Build a way of working that brings your intentions into focus.
One-on-one coaching for founders, CEOs, and creators who want technology to finally work the way they think.
Your tools, your habits, and how you think.
The tools, set up around you
Chefs know the value of thoughtfully preparing their tools and ingredients before beginning work. We’ll set up your digital mise en place — your email, your cloud drive, your AI tools, and your key apps — around how you actually think and not some generic methodology that slows you down when it’s time to cook.
Habits — built to match how you operate
When routines and structures are designed to fit the person and not the other way around, maintaining your progress stops being a willpower problem. Bespoke workflows based on your strengths can help you hold things together — even when things get complicated.
Writing a new story
Let’s face it — even the most brilliant system won’t create lasting value if your internal narratives and patterns are working against it. This psychological layer is one that most productivity systems can’t measure — but which can be addressed directly, with warmth, during our one-on-one sessions.
How it works
Each session focuses on something you want to improve. Sometimes that means addressing the fundamentals — getting things organized, reducing friction across your day, rebuilding an existing system to better fit how you work. Sometimes it’s more specific: learning an app or tool properly, organizing those tools around a goal, or getting traction on a project that’s been stuck. Each $2,000 coaching package contains four intensive sessions, paced to fit your schedule and devoted to developing a system you can run yourself once we’ve finished.
What clients say
Justin is an exceptional listener and observer who takes the time to understand how you work before offering solutions. He asks thoughtful, insightful questions, then designs and implements practical tools, systems, and workflows that create a more efficient and productive way of working.
What sets him apart is his ability to see both the big picture and the day-to-day realities. While developing an overall strategy, he also identifies the small pain points that slow you down and comes up with smart, creative workarounds that make an immediate difference.
Beyond his technical expertise, he brings a supportive, collaborative approach and a wonderful sense of humor. He has a way of making the process enjoyable, keeping things light while helping you solve complex problems.
Common questions
What is executive technology coaching?
It’s one-on-one coaching that helps founders, CEOs, and creators build a personal system that fits how you actually work — tools, habits, and the follow-through to make it stick. It goes a level past the productivity coach or personal systems coach people often look for: down to the avoidance and resistance that decide whether you actually use what you build.
Who is this coaching for?
Founders, CEOs, and creators whose systems don’t match their standards — people who are good at what they do and quietly frustrated that their tools, habits, and follow-through can’t keep pace. If you’ve bought the apps, read the productivity books, and still feel the friction every day, that gap is exactly what we work on.
How is this different from a productivity consultant or an executive coach?
Most consultants stop at the tools. Most coaches stop at the habits. The work here moves through three levels at once — the technical setup, the structures that hold it together, and the psychological patterns underneath that decide whether any of it gets used at all. That third level is usually the one where the breakthrough is waiting.
Why don’t productivity systems stick?
Usually because they’re aimed at addressing the symptoms of disorganization and not the root causes. Changing tactics or tools without addressing the larger context questions around how you actually work often holds for a few weeks, then quietly falls out of use.
Is this therapy?
No, but it’s often a useful adjunct to it. We do practical work which addresses the psychological side of how you operate — the avoidance, the friction, the stories that keep a good system from sticking. Many people find this “hands on” practice supports the depth-seeking work they do in other contexts.
Do I need to be technical?
Not at all. The whole point is to build a system around how you already think, rather than making you conform to someone else’s method. I meet you where you are — whether that’s “I live in my inbox and can’t get out” or “I’ve tried every app and trust none of them.”
What tools do you work in?
I’ll design your system around whatever fits best with how you think — usually some mix of email, AI tools, project management, communication, and backup.
Can we focus on one specific project?
Absolutely — many intensives are built around a single goal, like learning a tool properly or getting a launch organized. And if you’re not yet sure what to focus on, that’s fine; the first session is where we name it. Either way, the work is shaped around your aim, not a fixed curriculum.
What does it cost, and how is it structured?
The coaching package is $2,000 for four intensive sessions, scheduled at your own pace. The first is where I learn how you work and what you’re after; the three that follow are devoted to tangible progress — building a system that supports your goals and the proficiency to run it yourself. You’ve also got support between sessions — message me with quick questions or decisions that can’t wait for the next call.