
Jason Milan
5.0
(8)
AI for Operational Efficiency in Talent Ops, Customer Success, & Product
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 AI Strategy, AI Tools & Integration, and .
Jason also coaches for College, Career Coaching, and Break Into AI Careers. View all.
Jason’s AI Strategy & Transformation Qualifications
Coaches professionally
Experience level: Director
Jason has helped clients get into these companies:
Over the past two years, I’ve been building and implementing AI systems designed to improve operational efficiency across coaching, education consulting, and small-team service businesses. My work focuses on practical applications of AI in areas like talent operations, customer success workflows, knowledge management, and productizing expertise. This includes designing AI-assisted coaching systems, building custom knowledge bases and “AI doubles,” automating high-volume communication workflows, and helping teams integrate AI tools in ways that increase scale without sacrificing quality or authenticity. Before working directly in AI strategy, I spent over a decade as a mentor and advisor helping high-performing students and professionals navigate complex decision-making and career pathways. That background shapes how I approach AI transformation today: not as a purely technical exercise, but as a strategic one that sits at the intersection of people, systems, and judgment. I work with founders, operators, and independent professionals who want to move beyond experimenting with AI tools and instead design thoughtful systems that meaningfully improve how their organizations operate.
Jason can help with:
AI Strategy
AI Tools & Integration
AI Roadmap Development
AI Agents
AI Product Innovation
Team AI Upskilling
AI-Driven Marketing
AI Automation
Freelancing
Jason also coaches for College, Career Coaching, and Break Into AI Careers. 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: