Broker Check
Kylen Yamakawa, CFP®

Kylen Yamakawa, CFP®

Financial Advisor

When I was 21, I won my first “big prize money” in a pro surf contest. I was stoked! Before that point, I’d never really had any money.

What I didn’t realize, however, was how quickly money could evaporate. I didn’t go out and blow the money on a new car. But I did use the money to travel to participate in more contests. And, of course, if you don’t win, the pot doesn’t fill back up.

At the time, my physical trainer was the none other than Kimo Middlesworth!

Kimo taught me about paying myself first, and the Rule of 72. If I allocated a portion of my winnings to an investment, and that investment grew, then the money that my--money--made could supplement my cash flow. (Crazy concept at the time!) And, if I wasn’t so worried about my cash flow, then maybe I wouldn’t feel so much pressure to win. And if I didn’t feel so much pressure to win, then maybe I would actually start winning again.

Lo and behold, Kimo was right.

With my cash flow in check and the pressure off, I started winning heats again. The sponsors took notice, and things took off … until it didn’t anymore. But I was OK with that, because the other thing Kimo taught me was the importance of having a backup plan.

So, what do you do when your surfing career comes to an end? Become a Financial Advisor! Now, I get to spread the wisdom of paying yourself first and the Rule of 72 to friends still in the surfing world and beyond.


You probably like to surf, fish, or dive. But even if you don’t, what’s important is that you are passionate about life and your hobbies. Because if you’re passionate about life, you likely recognize the importance of properly managing your cash flow and investments so that you can spend more time on the things that make you feel alive.


I’m an ‘Iolani graduate, and earned a Bachelor’s degree in Business Administration with focus on Finance and Entrepreneurship from the University of Hawaii at Manoa. (Yes, I love this island and will never leave.)

I am a CERITIFED FINANCIAL PLANNER™, and hold my Series 7 and 66 securities registrations, as well as my Life & Health insurance licenses.

My ultimate goal is for all my clients to say: “I have the best Advisor in the world!” I am passionate about doing my absolute best for every client.

My investment philosophy in action:

Do something today that your future self will thank you for. Because money makes money and you can’t make the money that money makes for you.

Five rules I live by:

  1. Eat what you catch.
  2. People may not remember what you did, but they will remember how you made them feel.
  3. Spend on experiences, not things.
  4. A big house with a million dollar view means nothing if you have no one to share it with.  
  5. There will be another swell, the Kona-winds will come back, and the fish aren't going anywhere.

Ready to take the next step?

Just give me a call!

We’ll have a casual conversation. If we like each other’s vibe, I’ll dig a little deeper – where do you stand now financially, and where would you like to be? Are you just starting out and want to make sure you’re making smart money moves? Or, perhaps you’re ready to enjoy your hobbies full-time, and want guidance on how to generate sufficient investment income.

If I truly feel that I can help you, then we can take it from there. No pressure, no pitches. Just honest financial advice.