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Matt Diggity
Founder. Investor. Coach.
I help high-performers get to the next chapter of their lives.
As Featured in
17+
year
building
businesses
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Helped
people build better lives
Tim Soulo
CMO, Ahrefs
Matt brings deep experience and just as important, he operates with real integrity. When you work with Matt, you know he has your back and will always act in your best interest.
A Different Game
For a long time, I did what I thought we were all supposed to do.
I built companies. I sold companies. I did the thing. I created a lovely family. I found my tribe.
On paper, I had the “stats” of someone who beat the game. But inside, I realized there was an inner game that I’d been ignoring.
So I started looking elsewhere for a deeper understanding of what actually makes a good life.
That search took me far outside the world of entrepreneurship. Into meditation and yoga. Therapy and nervous system work. Psychedelic therapy. Internal Family Systems. Old wisdom. Modern neuroscience.
What I discovered is that most high-performers eventually reach a second game. One where you optimize for happiness and fulfillment, while enjoying the journey.
That’s the game I’m playing now. And it’s the work I care about most.
Work with Me
Coaching
For people building a bigger life
This is personal, long-term guidance for people who want both outer progress and inner alignment. It’s not about optimizing one area. It’s about designing a life that works as a whole.
Angel Investment
Backing exceptional founders
I invest in and advise a small number of companies each year where I can be genuinely useful. Mostly SaaS, ecommerce, and health-related businesses run by serious operators. If you’re building something ambitious and want a cornerman with multiple exits, this might be a fit.
Digital Marketing
Proven growth systems at scale
I’ve built world-class teams that run digital marketing for serious businesses. If you’re looking for done-for-you services, you're in good hands.
Tomasz Niezgoda
CMO, Surfer (Acquired)
Matt brings a rare perspective that makes working together a pleasure. He combines experience, business intuition, an incredible network, and sharp negotiation skills with a deep sense of integrity. By helping you focus on the fundamentals (like family and health) he ensures that the work remains rewarding. He brings the joy back into business, which is exactly how it should be.
Pete King
Authority Builders (Acquired)
Matt and I worked together at Authority Builders - he bought in early on and it was the best decision I could have made. He held me accountable at the highest level and always pushed me to be the best version of myself, both in and out of business. Matt also has a very unique gift when it comes to marketing and growing a business - with his help we built an 8-figure brand. I'd highly recommend working with Matt if you're serious about growing your business.