WHO WE ARE We are PEAK6, a leading investment firm, using technology to find a better way of doing things. The company’s first tech-based solution was developed in 1997 to optimize options trading, and over the past two decades, the same formula has been used across a range of industries, asset classes, and business stages to consistently deliver superior results. Today, PEAK6 seeks transformational opportunities to provide capital and strategic support to entrepreneurs and forward-thinking businesses. PEAK6’s core brands include PEAK6 Capital Management, PEAK6 Strategic Capital, Apex Fintech Solutions, FOCUS, We Insure, Evil Geniuses, Poker Power, Zogo, and Bruce Markets. ABOUT THIS ROLE Position Objective The Personal Lines Underwriter III serves as the Subject Matter Expert (SME) and primary resource for underwriting-related inquiries and escalations within the department. This role is proficient in all personal lines underwriting functions, exercises the highest level of underwriting authority, and acts as a go-to expert for team members, leadership, agents, and internal partners. The Underwriter III is responsible for handling inbound calls, chats, and task assignments, assisting agents and team members with complex policy questions, bind requests, endorsements, and risk evaluations. This role also provides mentorship and guidance to junior and mid-level underwriters, supports leadership with high-value or complex risks, and contributes to process improvements and departmental excellence. By combining advanced underwriting expertise with direct communication and workflow support, the Underwriter III ensures accuracy, compliance, and superior service for both agents and internal teams. Position Summary Advanced Policy Underwriting & Risk 40% Independently review, analyze, and underwrite complex personal lines applications, inspections, and endorsements. Make high-level risk selection, pricing, and coverage decisions on complex, high-value, or unusual policies. Evaluate borderline or high-risk exposures and provide recommendations to leadership when appropriate. Ensure compliance with company, carrier, and regulatory underwriting standards. Maintain proficiency in all personal lines underwriting functions and continuously expand knowledge of advanced underwriting practices. Agent/Client Support via Phones, Chats, and Tasks 30% Serve as the department SME for personal lines policies and underwriting practices. Respond to agent and client inquiries via phone, chat, and task systems regarding policy forms, coverage, bind requests, endorsements, cancellations, and other transactions. Handle escalated or complex inquiries professionally and efficiently. Maintain strong agent relationships and provide guidance on policy submissions. Process Improvement & Compliance 15% Identify opportunities to enhance underwriting processes, systems, and workflows. Participate in audits, compliance reviews, and quality improvement initiatives. Ensure departmental adherence to internal policies, carrier guidelines, and regulatory requirements. Professional Development & Leadership 15% Mentor and coach junior and mid-level underwriters, promoting knowledge transfer and best practices. Stay current with industry trends, regulatory changes, and advanced underwriting practices. Contribute to departmental training, policy updates, and cross-functional projects. Serve as a role model for underwriting excellence, collaboration, and customer service. Education Bachelor’s degree in Business, Finance, Risk Management, Insurance, or related field preferred. Work Experience Seven (7) or more years of personal lines underwriting experience, including homeowners and other lines; or equivalent combination of education and experience. In-depth knowledge of insurance statutes, regulations, and policies. Knowledge, Skill and Abilities Advanced knowledge of Property/Casualty insurance underwriting principles and personal lines policies. Strong analytical, decision-making, and problem-solving skills for complex or high-value risks. Excellent verbal and written communication skills. Ability to mentor, coach, and guide junior underwriters effectively. Exceptional organizational and time management skills; ability to manage multiple complex tasks. Strong customer service and conflict-resolution skills, including handling escalated agent or client inquiries professionally. Self-motivated, disciplined, and able to maintain productivity without direct supervision Basic proficiency in Microsoft Office Suite (Word, Excel, Outlook, Teams) for documentation, reporting, and team collaboration Active 2-20 or 4-40 license or industry designation such as CPCU or CIC preferred. Organizational Structure Reports to: Supv, Client Experience Working Conditions Position is fully remote; employee is expected to maintain a dedicated, distraction-free workspace. Employee is responsible for providing a reliable internet connection that meets minimum speed requirements. Use of a company-provided computer, headset, and other necessary equipment is required. Work schedule may include standard business hours; flexibility may be required to meet peak call/chat volumes. Ability to manage multiple communication channels (calls, chats, task systems) efficiently from home. Must adhere to data security and confidentiality standards while handling sensitive client and policy information. Occasional participation in virtual team meetings, training sessions, and performance reviews. Must be self-motivated, organized, and able to maintain productivity without direct supervision. OUR REWARDS We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO, 401k match, parental leave, and HSA contribution match. We also provide our employees with a paid subscription to the Calm app and offer generous external learning and tuition reimbursement benefits. As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week depending on the role. The base pay offered may vary depending on job-related knowledge, skills, experience, and office location. This position also may be eligible for a discretionary annual bonus in addition to a range of health & wellness benefits. PEAK6 is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics. PEAK6 is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at [email protected]. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process. #PEAK6 Application data may be reviewed, including through automated tools, for security and fraud-prevention purposes. This review is conducted by our information security team and is separate from hiring decisions We're In The Business Of What Ought To Be The business of doing, creating, and building the world the way we see fit. We seek out the transformational opportunity, making it better, more useful, more valuable. At PEAK6, we activate what is into what ought to be through world-class technology, operational excellence and purposeful design. Headquartered in the Chicago Board of Trade Building, PEAK6 is not your typical investment firm. While trading got us our start and still powers our center, we quickly realized that our vision was to embrace and empower today’s consumer through technology, simplifying processes, improving performance and creating new wealth.

Underwriter Personal Lines - III.

more at Peak6group.

Payroll Team Lead

Finance Operations Manager

Trading Bootcamp Micro-Internship - Summer 2027

similar roles.

Customer Service Representative

Journeyman

Medical Director (Medicare Policy)

Associate Actuary

Estimator