Chief of Staff

About Rainwalk 

Rainwalk is a team of animal lovers who believe that no pet parents should have to choose between their budget or providing the best possible care for their pets. We founded Rainwalk because pet insurance policies need to be more accessible, provide better coverage, and offer more value to pet parents so that beloved cats and dogs can receive the healthcare services they need, especially during an emergency. Our pet insurance provides generous coverage, valuable benefits, caring pet parent support, and hassle-free reimbursements. 

We’re a small, fast-growing, remote-first company with awesome colleagues who live all over the world. We are animal lovers, and we love what we do. Together, we’re committed to building a business that has a profoundly positive impact on the health and happiness of animals. Join us on this exciting journey. 

About this role 

At Rainwalk, we’ve experienced a strong period of growth as the direct result of increased efficiency and productivity. We’re looking for a Chief of Staff to work directly with the CEO and leadership team to drive execution, alignment, and operational excellence as we scale. From Day 1, this person will have an immediate impact on our productivity by streamlining strategic initiatives, overseeing program management, and communicating objectives to departments. The ideal candidate will have proven success in a business management role, with a special focus on executive-level advising and inter-departmental collaboration. 

Responsibilities: 

●     Act as a thought partner to the CEO on strategy, planning, and decision making

●     Work with senior leadership to identify and fill gaps as the company looks to rapidly achieve scale

●     Identify and help resolve cross-functional bottlenecks that slow down the company’s ability to scale and grow

●     Lead high-impact, cross functional, and sometimes ambiguous projects where ownership isn’t clearly defined, and occasionally step in as an interim owner when needed (especially during growth or change)

●     Establish and improve internal processes as the company scales

Required Skills and Qualifications 

Seven or more years of experience in startups, business management, or executive roles 

Experience in organizing and directing multiple teams and departments 

Experience in planning and leading strategic initiatives 

Excellent written and verbal communication skills 

Versatile abilities and dedication to solving common problems startups experience

Preferred Skills and Qualifications 

Bachelor’s degree (or equivalent experience) in business administration or similar field 

Experience in data analysis and budget management 

Consulting experience, with a focus on operations management 

Proven success in a project coordination role 

Nimble business mind, focused on developing creative solutions 

Strong project-reporting skills, with focus on interdepartmental communications

Benefits 

Ability to work from home/remotely 

A flexible work environment that’s focused on delivering results and having a positive impact on the business 

Competitive salary, with bonuses based on performance 

Unlimited PTO, 401k matching, company equity, and medical, vision, dental, long- and short-term disability, and life insurance benefits. 

Training, coaching, and development with an eye towards upward growth and mobility within roles at a new, fast-growing Insurtech firm. 

Fun, fast-paced, startup environment with caring coworkers 

Must be authorized to work in the U.S.