Eric Weiss, The CTO Coach
I help CTOs scale up without burning out.
I built the PlayStation Network, ran defense systems for aircraft carriers at Raytheon, lead an enterprise-scale data science and machine learning team at Qualcomm, and spent nearly three years inside OpenAI taking their AI models from the lab into production. I have coached more than 70 technical founders and executives over the past decade. I help CTOs overcome their biggest growing pain: Leading people.
Scaling tech is easy. Scaling people is hard.
The Work
I work with CTOs, CEOs, and CPOs at every stage of the company. From the first 10 engineers to the post-Series B org starting to crack under its own weight. The technical leaders who scale well are the ones who engineer the business as deliberately as they engineer the product.
Hiring frameworks, team structure, roadmap discipline, OKRs, executive presence, board dynamics, and more. That’s the CTO Operating System I provide.
Beyond the Coaching Room
I am the President of the Design Forward Alliance and VP of Startup San Diego. I invest in early-stage companies, advise VC firms, and publish the Chaos to Clarity Podcast for technical founders navigating the hard parts of scale.
Why It Works
Most executive coaches have never run an engineering org. They’re therapists or HR people. They just don’t get what we’re going through.
I know what a 3am production incident feels like, what it costs to lose a senior engineer that kept your team together, and what it takes to earn the trust of a C-suite that doesn’t understand what your team does. The frameworks I’ve built come from 20 years of doing the work, not studying it.
Let's Scale Together
Book a free strategy call or email eric@chaostoclarity.io.