Chief of Staff at Railway Health Inc. – New York, New York

About Arlo
AI is changing how people access their health care - but traditional incumbent carriers are far behind. Thousands of people delay care every day, because of financial fear and lack of support from their health insurance to seek the care they need.
Arlo’s mission is to make high-quality health coverage simple, affordable, and transparent — helping employers offer benefits that actually feel like benefits. We’ve grown from zero to tens-of-thousands of covered members in under a year, and we’re just getting started.

The Opportunity
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

Why you’ll love it here

• Mission with Impact: Help small businesses offer health benefits that truly matter.
• High Leverage: You’ll be directly exposed to Arlo's founder and will be key to building a health insurance company from scratch (where else can you do that??)
• Fast-Growing Startup: Join us at an inflection point — we’re scaling quickly and thoughtfully.
• Ownership & Autonomy: We value builders and give you room to create.
  • Compensation:$175,000-225,000 annually
  • 10% performance based bonus
  • Equity
  • the usual Tech startup benefits (100% covered health insurance, vision, dental & life insurance, remote work setup stipend, in-office meals, etc. etc.)

Process
This is what you can expect when we like your application:

• 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

CompensationThe base pay range for this role is $175,000 – $225,000 per year.