Chief of Staff Mentor
Mentor clients in chief of staff roles, focusing on strategic planning and AI tools in a fully remote setting.
Posted by employer 2 months ago
First seen on Joblaze 1 week ago
Last verified on the company career page 11 hours ago
Skills & Technologies
AI in the day-to-day
helping clients apply emerging tools like AI fundamentals and AI automation to their work
Not disclosed in this posting: compensation, years of experience, visa sponsorship.
Benefits
Joblaze summary
The Chief of Staff Mentor at Leland focuses on guiding clients aiming to enter or advance in chief of staff and executive support roles through strategic planning and the application of AI tools. Candidates should possess substantial experience in executive support roles and demonstrate a structured coaching approach to help clients with career development, including resume and interview preparation. This position is ideal for seasoned professionals who thrive in a dynamic, collaborative environment and are passionate about empowering others to achieve their ambitions.
Joblaze insights
- Listed 12 days ago on Joblaze — tracked directly from Leland's career page.
- Leland has 188 other open roles including Consumer Account Executive, Software Engineer, GRE Tutor.
- 5152 active AI/ML roles on Joblaze right now.
- Typical AI/ML salary we track runs $139,425–$230,000 (median $180,000, across 2236 roles). See AI/ML salary trends
Quick facts
- Is the Chief of Staff Mentor role remote?
- Yes — Leland lists this as a fully remote position.
- What's the tech stack?
- Joblaze extracted these technologies from the posting: AI/ML.
- What seniority level is this role?
- Leland targets senior candidates for this position.
- Is this full-time or contract?
- Freelance for this Chief of Staff Mentor role at Leland.
From the original posting
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 Chief of Staff Mentor to work with clients looking to break into or grow within chief of staff and executive support roles. This role includes teaching core strategic planning and executive support skills, as well as helping clients apply emerging tools like AI fundamentals and AI automation to their work. Coaches also support clients on the career side, offering resume review, LinkedIn review, and cover letter guidance, along with interview prep, networking strategy, salary negotiation, and promotion strategy tailored to chief of staff roles. Ideal candidates have hands-on experience as a chief of staff or in executive support (as a chief of staff, executive business partner, or industry professional), a strong track record of driving initiatives across an organization, and a clear, structured approach to coaching clients through both technical and career growth. 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.
Why Leland?
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
We don't hire people who merely want to work for a great company; we hire people who want to make a great company
Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.
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