The Fortress — Letters on Investing, Lifestyle, and Risk
Why The Fortress Exists?
Most financial advice is recycled noise, dished out by suits who never risk a dime. The Fortress breaks that mold.
I launched these letters out of frustration—no one treated financial risks like the life-or-death stakes I’ve faced overseas, living out of a backpack, where one wrong move could cost everything. That raw perspective drives how I invest and live.
The Fortress is your gateway to that journey—unfiltered wisdom to navigate uncertainty and build a stronger you.
Your Path to Real Investing Wisdom
These letters aren’t just advice—they’re my story of risk and recovery, crafted to guide you through financial storms with lessons you can trust and use.
━ The Fortress
What's in it for you?
Every month, you’ll get a private letter split into three powerful sections:
Investments
My personal portfolio moves, mistakes, and the lessons I’m applying right now.
Lifestyle
Insights on living a beautiful life without chasing “more.” From routines that keep me injury-free to tools I’ve used for years, each issue highlights something that improves my day-to-day.
Reflections
A space where I think out loud. It could be about asset allocation across countries, the Indo-Pacific, Ukraine, or the bigger risks shaping our future.
Bonus
Unlock the full archive of past letters with your subscription—decades of wisdom at your fingertips.
What DO I Have To Offer?
The Fortress is built for people who:
- Crave honest, actionable investing insights over Wall Street hype.
- Pursue wealth and a meaningful life with equal passion.
- Embrace personal responsibility and risk awareness as core values.
- Thrive on truth and clarity in a world of noise.
If this is you, The Fortress is your source of wisdom
—join before it’s too late.
Why It’s Different?
Here, money fuels a better existence, not endless accumulation.
- I invest my own, real money—every lesson is battle-tested, not theorized.
- Global Perspective – Years overseas shaped how I see risk and opportunity.
- No Fluff, No Jargon – Straight talk, real stories, and steps you can take today.
- Designed for Life, Not Just Wealth – Money here serves your happiness, not the other way around.
The Fortress
- Periodic free updates notified by email
- 12 Monthly Investing Letters
- Access to all past letters archive
- Insights from real mistakes and lessons
30-Day Money Back Guarantee,
No Questions Asked.
━ Join The Fortress
Join The Fortress TOday.
For less than $15 per month, get monthly letters showing my moves, plus audio for on-the-go insights.
Dive deeper and build with me.
— Jack
— Jill
— Jarred
— Damian
— Lara
Frequently Asked Questions – Private Community
What exactly is The Fortress?
The Fortress is not a blog, a news feed, or a quick market update — it’s a private monthly letter that I personally write and send directly to subscribers. Each issue is a deep dive into three areas: my current investments and portfolio decisions, lifestyle practices that make life both simpler and richer, and closing thoughts where I explore larger risks, geopolitical events, or lessons learned from mistakes. Unlike mainstream finance content that often chases trends, The Fortress is about building long-term clarity. It’s direct, personal, and always rooted in real experiences — not theory or copy-paste advice.
How often will I get a letter?
You’ll receive one letter every month — 12 per year. These are not short emails or surface-level tips. Each letter is carefully written, edited, and structured to give you insight you can actually apply. Some readers revisit them multiple times because they’re not meant to be consumed in a rush — they’re more like a conversation with someone who’s been there before. Over time, the letters stack together into a body of knowledge that covers money, lifestyle, and risk in a way that evolves with the world. This consistency is what makes The Fortress so valuable.
Do I get access to past letters?
Yes, and this is one of the most powerful parts of The Fortress. As soon as you subscribe, you’ll unlock the entire archive of past letters. That means you don’t just start with the next issue — you get to catch up on everything I’ve already written: past investment decisions, mistakes I’ve learned from, and the lifestyle strategies that have shaped my approach to living well. For many new readers, diving into the archive feels like getting a book’s worth of valuable insights right away. It’s a library of tested ideas that grows every single month.
What if I’m not an investor or don’t have much money yet?
That’s a common concern, but the truth is: The Fortress is not only about money. Yes, I share investment lessons from my personal portfolio, but the bigger mission is to show how to live a better, more resilient, and more meaningful life. If you’re just starting out financially, the lifestyle and philosophy sections can give you a foundation for smart habits and risk awareness before you even have a large portfolio. Think of it as preparing for the long game. Even if your net worth is small now, the mindset and perspective you’ll gain can save you years of costly mistakes.
Can I cancel anytime?
Yes, you’re completely in control. Subscriptions are billed annually, but you can cancel at any time and your membership will not renew. There are no hidden fees, tricks, or complicated processes. I want readers who actually want to be here, so if your situation changes, you’re free to leave at any point. That said, most readers stay because the value compounds over time. One insight in one letter can easily save or earn you far more than the subscription price. So while cancellation is always available, I encourage new members to give it at least a year to experience the full impact.
Is $50/year really worth it?
Think about it: $50/year breaks down to less than $5 a month. For that cost, you’re getting access to personal strategies, global insights, and lessons that often come from very expensive mistakes. Avoiding just one bad decision — whether in investments, career, or lifestyle — can save you hundreds or even thousands. That’s the true value here. The Fortress is not about entertainment; it’s about clarity and direction. Compared to what most people spend monthly on coffee, streaming subscriptions, or random apps, The Fortress delivers far more return — because the knowledge inside helps build a stronger, freer life.
What makes this different from free content online?
Free content is designed to grab attention, sell ads, or push an agenda. That means it has to be shallow, trendy, and quick. The Fortress is the opposite. It’s slow, deliberate, and built for depth rather than clicks. Each letter reflects real decisions I’ve made with my own money and life, so there’s no filter or marketing spin. Also, free content rarely connects the dots across money, lifestyle, and risk the way The Fortress does. When you subscribe, you’re not just getting “tips” — you’re getting a framework for thinking that grows stronger the longer you read. That’s something free content can’t provide.
Can I interact with you directly?
The standard Fortress membership is purely the letters — that’s what keeps it affordable at $50/year. If you want more direct access, questions answered, and ongoing discussions, that’s part of the Fortress + Inner Circle ($1,000 Lifetime). Inside the Inner Circle, there’s a private Discord community where I personally engage with members. That’s where we share ideas, debates, travel recommendations, and lessons that don’t always make it into the letters. Many members find the conversations there just as valuable as the letters themselves. So if direct access matters to you, upgrading to the Inner Circle is the way to go.
How do I pay and is it secure?
All payments are handled through secure, industry-standard platforms like Stripe or PayPal, depending on what you choose. That means your information is protected by the same encryption trusted by millions of businesses worldwide. I never see or store your credit card details myself. You’ll also get an immediate confirmation of your subscription and access to the archive as soon as payment is processed. Security and privacy are taken seriously here — your subscription is between you and The Fortress, and your details are never sold or shared.
Who is The Fortress for?
The Fortress is for anyone who wants more than just money tips. It’s for people who want to build wealth and a meaningful life alongside it. Readers range from young professionals who are just starting out to seasoned investors who appreciate a different perspective. What ties them together is a belief in personal responsibility, a curiosity about the world, and a desire to live well without being trapped by the endless chase for “more.” If you value honesty, global perspective, and lessons that cut deeper than the headlines, then The Fortress is written for you.