Strategic Job Search COaching

Strategically target your next role, secure interviews, and land your dream job without applying directly

1. Save Time

2. Increase Compensation

3. Land Your Dream Job

Is your job holding you back?

I have applied to many jobs, and I have received minimal response

My resume and LinkedIn profile do not communicate the value of my skills and what I have to offer

My network and brand are not strong enough to land my dream job

I am underpaid at my current job, and I know I can earn more to power my dreams

I am underutilized at my current job, and I need new opportunities grow and perform at my potential

I need to make change, but my target path and job is not clear

And that leads to living the status quo and not deriving fulfillment and achievement. I have been there, and I don’t want that for you. I have guided 100’s people to take ownership of their careers and architect a direction that brings out their best selves. As a previous CIO, CPO, data scientist, and product manager, I share my perspective so you don’t have to figure it out all on your own.

A personalized and strategic job search strategy designed for you

Coaching Outcomes

Save Time

Prioritize your precious time and energy to strengthen your career story, network, and target the right jobs

Increase Compensation

Earn financial compensation for the value of your skills, impact, and credibility

Land Your Dream Job

Land interviews and jobs with companies that align with your career direction, and strengths

1. Easy and Private 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 phone number when you need timely coaching.

2. Save Time

You will have access to a curated coaching guidebook of strategies, tactics, and how-tos for accelerating your job search. The content is updated weekly, including written content, audio, and video.

3. Strategic Targeting

You will take a strategic approach to identify your requirements for your ideal job and use a self-audit to guide your positioning and selection process.

4. Increase Compensation

Increase your compensation by showcasing your skills and experiences that communicate relevant value to your target organizations.

5. Expand Network

Your network will expand to include highly talented professionals, executives, thought leaders, and authors in major tech hubs, including the San Francisco Bay Area, 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.

Your Expert Coach

James Gray

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 my 30+ year career, I have recreated myself multiple times to travel the path that brings out my best self. I have experienced success but also failures and losing my job due to situations beyond my control. How we respond and believe in our vision can be the game changer.

As a parent, leader, and professional, I relate to how important it is to shape 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.

Experienced technology executive as a Chief Product Officer, Chief Information Officer and Data Leader.

Extensive experience coaching 100+ people with high customer satisfaction

Delivered career strategy workshops, 1:1 mentoring, and speaking at events that reached 3K+ people at Microsoft

MBA from the Haas School of Business, University of California at Berkeley, and Master of Information and Data Science from the School of Information, University of California at Berkeley

Instructor for the Berkeley Haas School of Business course “Data Strategy: Leveraging Data as a Competitive Advantage”

Technical Career Coach for MS Business Analytics program at Gies College of Business, University of Illinois Urbana-Champaign

Brown University / ACT Leadership and Performance Coaching certification (in-progress)

people coached

5-Star reviews

Top 5% All-Star
LinkedIn Profile


Proven Outcomes

Taking that first step to slow down and being introspective about who I am and where I wanted to go was one of the harder things. After years in the corporate world, I had become accustomed to being told what to focus on through objectives and then evaluated and rated on the same. It is incredibly hard to grow and develop if you are only working in 12-month cycles centered on what is best for the company you work for. James helped me to take stock of who I am and what I value at work starting from the inside out. For me, this was a huge breakthrough in determining where I wanted to go in my career. 


Head of IT

I met James at a pivotal time in my life. My startup fell apart and I suddenly found myself needing a new source of income.

James helped me learn to see my career as a product while giving me the feedback and encouragement I needed to transition and land my dream job.

His career and achievements are what I aspired for and he was able to share his perspective and approach.

I highly recommend working with James.

Josh Winters

Lead Software Engineer, Sensei

I was stagnating in my job, and I lacked clarity and direction for my career. Throughout the entire process, I had a chance to think about my goals and build a deeper awareness of who I was and what I wanted. I also learned new ideas to manage my career strategically.

James was very patient  to understand what I was looking for and make the sessions most valuable and efficient. Coaching sessions were a great experience.  I would not have shaped my mindset to make the changes I needed to take my career to the next level.

I highly recommend the coaching sessions with James!”


Tech Sales Executive

How Coaching Works

1. Buy

Purchase a job search coaching product that meets your needs

2. Personalized Coaching

We’ll collaborate over video, messaging, and documents to craft your personalized job search strategy and prepare you to land interviews

3. Land Your Target Job

You will land a job that aligns with your strategic direction and unique value proposition


Live Coaching

We will connect on live online coaching sessions to strengthen your resume, LinkedIn profile, brand, and interviewing presence. The sessions are recorded for access following the session.

Asynchronous Coaching

We will collaborate through email, messaging, text, or video between live sessions. I often share resources that are relevant to your coaching focus. You will have a direct mobile phone number.

Coaching Guidebook

You will have access to resources, including articles and videos I post on my Product You site on Substack. This will save you time and reduce the need for us to connect live.

LinkedIn Network

You will have access to a large network of professionals at leading companies and major tech hubs, including San Francisco, Seattle, New York City, and Austin. I will make warm introductions to people that relate to your goals and coaching topics.


Coaching Products