Jason M.

Jason Milan

5.0

(8)

AI for Operational Efficiency in Talent Ops, Customer Success, & Product

2,070 min coached

Middlebury College Logo

Studied at Middlebury College

Elite Scholars of China Logo

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

Elite Scholars of China Logo

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

Menlo Coaching Logo

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

JM Education Consulting Logo

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

Summit Education Logo

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

Summit Education Logo

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

Summit Education Logo

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

Milan Academic Logo

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 Logo

    Empowerly

  • CollegeAdvisor.com Logo

    CollegeAdvisor.com

  • ILUMIN Education Logo

    ILUMIN Education

  • Crimson Education Logo

    Crimson Education

  • College Essay Guy Logo

    College Essay Guy

Education

Middlebury College Logo

Middlebury College

Bachelor of Arts (BA), Film and Media Culture

2011 - 2015

Grade: Cum Laude

University of Amsterdam Logo

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:

    Jason M.

    Jason M.

    5.0

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