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 coachi... Click Apply to read the full job description.