Entrepreneur • Coach • Builder

I built 3 businesses before 30. Let me show you how.

I went from selling one house in two years to running a brokerage, a climbing gym, and a SaaS company. All in Hawaii. Now I help entrepreneurs like you scale smarter, lead better, and actually enjoy the ride.

I'm Ready to Scale Hear My Story

"If I can do it, you absolutely can. I just want to make your path shorter." - Devin

[ Your hero photo goes here ]

Full-height lifestyle photo
Confident, approachable, real
Recommended: 900x1200px

10+ Years in Business
3 Companies Built
Top 1% Hawaii Real Estate
7 Figures By Age 25

[ Casual photo of you: working, speaking, or with your team ]

800x1000px recommended

Here's the truth

I Almost Quit.

I got into real estate at 19. I sold exactly one home in my first two years. One.

Most people would've walked away. Honestly? I thought about it. I was studying civil engineering at UH, watching my friends get "real jobs," and wondering what the hell I was doing.

But something inside me wouldn't let go. I got obsessed. I learned everything about sales, marketing, and what it actually takes to build something from nothing. And within 36 months of getting serious, truly serious, I was closing 37+ deals a year and earning seven figures.

"The version of me that almost quit would never believe where I am now. And that's exactly why I coach: because I know what it feels like to be stuck, and I know the way out."
Read My Full Story
What I've Built

I Don't Just Talk About Business. I Build Them.

Real businesses. Real teams. Real results. Across multiple industries in Hawaii and beyond.

📈

Talk Realty & Pineapple Homes

My brokerage and real estate team. One of the top in Hawaii. Top 1% of agents on Oahu, hundreds of 5-star reviews, and an elite team I hand-built from scratch. Record homes at record prices.

🧗

HI Climb

I co-founded a 17,350 sq ft climbing gym in Kaka'ako (in the middle of a pandemic). Top rope, bouldering, lead climbing. Because real entrepreneurs don't wait for the "right time."

💻

CMA Everyday

A SaaS product I built for real estate agents. It automates direct mail with real-time property valuations, market insights, and personalized letters | so agents generate listings on autopilot.

🎯

Elite Coaching

1-on-1 and group coaching for entrepreneurs who are done playing small. The frameworks, accountability, and strategies I used to build everything above, delivered to you directly.

🎥

YouTube & Content

Real lessons from the trenches. Not theory from a textbook. Weekly strategies on scaling, mindset, leadership, and the real talk nobody else gives you.

💬

Speaking

I share my story and strategies at events, on podcasts, and with organizations. Featured in Hawaii Business Magazine and on the Vulcan7 Roadmap.

"Empires aren't built by people who play it safe. They're built by people who bet on themselves. Even when nobody else does."
- Devin Tryan
For Entrepreneurs Ready to Scale

You know you're capable of more.

If you're making money but still grinding 60-hour weeks, still wearing every hat, still wondering when it gets easier: it's time. I'll give you the playbook.

See If You Qualify
Real People, Real Results

What People Are Saying

★★★★★

"Devin completely changed how I think about my business. His energy is unmatched and his advice comes from real experience, not a textbook."

JK
Client Testimonial Business Owner
★★★★★

"He doesn't just coach: he's in the trenches building every single day. That's the difference. He gave me the clarity to finally make the leap."

MR
Client Testimonial Entrepreneur
★★★★★

"Best investment I've made in my business. Devin helped me build systems so it runs without me grinding 80-hour weeks. My life is completely different now."

SL
Client Testimonial Real Estate Investor
Free Content

Watch. Learn. Execute.

I share everything on my YouTube channel. Strategies, mistakes, real talk. Subscribe and level up every week.

▶

How I Built 3 Businesses by 30

The real story behind scaling in Hawaii
▶

From 1 Sale to 37+ Transactions

My real estate scaling playbook
▶

The Mindset Shift That Changed Everything

Why most entrepreneurs stay stuck
Subscribe on YouTube
The Weekly Playbook

Get strategies that actually work.

Every week I send the tactics, mindsets, and lessons I'm using right now to build and scale. No fluff. No filler. Just what works.