
Jason Milan
5.0
(8)
Become the AI Expert in Your Company, Team, or Business
2,070 min coached
Studied at Middlebury College
Works at Elite Scholars of China
Successful clients at
Available Thursday at 3:30 PM UTC
Questions? Start chatting with this coach before you get started.
Jason's Coaching Offerings
Custom hourly · $259/hr
Get help with Cover Letters, AI Fundamentals, and .
Jason also coaches for College, Career Coaching, and AI Strategy & Transformation. View all.
Jason’s Break Into AI Careers Qualifications
Coaches professionally
Experience level: Director
Jason has helped clients get into these companies:
I specialize in helping smart generalists become the AI expert in their organization — without needing to become a machine learning engineer. Over the past year, I’ve helped professionals and operators learn how to strategically integrate AI into their work and position themselves as the “resident AI expert” within their teams and organizations. Rather than focusing purely on technical skills, my coaching focuses on the practical challenge most professionals face: how to identify meaningful AI opportunities, build real-world projects, and demonstrate AI-driven impact in their current role or industry. My background combines over a decade of mentoring high-performing students and professionals with hands-on experimentation building AI-assisted systems for coaching, operations, and knowledge management. Through that work, I’ve developed practical frameworks for learning AI quickly, identifying high-leverage use cases, and translating AI tools into tangible business outcomes. I work with professionals, operators, and independent consultants who want to move beyond simply “learning AI tools” and instead develop the strategic mindset, project portfolio, and credibility needed to transition into AI-focused roles or become the go-to AI resource within their organization or business. I commonly work with: - Professionals transitioning into AI-focused roles - Consultants and operators integrating AI into their work - Founders building AI-enabled workflows for their businesses
Jason can help with:
Cover Letters
AI Fundamentals
Resume
Skill Building
Salary Negotiation
AI Agents
Networking Strategy
Job Search Strategies
Interview Prep
LinkedIn Review
Jason also coaches for College, Career Coaching, and AI Strategy & Transformation. View all.
Work Experience
Senior Education Consultant & Manager: Talent & Growth
Elite Scholars of China
January 2022 - Present
Lead all recruitment for new full-time and part-time consultant roles. Q1 2024: grew overall consulting team by 22% through a hiring campaign involving 80+ applications reviewed and 30+ candidates interviewed leading to 7+ new hires. Continuing to lead and drive steady hiring. - Primary counselor managing 8+ student cases across grade levels; advising counselor on 4+ additional cases; advise on all materials & strategy for college profile and applications - Recruit & train 2-5 new hires annually; design, implement, and iterate all onboarding L&D; run regular workshops & ongoing PD for 12+ consultants distributed worldwide across 4+ time zones - Establish partnerships with other education firms; build relationships with external stakeholders and families - Advise on initiatives & projects including: Organizational Communication, Knowledge Management, Business Development, Growth, Sales Talent Assessment, Organizational Development and +12 skills

Principal & Sr Admissions Consultant
Menlo Coaching
January 2021 - Present
- Built & launched a new service, forming a new branch of the firm: led & managed all college client cases as primary consultant - Created comprehensive curriculum & content marketing materials: 40+ instructional videos, 20+ original articles, 5+ proprietary processes - Led branding & digital marketing campaigns; conducted workshops & events; managed vendors; established partnerships - Drove 5-figure sales to create a high-potential new revenue stream by developing brand position, iterating funnels, & converting leads Talent Assessment, Organizational Development and +12 skills

Founder and Owner
JM Education Consulting
June 2019 - Present
Comprehensive college admissions counseling that balances strategy, empathy, and authenticity to achieve exceptional outcomes at best-fit colleges and relieve stress on families. Talent Assessment, Organizational Development and +12 skills

Senior College Admissions Consultant
Summit Education
September 2018 - January 2021
Manage applications including Personal Statements, Supplemental Essays, Recommendation Letters, Interview Training & Activity Profiles for 15-20+ top students across Vietnam; Consult on SAT Prep Curriculum development; Provide targeted academic mentorship to HS students. Training and Development (HR), Curriculum Development and +2 skills

Academic Director
Summit Education
April 2019 - August 2020
- Co-oversaw launch of a new regional office: led sales contributing to $32k+ in new revenues over 9-month launch in highly competitive market - Instructed 10+ advanced SAT, TOEFL, & IELTS courses; managed & mentored all college counseling clients across the region - Represented company at public events; led digital marketing campaigns; conducted workshops; managed vendors; established partnerships [Co-launched and built a new regional office, expanding the company's presence with a focus on reach and conversion for flagship services through involvement in marketing, sales, hiring, training, and more.] Talent Assessment, Organizational Development and +10 skills

Admissions Consultant & Instructor: SAT, TOEFL, IELTS, ACT
Summit Education
September 2017 - August 2018
Manage essays and provide portfolio consultation for 10+ students through full application process/cycle; Advise 25+ students annually on college essays/applications; Consult on curriculum development and knowledge management; Tutor/mentor students on a long-term basis across a range of writing-centric disciplines. Curriculum Development and Instructional Design

College Counselor
Milan Academic
March 2013 - June 2017
Local college counseling firm founded by my father. Learned the ropes of college counseling by mentoring a small number of ambitious Boston-area students applying to elite colleges across the US and Canada.
Jason was also given offers to work at
Empowerly
CollegeAdvisor.com
ILUMIN Education
Crimson Education

College Essay Guy
Education
Middlebury College
Bachelor of Arts (BA), Film and Media Culture
2011 - 2015
Grade: Cum Laude
University of Amsterdam
Pre-Law Certificate, International Law and Legal Studies
2013 - 2014
Grade: 3.75 Activities and societies: Moot Court, Debate, Legal Research Papers, Legal Memos, Case Briefs, Excursions to International Court of Justice and the Dutch Criminal Courts. Pre-Law Certificate: - Public International Law - Seminar on Law and Legal Practice in an International and Comparative perspective - Case briefs, legal documents, legal research, research papers, and memos
8 Reviews
Overall Rating
5.0
Knowledge
5.0
Value
5.0
Responsiveness
5.0
Supportiveness
5.0
Jason has helped clients get into these schools:
Jason has helped clients get into these companies: