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Kin Insurance

Kin Insurance

via Ashby

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Executive Assistant

Anywhere
full-time
Posted 10/1/2025
Direct Apply
Key Skills:
Organizer
Problem-Solver
Communicator
Trusted Partner
Tech-Savvy
Calendar Management
Scheduling
Communication
Coordination
Travel Management
Project Management
Task Management
Confidentiality
Discretion
Relationship Building
Results-Oriented

Compensation

Salary Range

$Not specified

Responsibilities

The Executive Assistant will optimize the CEO's calendar, manage communications, and coordinate travel logistics for the executive team. This role is essential for ensuring smooth operations and supporting leadership priorities across the company.

Requirements

Candidates should have 7+ years of experience supporting senior executives and possess strong organizational skills. They must demonstrate sound judgment, clear communication, and proficiency in various productivity tools.

Full Description

Kin is redesigning insurance to be smarter, faster, and centered on the customer. We use intelligent pricing, offer seamless bundling, and make every step (from purchasing, servicing to claims) simple and friction-free, especially in the places traditional insurers often ignore. We empower people to protect what matters most, starting with their homes and expanding to all they value, in a world where climate risks, rising costs, and outdated systems leave too many behind. Our approach has fostered amazing growth, attracted marquee investors, and earned us accolades, including being named to: 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. Simply put, our people are what make us great – we need forward-thinking, inspired game-changers like you to join us in our mission. So, what’s the role? We are looking for an Executive Assistant who will be a true force multiplier for both the CEO and the executive team. This is not just about scheduling meetings and booking travel. 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. You’ll be embedded in the center of our executive team’s workflow and will play a key role in ensuring the company runs smoothly at the top. This role is based in Chicago with an expectation of 2–3 days a week in the office. 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. Able to represent leadership effectively. 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 like ChatGPT/Claude to increase leverage. 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, not noise, drive the agenda. Communication & Coordination Serve as the first line of triage for inbound requests to the CEO, Chief of Staff, and executive team as a whole. 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/completion. Manage all travel logistics end-to-end for the executive team. Effectively manage logistics for in-person board and investor meetings. 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 (executive meetings, board prep, all-hands) running smoothly. Spot where processes can be tightened and improve them. Confidentiality & Discretion Handle sensitive information, conversations, and decisions with the highest level of professionalism. What Success Looks Like Within the first 6–12 months, success in this role means: The CEO’s calendar consistently reflects strategic priorities The Chief of Staff is spending the majority of their time on strategic projects, not chasing follow-ups Board meetings, leadership meetings, and external engagements are well-prepared, seamless, and productive Action items don’t get lost; follow-through is consistent Executives and staff alike feel the benefit of clarity, focus, and efficiency Executives feel appropriately supported with calendars, travel, and deliverables 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 Skilled with Google Workspace, Slack, video conferencing platforms, and travel/expense systems (Airbase, Navan); interest in using AI tools to drive productivity Professional, calm under pressure, and trusted with confidential matters Able to work seamlessly across functions, build strong relationships, and add value in every interaction Results-oriented, delivers in a fast-paced environment, and is comfortable navigating ambiguity Oh, and don’t worry, we’ve got you covered! We offer a comprehensive benefits program, allowing you to choose the benefits that are best for you and your family, including: Medical, Dental, Vision, Life Insurance, and Disability Insurance options, an Employee Assistance Program, as well as elective voluntary benefits such as accident insurance, hospital indemnity, critical illness, legal assistance, and pet insurance. In addition to these benefits, we are also excited to offer the following: Competitive salary and equity 401K with a company match of up to 4% Flexible PTO for exempt employees, along with 8 company-observed holidays A paid parental leave program that provides 100% salary continuation of up to 14 weeks for birthing parents and 8 weeks for non-birthing parents Continuing education and professional development opportunities Kin will accept applications for the role until November 10th, 2025 For Sales Agents and Customer Service Agents: These roles sit in any of the following 30 states: AL, AZ, CO, FL, ID, IL, IN, KS, KY, MA, MD, ME, MI, MN, MO, MT, NC, NE, NM, NV, NY, OH, OK, PA, SC, TN, TX, UT, VT, VA, WA, and WI. For all other positions, these roles can sit in any of the following 40 states: AL, AR, AZ, CA (exempt only), CO, CT, FL, GA, ID, IL, IN, IA, KS, KY, MA, ME, MD, MI, MN, MO, MT, NC, NE, NJ, NM, NV, NY, OH, OK, OR, PA, SC, SD, TN, TX, UT, VT, VA, WA, and WI. Please only apply if you are able to live and work full-time in one of the states listed above. State locations and specifics are subject to change as our hiring requirements shift. About Kin Kin is the only pure-play, direct-to-consumer digital insurer focused on the growing home insurance market. We make policies convenient and affordable through a technology platform that delivers a seamless user experience, customized options for coverage, and fast, high-quality claims service. Kin is a fully licensed carrier that offers coverage through its reciprocal exchanges which are owned by its policyholders. To learn more, visit www.kin.com. EEOC Statement Kin is proud to be an Equal Employment Opportunity and Affirmative Action Employer. We don't just accept difference – we honor it, nurture it, and celebrate it. We don’t discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

This job posting was last updated on 10/2/2025

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