[Hiring] Technical Program Management Coach @Leland

Role Description

Leland is seeking an experienced technical program management coach to work with students and professionals building careers in technical program management. This role includes:

• Teaching core skills in technical project management, agile methodology, scrum, stakeholder management, and resource allocation.
• Risk management and quality assurance.
• Helping students build capabilities through consistent, practical skill building.
• Supporting the career side of the journey, including:
  • Resume review
  • Cover letters
  • LinkedIn review
  • Interview prep
  • Salary negotiation
  • Promotion strategy
  • Networking strategy
  • Freelancing for those pursuing independent work

Ideal candidates have:

• Professional experience in technical program management
• Prior coaching or mentoring experience
• A clear, structured approach to breaking down complex technical and organizational concepts

Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every student.

Qualifications

• Professional experience in technical program management
• Prior coaching or mentoring experience
• Clear, structured approach to complex concepts

Requirements

• Ability to teach core skills in technical project management
• Experience with agile methodology and scrum
• Knowledge of stakeholder management and resource allocation
• Skills in risk management and quality assurance
• Experience in career support activities such as resume review and interview prep

Benefits

• Chance to join a world-class team helping people achieve their career and educational dreams
• Collaborative, high-energy environment where contributions have a direct impact
• Fast-paced, AI-native work environment
• Opportunity to work with a team that values ambition

Company Description

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. 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.