Executive Assistant Job at Kin Insurance in Chicago

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This range is provided by Kin Insurance. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$100,000.00/yr - $115,000.00/yr

Kin is redesigning insurance to be smarter, faster, and centered on the customer. We use intelligent pricing, offer seamless bundling, and make every step simple and friction-free.

We Empower People To Protect What Matters Most, Starting With Their Homes And Expanding To All They Value.

• Built In Chicago's Best Places to Work, Midsize Companies (2021-2025).
• Forbes' America's Best Startup Employers (2021- 2024, Ranked #37 in 2024).
• Inc. 5000 Fastest-Growing Private Companies.
• Forbes’ Fintech 50.

We are looking for an Executive Assistant who will be a true force multiplier for both the CEO and the executive team.

This role is about creating leverage, making sure the CEO is focused on the highest-impact work, and enabling the Chief of Staff to scale leadership priorities across the company.

The right person will thrive in a fast-paced environment, know how to operate with judgment and discretion, and take pride in making complex operations look simple.

Core Capabilities

• Organizer: Keeps operations tight, with systems and processes that prevent things from slipping through the cracks.
• Problem-Solver: Anticipates challenges and resolves them before they escalate.
• Communicator: Clear, crisp, and professional in both written and verbal communication.
• Trusted Partner: Handles confidential matters with discretion, maturity, and sound judgment.
• Tech-Savvy: Highly proficient in Google Workspace, Slack, Navan, and willing to adopt productivity tools.

What You’ll Own

Calendar & Scheduling

• Fully own and optimize the CEO’s calendar.
• Anticipate and resolve conflicts before they become issues.
• Protect time so priorities drive the agenda.

Communication & Coordination

• Serve as the first line of triage for inbound requests to the CEO, Chief of Staff, and executive team.
• Ensure timely and accurate communication with internal leaders, external partners, board members, and investors.
• Draft and polish communications when needed.

Meetings & Travel

• Prepare agendas and ensure pre-read materials are distributed.
• Capture notes, track action items, and track outcomes.
• Manage all travel logistics end-to-end for the executive team.

Project & Task Management

• Track and follow through on key deliverables across the executive team.
• Partner with the Chief of Staff to keep executive operating rhythms running smoothly.
• Spot where processes can be tightened and improve them.

What Success Looks Like

• The CEO’s calendar consistently reflects strategic priorities.
• The Chief of Staff is spending the majority of their time on strategic projects.
• Board meetings, leadership meetings, and external engagements are well-prepared and productive.

What We’re Looking For

• 7+ years of experience supporting a CEO and/or senior executives.
• Strong organizational systems; able to manage multiple priorities and deadlines with calm focus.
• Sound judgment on when to escalate, handle directly, or decline.
• Clear, confident communicator with executives, board members, and investors.

About Kin

Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market.

EEOC Statement

Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer.