Customer Success Coach

About Leland and Role Purpose

Leland is creating a hub for ambition in the evolving AI era, connecting individuals with experts, educational programs, and communities essential for landing jobs, gaining admission to schools, or enhancing skills for an AI-transformed world. Founded in 2021, Leland supports tens of thousands in achieving significant goals and has secured $19 million in investments from top-tier backers. The company values ambition highly and has developed a product built around that principle.

Role Overview

We are looking for a seasoned Customer Success Coach to guide clients aiming to enter or advance in customer success careers. This position involves instructing clients on fundamental customer success strategies, onboarding processes, and managing customer relationships effectively. Additionally, coaches assist with improving practices related to customer retention, satisfaction, and feedback analysis. They also advise on integrating emerging technologies such as AI principles and AI-driven automation into customer success functions.

On the career development front, the coach will provide services including resume and LinkedIn profile reviews, cover letter guidance, interview preparation, networking tactics, salary negotiation advice, promotion strategies tailored to customer success positions, and general skill enhancement. The ideal candidate will have practical experience in customer success roles such as customer success manager or account manager, proven success in achieving customer outcomes and retention, and a clear, organized coaching method covering both technical and career growth aspects.

Coaches establish their own schedules and rates, conduct sessions virtually, and collaborate closely with our team to ensure an excellent, supportive client experience.

Why Join Leland?

• Opportunity to be part of a top-tier team helping people realize their career and education ambitions
• Engage in a collaborative, energetic workplace where contributions directly impact outcomes
• Work in a rapidly evolving, AI-driven environment
• Contribution is valued beyond simply employment — aiming to build a great company

Equal Opportunity Statement

Leland embraces diversity and inclusion, encouraging applicants from all backgrounds and identities to apply.