Chief of Staff

Join a leading insurtech company!

Founded in 2015, Sure is the fastest growing insurtech behind the world's most sophisticated digital insurance programs. Our solutions provide a hassle-free way to buy insurance anywhere, enabling our partners to make digital insurance accessible to all.

Culture is everything. Join an incredible team of smart, passionate, collaborative, and driven individuals. We empower our teams and promote autonomy and independence wherever we can.

We are remote first. This role will be based in Dallas.

Strive for greatness. We’ve been named the 13th Fastest Growing Company by Deloitte Technology Fast 500 and have received numerous accolades and recognitions.

Funding. In October 2021, we raised $100M in our Series C with a $550M valuation.

We’re growing!

As our Chief of Staff, you’ll be the operational lynchpin that keeps our CEO and company moving at full speed. Your mission: maximize Sure’s CEO's time, energy, and decision-making power while becoming an indispensable Swiss Army knife of executive capabilities.

What sets this role apart:

• Immediate Impact : Your work directly affects the company's operations every single day.
• Diverse Challenges : Every day brings new and exciting problems to solve.
• Direct CEO Interaction : Work directly with the top leadership, gaining invaluable insights and experience.
• Skill Acceleration : Rapidly develop and hone a wide range of skills as you tackle diverse challenges.

What you'll be doing

• Craft compelling briefing materials, written email and slack communication, meeting notes, follow ups and more.
• Become an expert in how Sure and our CEO does business to drive projects and tasks forward effectively.
• Navigate meetings with precision, capturing key points and driving action items to closure.
• Act as proxy where the CEO cannot be present, ensuring decisions align with his vision and priorities.
• Bridge communication gaps between the CEO and other departments.
• Be two steps ahead, anticipating needs before they even materialize.

What we're looking for:

• Bachelor's degree required, JD a plus.
• 4+ years in a Chief of Staff or similar role reporting to the CEO.
• 7+ years of experience in fast-paced, high growth technology companies; SaaS company experience required.
• Solid understanding of technical concepts common within a cloud-based SaaS company.
• Comfort with ambiguity and ability to operate effectively with minimal guidance.
• Exceptional problem-solving skills with a knack for finding creative solutions.
• Outstanding organizational and time management abilities.
• Superior written and verbal communication skills.
• Resilience and ability to maintain composure under pressure.

What we do for you:

• Unlimited PTO.
• Mental Health Breaks - company provided meditation app and a weekly wellness hour.
• WFH stipend to help you work your best while being remote.
• Countless Medical, Dental and Vision plans.
• Equity and 401K.
• Generous parental leave.

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Employment at Sure is contingent upon a satisfactory verification of a general and criminal background check and education and employment verification. Upon an offer of employment, all prospective employees may be required to complete an employment application.