Insurance Career Coach

Leland • ,

38d • Remote

About The Position

Leland is building the home for ambition in the age of AI. We connect people with the experts, programs, and communities they need to land the job, get into the school, or upskill for a world being rewritten by AI. We help businesses become AI-native through training, hiring, and infrastructure. Since our founding in 2021, we've helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us, and we've built a product that takes that seriously. We're seeking an experienced insurance coach to work with professionals looking to grow their careers in the insurance industry. This role includes guidance on insurance strategy, underwriting, actuarial analysis, policy development, claims management, fraud prevention, regulatory compliance, and risk management, as well as insurance sales, customer acquisition, and client relationship management. Coaches also help clients navigate their career path with resume review, cover letters, LinkedIn review, interview prep, networking strategy, salary negotiation, freelancing, and ongoing skill building. Ideal candidates have hands-on insurance industry experience, prior coaching or mentoring experience, and a clear, structured approach to helping clients grow both their expertise and their career. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every client.

Requirements

• Hands-on insurance industry experience.
• Prior coaching or mentoring experience.
• A clear, structured approach to helping clients grow both their expertise and their career.
• Ability to set own hours and rates.
• Ability to host sessions virtually.

Responsibilities

• Provide guidance on insurance strategy, underwriting, actuarial analysis, policy development, claims management, fraud prevention, regulatory compliance, and risk management.
• Advise on insurance sales, customer acquisition, and client relationship management.
• Assist clients with career path navigation, including resume review, cover letters, LinkedIn profile optimization, interview preparation, networking strategy, and salary negotiation.
• Support clients in freelancing and ongoing skill development.
• Host coaching sessions virtually.
• Partner with the Leland team to deliver a high-quality, supportive client experience.

Benefits

• The chance to join a world-class team helping people achieve their career and educational dreams.
• Work in a collaborative, high-energy environment where your contributions have a direct impact.
• Operate in a fast-paced, AI-native environment.

What This Job Offers

• Job Type: Part-time
• Career Level: Senior
• Education Level: No Education Listed