Skip to main content

The Last Word – Sept/Oct 2025

The Last Word – Sept/Oct 2025

What was your best and/or worst investment? Do you have a strategy for investing?

 

Charlie Hermosa
CEO and co-founder
Bella Wings Aviation

“I would have to say my worst investment was not investing in Bitcoin when I had the opportunity to buy at $100. I believed in the cause back in 2014 but backed off.

My strategy now is to look at companies that are going to disrupt specific industries, like Uber. AI is especially hot right now in the investment community.”

 

 

 

Joshua S. Miller
Executive director, Junior Achievement Guam
Operations director and founder, Ethos Data Analytics & Branding

“When it comes to investing, I’ve had my highs and lows. My best investment wasn’t in stocks or property — it was in myself. Building my marketing, branding, and data analysis business gave me returns far beyond money. It created opportunities, relationships, and a foundation I can always build on.

On the flip side, my worst investment was a penny stock I night-traded years ago. I still hold onto it today, half-jokingly hoping it’ll bounce back. It taught me that quick plays without proper research are usually just expensive lessons.

As for my strategy? Do your due diligence like your future depends on it. Study so deeply that you can live and breathe the topic. And always prepare yourself for the unexpected, because the market doesn’t owe you anything. The best investments are the ones that combine knowledge, patience, and adaptability.”

 

Franklin P. Arriola
Small business owner

“For the stock market, I’ve always lived by investing in stocks whose products I use — particularly in the tech world. In addition, timing of political administrations is key. So in 2016 when Donald Trump was going to be elected, I took a bunch of my money and invested it into the tech stocks that I used all the time (Apple, Amazon, Facebook, and Google). Those stocks did very well and I had great returns. With Trump as president again, I fully expect even better returns.”

 

 

Jay Hunter Anson
Founder, CEO 
Guardian Cyber

“My best investment was buying Norwegian Cruise Line stock after the COVID pandemic. My worst was Spirit Airlines, which never rebounded and went bankrupt this year. My strategy is to examine past performance, financial statements, and industry trends to gauge potential and competitiveness before investing.

This approach doesn’t always work out. For example, I miscalculated the bottom of the 2007-2012 US housing crisis — buying too early in 2010 and selling five years later at a significant loss. It’s important not to overextend, invest within your means, and be prepared for the worst case scenario.”

Recommended Articles