Chief of Staff Mentor

Leland
United States
Workplace: RemoteContractFunction: Business OperationsSkills: ["Coaching","Strategic planning","Initiative driving","Structured communication"]

Coach clients who want to break into or grow within Chief of Staff and executive support roles. Teach core strategic planning and executive support skills, and help clients apply AI fundamentals and AI automation to their work. Support client career growth with resume, LinkedIn, and cover letter guidance, plus interview prep, networking strategy, salary negotiation, and promotion planning. Set your own hours, host sessions virtually, and partner with the team to deliver a high-quality experience.

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Leland
Leland
1 month ago

Chief of Staff Mentor

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Last checked: 14 hours agoStatus: Live

Job Summary

Coach clients who want to break into or grow within Chief of Staff and executive support roles. Teach core strategic planning and executive support skills, and help clients apply AI fundamentals and AI automation to their work. Support client career growth with resume, LinkedIn, and cover letter guidance, plus interview prep, networking strategy, salary negotiation, and promotion planning. Set your own hours, host sessions virtually, and partner with the team to deliver a high-quality experience.
Location: United States
Workplace: Remote
Employment Type: Contract
Job Function: Business Operations

Key Responsibilities

  • •Coach clients pursuing Chief of Staff and executive support roles.
  • •Teach core strategic planning and executive support skills.
  • •Help clients apply AI fundamentals and AI automation to their work.
  • •Provide resume, LinkedIn, and cover letter guidance.
  • •Support career outcomes with interview prep, networking strategy, salary negotiation, and promotion strategy.

Key Requirements

  • •Hands-on experience as a Chief of Staff or in executive support roles (chief of staff, executive business partner, or similar).
  • •A strong track record of driving initiatives across an organization.
  • •A clear, structured approach to coaching clients through both technical and career growth.
  • •Ability to teach strategic planning and executive support skills.
  • •Experience using AI fundamentals and AI automation tools to support client work.
Skills:CoachingStrategic planningInitiative drivingStructured communication
Tech Stack:AI fundamentalsAI automation

Company Brief

Leland
Leland is a coaching marketplace connecting learners with expert coaches, courses, content, and community to support career and educational goals, including test prep, admissions, and professional upskilling.
Industry: EdTech
Company Size: Medium (51 to 250 employees)
Growth: Growth Stage Startup
Funding: Series A
Headquarters: Stanford, United States
Founded: 2021
WebsiteLinkedIn