Online Learning and Coaching to Reach Your True Career Potential

Accelerate your transformation to the next level




Have you ever felt that you are wasting your life?


I am feeling financially strapped and anxious


I am underemployed in a job or career path that does not leverage my full talent


I feel boxed-in or manipulated given the lack of control I have over my daily work and life


I often feel imposter syndrome and low self-confidence is preventing me from operating at my potential


I am feeling alone as I lack mentorship to provide feedback, accountability and support in safe space


I am feeling isolated and alone as I lack a strong professional network to support my career


My current work-life is compromising my well-being and relationships with people who are important to me


I am invisible within my company or industry given that my brand, talent, and experience is not as well-known


I am stuck and unfocused without a plan and support to reach my goals


I often feel depressed and anxious as my work or financial situation is compromising my well-being

Take back control of your work life with a transformation designed exactly for you


Allocate your energy and talent to work that will deliver the financial rewards your desire


Broaden the ways you can monetize your talent and unique knowledge


Feel confidence and peace that you are on a path that aligns with your values, passion and talents

Personalized coaching: What is it and how does it work?

Life is not forever. You need a coach who is accessible and supports you when and where you need it. Traditional career coaching is old-school, and not fast enough to deliver the benefits you need to compete in today’s business world. My approach to coaching uses asynchronous and synchronous interactions tailored to your unique needs and challenges.

  • Unlimited access to your coach: You can send a message, text, or video message to your coach when you need help. You will have a direct mobile phone number and get the support you need to guide your progress. Live video interaction is included in the Premier plan or as a paid option as needed.
  • Weekly Check-ins & Accountability: You will share a short video (or document) with your latest progress for the week. Your coach will review your check-in and provide feedback to shape your next week’s execution.
  • Private Community Support: A private LinkedIn group provides another venue to ask questions, share your successes, and journey with other people who are seeking to take their work and life to the next level. Join an interactive, live video group experience for additional support (every two weeks).

    Your Expert Guide to Help You Reach Your Full Potential

    Our work-life consumes a significant part of our time. The paths we choose and travel impact our wealth, health, and happiness.

    Managing a successful career can be challenging given the demands of our personal life and external forces.

    Over the course of my 30+ year career, I have recreated myself multiple times to travel the path that brings out my best self.

    As a parent, leader and professional, I relate to how important it is to shaping a career that brings financial success, alignment with your family life, and boosts well-being.

    I am here to help you do the same. I love working with people and have deep expertise in the technology sector.

    Hear what previous clients have said about working together.

    Hi, I’m James Gray

    All 5-star reviews for career strategy workshop delivered as an Airbnb Experience

    Connected with thousands of professionals at Microsoft leading workshops, coaching and speaking at events

    Extensive experience coaching people in the technology sector for 15 years

    What Others Say About Working Together

    “James’ career workshop was well worth the cost! I learned so much during the time that I spent with him and am so grateful that I decided to sign up for this workshop. He is clearly passionate about helping others develop their careers.”


    College Student

    “James was great! He was very interactive and has clear passion for helping people achieve their dream. We benefited tremendously with James and gave us the jump start to follow through with our goals.”



    “It’s past my bedtime, but I couldn’t delay writing James a glowing review. Do yourself a favor and book this experience before he starts charging what this experience is really worth, which is a helluva a lot more. Thanks James.”



    Here is what you get with your coaching program:

    Personalized Coaching

    • Personalized recommendations to shape the design and execution of your plan
    • Time relevant answers to questions you have as you navigate your journey
    • Weekly check-in and accountability where you will send a progress update each Saturday (preferred) and receive coaching the next day (Sunday)

    Personal Access

    • Unlimited 1-on-1 asynchronous video interaction to ask questions, get answers, and plan your week
    • Easy asynchronous collaboration via a private Slack channel, Google docs, email. Synchronous via video
    • Personal mobile phone number when you need a quick answer
    • You will not feel that you are alone on this transformational journey

    Private Support Community

    • A private LinkedIn Group to share questions, and wins
    • Live bi-weekly group events to get answers in real-time and learn about a technique in the career framework.
    • Exclusive content not posted on my website

    Career Strategy Framework

    • An on-demand course of the career process I proved at Microsoft
    • Actual examples of strategies and artifacts to actively manage your career
    • Collaboration inside the online course for Q&A

    LinkedIn Network

    • Become a member of my LinkedIn network
    • Get personal referrals to others in my network when there is a mutual fit
    • Recommendations on how to improve your LinkedIn profile to earn “all-star” status

    A Mutual Promise

    • My testimonials speak for themselves to deliver similar results for you
    • No longer than a 24-hr response time when you ask questions or reach out for support
    • With hard work, you will get to your next destination

    What Are the Benefits to You?

    Easy Collaboration

    Our collaboration will be easy, effective, and timely as we engage using a private, secure collaboration platform with live video conferencing, chat messaging, and file sharing.

    All you need is a smartphone, tablet, or computer.

    You will have my personal phone number when you need a quick answer.

    A Proven Framework to Guide You

    You will have access to the Career Strategy Framework online course which is a process framework of seven simple principles that are critical to managing your career. The content is updated monthly and includes written and video.

    Focused Discussions

    A personalized coaching experience will ensure we focus on the areas and issues that are most pressing for you. Using the background information you provide prior to our session, I will be prepared to openly discuss your challenges, goals, and feedback to any specific questions where I have a point of view.

    During each coaching interaction, you will receive at least one specific recommendation that addresses unblocking an obstacle you outlined or a topic you wanted help on.

    Action Plan

    The results of our conversations will feed into a co-authored action plan that will identify activities and deliverables that are required to move you toward your goal(s). The robustness and depth will be based on the number of sessions we work together.

    You will gain more clarity and confidence with a plan that is actionable and provides evidence for small wins.

    Personalized Curriculum

    You will have access to expertise across a broad set of career management areas that allow you to focus and tailor the experience. Coaching can include:

    Strategically analyzing target markets where you can offer a unique value proposition.

    Feedback on personal plans, transition strategies, reducing friction to your move closer to your architected path.

    Serving as a listener and coach to create accountability.

    Feedback and assistance designing marketing content to fuel selling your value proposition.

    Outlining a professional development plan to grow key competencies.

    Increasing credibility and name recognition in your company and industry.

    Launching a side hustle business to increase income, options, and security.


    Experience a higher return on your time by delivering on the commitments of your personalized action plan. I will serve as your accountability partner to coach you and hold you accountable for the deliverables and dates we agreed to.

    Community Membership

    You become a member of a private, supportive LinkedIn Group and Slack community that I moderate for collaborative conversations to learn from others and hold yourself accountable.

    This is where I share new content including challenges, tips to keep you informed.

    LinkedIn Network

    Your network will expand to include highly talented professionals in major tech hubs including San Francisco, Seattle, Austin, and New York City as a member of my LinkedIn network.

    This will expand your worldview, potentially open up more job opportunities and build relationships with people you may end up doing business with. I am also connected as an alumnus of the Haas School of Business and the School of Information at the University of California, Berkeley.

    How Coaching Works

    1. Apply

    Apply and enroll in a personalized coaching membership

    2. Transform

    We’ll collaborate to craft a unique strategy, unblock obstacles and transform your identity to reach the next level

    3. Thrive

     Feel in control of your work life to increase income, expand options and boost well-being

    Love the most important product of your life – your career

    Many people struggle to find the unique work they love to do and reach their full potential. With a personalized career strategy and expert coaching to accelerate change, you’ll thrive in a craft that delivers the rewards most important to you.

    Continue reading ....

    As a coach and working professional, I know you who want to be in control of your career with compensation that provides security and options that offer freedom. In order to experience that way of life, you need a career strategy aligned to your unique strengths, a path that offers the rewards you seek, and an action plan to elevate your brand.

    The problem is a single book or formula does not exist on how to manage a career in today’s modern world which makes you feel frustrated or pausing a transition. I believe that the strategies, best practices, and routines for managing a career don’t have to be learned by time alone or only accessible to the privileged.

    I understand that transitions can be complex, take mental energy, and time. This is why I have coached professionals for over 15 years to share my vast experience and simplify the process.

    Here is how we do it:

    STEP 1: Apply and enroll in the monthly coaching program.

    STEP 2: We will collaborate through video/messaging and live sessions to build an action plan, outline strategies, and hold you accountable to achieve your goals.

    STEP 3: Thrive as you feel more in control of your daily work life, increase income, expand options and boost well-being.

    Personalized Coaching

    I offer three types of coaching experiences:

    • Self-Directed: a self-paced online course of the Career Strategy Framework for people who prefer reading and listening to content.
    • Personalized 1:1: offered as a subscription, this is different than conventional coaching to free you from hourly rates and long-term commitments. The goal is to get you to your desired state as quickly as possible while providing flexibility to go at a pace that is unique to your situation. One-on-one personalized coaching is for people that value working directly together and want complete flexibility in regard to the level of interaction. This coaching includes the online course that provides a foundation for our collaboration.
    • Small group: these experiences are a fit for those that want to learn and grow with other highly-motivated professionals such as a work-group. I tailor the content to the needs of the group.

    Self-Directed Course

    An online, self-directed course of a career framework to guide you to design and manage a unique career to reach your full potential

    Personalized 1:1 Coaching

    Direct one-on-one coaching personalized to your unique situation, goals, and aspirations. Available to anybody in the world through video, messaging, and livestream.

    Group Coaching

    If you have a small group and seek a tailored coaching experience, l would love to learn more and determine if there is a mutual fit.

    Life is not forever

    Accelerate your transformation to experience your full potential

    Still, have questions?