Chief of Staff, New Verticals

About the role

The Chief of Staff, New Verticals will be central to one of Atticus's most important strategic bets: proving out and scaling new business lines, starting with Injury. Reporting to the General Manager (Peter Bailinson) and partnering directly with the CEO (Sam Byker) and functional leaders across the company, you'll own one of our highest-priority initiatives, end-to-end. This role demands strong judgment, comfort with ambiguity, and an instinct for what it takes to build a business. No two weeks will look the same.

This isn't a narrowly-scoped role: you'll be taking on tough problems that come with building something new inside a scaling company—with real P&L ownership, the authority to shape strategy and operations from day one, and daily visibility at the leadership level. It's designed to be a path to staying here and growing as an executive—such as stepping into the GM role for a vertical you help build—or even starting your own company down the road.

Qualifications

• You’ve demonstrated insightful, decisive judgment when it comes to developing strategies, and you have a track record of making tough, smart tough calls among competing priorities.
• You’ve led teams of high-performing individual contributors (bonus points if they were cross-functional).
• You’ve steered projects where you mapped complex systems, gathered and analyzed data, made recommendations, and helped design and implement solutions.
• You’re a kind and thoughtful colleague who knows how to shape a great team culture, persuasively advocate for your ideas, and get buy-in from others.
• You have 0 to 1 experience
• You have a demonstrated commitment to doing good and helping people.
• Bonus / Nice-to-Have: You have experience with marketplace businesses or complex consumer services (insurance, fintech, medical, real estate, etc.). You’ve done consumer-focused research or discovery work, or something else that makes you comfortable interviewing and empathizing with people from all walks of life.

Salary and Benefits

This is a rare opportunity to join a startup that has strong traction (substantial funding, well-respected backers, tremendous growth, and many happy customers) but is still small enough that you can have a huge impact and play a role in shaping our culture. We’re a certified B Corporation tackling a critical social problem. Our mission to help people in need drives everything we do, and your work here will touch many lives.

We offer competitive pay — including equity — and generous benefits:

• Medical and dental insurance with 100% of employees and their families premiums covered
• 15 vacation days & ~20 paid holidays each year (including two weeks at the end-of-year)
• Free membership to OneMedical
• $600/year internet stipend
• $1,000 reimbursable stipend for education and training outside of work
• Up to $1,200/year student loan repayment assistance
• 401(k) and optional HSA/FSA

Location

This job is fully remote and we’re committed to empowering everyone with flexibility. Work remotely, and travel to LA (on the company dime) as needed to be with your colleagues – usually quarterly, plus offsites. We care a lot about building a great culture and we think some interactions need to happen in person, so we put a lot of thought into retreats, offsites, and other ways to gather.