projects: Plan and execute key initiatives in close collaboration with Arlo's founders
Spin up new functions: Design, build and operationalize new functions (prototype & run new processes/ capabilities, define new team roles, manage transition from "prototype into production")
Recruit, Onboard and Scale new Teams: You will be working closely with Arlo's talent lead to ensure your new functions are properly staffed. onboarded and can thrive moving forward.
Strategic Support: Support founders with planning, decision making and operational follow-through
What We Are Looking For
5+ years of experience in a high-intensity settings (consulting, investment banking, high growth startup, etc.)
Ability to operate as a generalist and learn extremely fast to dive deep into a topic (T-shaped profile).
Strong bias for action, sense of ownership, and ability to dive into the weeds.
Strong analytical and problem-solving skills; comfortable working with metrics and data.
High emotional intelligence, integrity, and collaborative spirit.
Bonus Points:
Evidence of building or scaling functions or teams at an early or fast-growing company.
Ex-Founders are highly welcome to apply
Process
This is what you can expect when we like your application:
30 minute call with Rachelle (Talent Lead)
30-minute introductory call with Jan-Felix (CEO & Co-Founder)
30-min call with Karthik (Co-Founder)
Take-home case study
Onsite/ Virtual Onsite
Reference Calls
Compensation
$175,000 – $225,000 per year + equity
Why Join Arlo:
High ownership: You’ll get real responsibility from day one—our high-trust team empowers you to run with big problems and shape core parts of the company.
Join an important mission: Your work directly influences how people access care and improves lives at scale.
Growth & expansion: We’re moving fast, and as we grow, your scope will grow with us—new challenges, bigger opportunities, and rapid career velocity.
Apply AI to a problem that matters: Instead of optimizing ads or cutting labor costs, you’ll use AI to fundamentally reimagine how people get healthcare.
High pace, high collaboration: We operate with velocity, first-principles thinking, and a team that works closely, openly, and with ambition.
Exact compensation inclusive of salary and any bonuses is determined based on a number of factors including experience and skill level, location, and qualifications which are assessed during the interview process.
Arlo is an equal opportunity employer. We do not discriminate based on age, race, color, creed or religion, national origin, sexual orientation, gender identity or expression, military status, sex, disability, predisposing genetic characteristics, marital status, familial status, status as a victim of domestic violence, or arrest or conviction record, as defined under New York State law.