Chief of Staff Mentor

Leland Technologies Inc.

Job Overview

Location

Remote - USA

Job Type

Contract

Full Job Description

📋 Description

• 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.

🎯 Requirements

• 5+ years of experience as a chief of staff or in executive support (as a chief of staff, executive business partner, or industry professional)
• Strong track record of driving initiatives across an organization
• Clear, structured approach to coaching clients through both technical and career growth
• Ability to teach core strategic planning and executive support skills
• Experience with emerging tools like AI fundamentals and AI automation

🏖️ Benefits

• Opportunity to join a world-class team helping people achieve their career and educational dreams
• Collaborative, high-energy environment where your contributions have a direct impact
• Fast-paced, AI-native environment
• Flexible scheduling and compensation

Skills & Technologies

Senior

Remote

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Leland Technologies Inc.

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About Leland Technologies Inc.

Leland empowers ambitious individuals to achieve their career and academic goals through a comprehensive platform offering expert coaching, courses, and resources. Serving millions of users worldwide, Leland provides personalized guidance for breaking into competitive fields like AI, product management, and private equity, as well as for school admissions and career advancement. The platform boasts over 650+ coaches and has facilitated numerous success stories, including recent placements at top firms like KKR, McKinsey, and Microsoft, underscoring its effectiveness in helping users secure dream roles and advance their professional journeys.

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