Getting Paid to Be Patient: One of My Favorite Income Strategies| Gen Y Finance Guy
For years, I believed I wasn’t built for the pro-leisure life. In my head, “pro-leisure” meant no work, no goals, no drive – just endless vacations, lounging by the beach or pool, and living without ambition. And since I’m wired for growth, creation, and achievement, that version never resonated with me. But here’s the realization: […] The post I Thought I Wasn’t Built for the Pro-Leisure Life – Turns Out I Was Wrong appeared first on Gen Y Finance Guy.| Gen Y Finance Guy
If you’ve been following along here for any length of time, you know I’m obsessed with goals. Big ones. Audacious ones. Goals that most people would say are “unrealistic” or “too ambitious.” But here’s the funny thing: I’ve found that when I set targets that make me uncomfortable – goals that stretch my imagination and […] The post 100 Days Until My “First Retirement” at 39 Years Old appeared first on Gen Y Finance Guy.| Gen Y Finance Guy
Most people in this world are chasing at least one of three things: wealth, power, or fame. Some want all three, some settle for one or two. Many never stop their chase, but never really ask why they chase what they’re chasing. For me, the choice is clear: I want wealth—but not fame, and certainly […]| Gen Y Finance Guy
Most people don’t know this about buffalo, but they’re wired differently than almost every other animal in the wild. When a storm rolls in, cattle and other animals instinctively turn and run away from it. The problem is, they can’t outrun it. By running with the storm, they actually prolong their suffering—exposing themselves to wind, […]| Gen Y Finance Guy
It’s no secret that this blog has nothing to do with extreme frugality. If anything, compared to my peer bloggers, I’m probably categorized as a spendthrift. I have even been accused of leading a rather lavish lifestyle, which I think is complete bollocks. Relative to my income I am “frugal” but that is not because I […]| Gen Y Finance Guy
In these monthly reports the plan is to give you a month over month update on Gross Income, Assets, Liabilities, Net Worth, Expenses, Contributions, and| Gen Y Finance Guy
Could you imagine what life would be like if you paid your mortgage off in 5-7 years? What if I showed you a way to do it while living your normal life?| Gen Y Finance Guy
Do you want more from life? More money? More freedom? More security? More time with friends and family doing the things you love? The financial truth...| Gen Y Finance Guy
Monday Rant #5 – Lesson Learned Co-Signing for a Car Loan| Gen Y Finance Guy
Humans are the only species on earth blessed with the gift of CHOICE. While other species live at the mercy of instinct and genetic pre-programming, we get to choose. Assuming you are currently human, you get to choose whether life happens to you or for you. If you choose to live your life with intention, […]| Gen Y Finance Guy
Motivation can be fleeting. It can be on again, off again. Because of its inconsistent nature, motivation can’t be the only tool in your belt to keep you moving forward toward achieving your goals. Or your to-do list. Or even the one task presently at hand. Let’s face it, we have all had days where we lacked […]| Gen Y Finance Guy
After revisiting some Jim Rohn audio, I felt compelled to share what was swirling around that gray matter of mine between the ears. That audio led me to create what I’m not referring to as the P’s and C’s to living a prosperous life. When I think about what it takes to live a truly […]| Gen Y Finance Guy
A few years ago, I started a small text group (that also gets together in real life) of like-minded men with the goal of pushing ourselves to grow, not just in wealth, but in all areas of life. We have conversations that range from the tactical to the philosophical, and every now and then, something […] The post The Highest Form of Civilization appeared first on Gen Y Finance Guy.| Gen Y Finance Guy
Let’s talk risk. Not the “I just YOLO’d into crypto” kind of risk. I mean the kind that shows up in your portfolio, your business, your wealth-building journey, and determines whether you’re compounding toward freedom or blowing up on the launchpad. Risk isn’t a math problem—it’s a mindset problem. In a world obsessed with returns, […] The post Howard Marks Teaches Us: How to Think About Risk appeared first on Gen Y Finance Guy.| Gen Y Finance Guy
Lately, I’ve been trying to articulate a simple framework that captures the different types of makers in the world—the people who actually create things. Products. Businesses. Ideas. Art. Systems. Movements. Wealth. It’s a thought experiment that’s been rolling around in my mind as I reflect on my own strengths—and blind spots—and try to better understand […] The post The Three Types of Makers (And Why I’m Not Ashamed of Being a Copycat) appeared first on Gen Y Finance Guy.| Gen Y Finance Guy
As I reflect on nearly four decades of life—of building, growing, failing, risking, and compounding—I feel a deep responsibility to pass on what I’ve learned. Not just for my own kids, but for anyone in the younger generation who wants to live with intention. This isn’t about becoming rich for its own sake. It’s about […]| Gen Y Finance Guy
Over the last couple of years, I’ve been preparing for my post-active income era, where the name of the game isn’t just growth, but capital efficiency. I want my money to work harder while I take less risk. One of my go-to strategies in this pursuit? Collateralized put writing. It’s not new. It’s not flashy. […]| Gen Y Finance Guy
The GYFG household is officially mortgage-free. We made our last payment in person at the bank. To be honest, it was a bit of an anti-climatic moment. Don’t get me wrong: it feels great to have removed the shackles of such a large debt – a feeling that sadly is never achieved by most. After […]| Gen Y Finance Guy
“Better to have a short life that is full of what you like doing than a long life spent in a miserable way” – Alan Watts In part one of this series, I pondered the thought-provoking question offered by Alan Watts: what if money were no object? Alan dove even deeper by asking the following: What would you like […]| Gen Y Finance Guy
In the personal finance blogging community, we bloggers can disagree on a lot of things. However, one thing we tend to all agree on is what constitutes reaching the all-coveted status of Financial Independence. Many, including myself, believe in the 4% rule (as a guideline), that defines Financial Independence as a portfolio of 25X your annual […]| Gen Y Finance Guy
Let’s get something straight. Money is a tool! By itself it is nothing more than paper and metal, but it is a powerful means to many different ends. It provides the one who has it with optionality. Simply put, it is the tool that enables its possessor to both live well and give well. On this […]| Gen Y Finance Guy
As the income of the GYFG household has continued to grow, being the data-obsessed fellow that I am, I started to wonder where we ranked against other earners across the United States. Most people benchmark their investment returns, so why not benchmark our income? Lucky for us, the NY Times has made this extremely easy with […]| Gen Y Finance Guy
Not many people are willing to put in the kind of time it takes in order to take what appear to be quantum leaps. However, for those that are willing to “do the work,” great reward is there for the taking. In this short post we will explore what is possible in short periods of […]| Gen Y Finance Guy
One of the perks of joining the executive team at the company I work for is either being granted options or the opportunity to get equity (i.e stock) in the company. Not everyone gets a choice, but I am fortunate to be in a position where I get to choose. There are pros and cons […]| Gen Y Finance Guy
Be someone’s first believer. Because sometimes, belief is the spark that ignites everything. Jim Rohn once said, “You are the average of the five people you spend the most time with.” That idea has shaped so much of how I think about relationships, growth, and influence. It’s not just a reminder to audit your circle; […]| Gen Y Finance Guy
There’s a quote often attributed to Jack Lemmon that says: “No matter how far you go in life, you must always send the elevator back down.” That idea has stuck with me for as long as I can remember. I’ve been fortunate to have people in my life who took an interest in me without […]| Gen Y Finance Guy
I was determined to find a simple rule that would allow me to maintain a state of abundance, while at the same time coming up with something that would...| Gen Y Finance Guy
Over the past decade, the GYFG family has been on an incredible journey to Financial Freedom. The speed and success of our most ambitious goals came down to the right combination of intentionality, hard work, self-awareness, and—yes—luck. We didn’t just set a BHAG (Big Hairy Audacious Goal) of building a $10M net worth. We also […]| Gen Y Finance Guy
As I type this my nearly three-month-old son is sleeping next to me on the couch. Oh boy, has our life changed over these past three months! We are stoked to be parents and amazed that we were able to create another human being. We are excited to guide our son into adulthood over the […]| Gen Y Finance Guy
I hate when I hear people say that you can’t get rich working for someone else. It is such a blanket statement that isn’t even in the realm of truth. First of all, there are jobs, and there are careers. Obviously, you’re not going to get rich working at McDonald’s as a burger flipper. But […]| Gen Y Finance Guy
Everyone has a number that would give them FREEDOM. What is your FREEDOM number? Mine is $10,000,000!| Gen Y Finance Guy
The time has finally come for me to start engineering my exit. From the start, my business was built to sell. First and foremost, it was a milestone I wanted to be able to check off my goals list. But in addition, it has been an incredible wealth accelerator and proved to be a very […]| Gen Y Finance Guy
I’ve been on an extraordinary compounding journey since starting my business in 2019. From the beginning, I built the business with the end in mind—a decision that I believe was critical to the success we’ve achieved. To be clear, when I say “we,” I’m referring to both myself and my partners who helped build the […]| Gen Y Finance Guy
You can’t connect the dots looking forward; you can only connect them looking backwards. So you have to trust that the dots will somehow connect in your future. You have to trust in something — your gut, destiny, life, karma, whatever. – Steve Jobs I’ve always been a big believer that every experience acts as a stepping stone to your end destination, however momentary […]| Gen Y Finance Guy
The “Golden Rule” to building wealth is to spend less than you earn and invest the difference wisely. Embedded in the rule are three levers that drive the wealth equation and ultimately determine not only the level of wealth you build but also the speed at which you can ultimately achieve financial freedom. Those three […]| Gen Y Finance Guy
FINANCIAL STATS On this page, you will find my monthly, quarterly, and annual financial stats. I decided to add this level of transparency to the blog in order for you to relate to my journey and the stories that I share here. I have found through my own experience that I have always enjoyed other […]| Gen Y Finance Guy
MY STORY Welcome to Gen Y Finance Guy! Hey, I’m Dom. You’ll notice that I sign off as Gen Y Finance Guy on all my posts, due to the fact that I write this blog anonymously (at least for now). I like to think of myself as the Chief Freedom Officer here of my little corner of […]| Gen Y Finance Guy
Each of us walks our own path, and develops our own perspective on life. You may never understand me or my perspective, and you will definitely have your own. It’s inevitable because we come from different walks of life, were born into different families, different times and places, and have lived different sets of experiences. […]| Gen Y Finance Guy
I hold a certain strong belief that’s consistently helped me to keep things in perspective. I remind Mrs. GYFG that “things always work out” – eventually, and most of the time. Even though it can sometimes feel like life happens to you, I have found that it actually happens for you. Mindset and perception are […]| Gen Y Finance Guy
Every couple of years I like to go back and revisit some posts that reflected a point in time to see how far things have come. I wrote the below guest post as a part of the Millionaire Interview series for the ESI blog. It’s only been three years but boy…how so much has changed. […]| Gen Y Finance Guy
The law of 50/50 has served us so well in our financial lives, I decided to also apply it to how I spend my time. My love of money is really about the optionality it provides, and that is especially true with how I spend my time – especially these days. If you were to […]| Gen Y Finance Guy
Seven years ago I got this wild idea to chase an absurd net worth goal. At least it seemed absurd at the time to the outside looking in. We had just ended the year (2014) with a net worth of $181,364 and I published my $10M goal in early 2015. In that moment, we were […]| Gen Y Finance Guy
One of the things I love about blogging most is the historical reference points left in the posts I publish. I started a business in early 2019 with the full intention of selling it. Some people dream of building a business that they run and then pass on to the next generation. In contrast, the […]| Gen Y Finance Guy