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My Honest Opinion On Tbilisi Georgia

Most people discover Tbilisi because they heard it is cheap. That is not why I made it my home. I first came to Georgia in 2019. After seven years abroad and time in 27 countries, I eventually chose Tbilisi as my home base. The cost helped, but the real reasons were safety, pace, values, access […]

Why the Calmest Person in the Room Always Wins (And How to Become That Person)

Most people think dominance in a room comes from being the loudest, the smartest, or the most aggressive person in it. It doesn’t. After years of speaking, running events, working with clients, and watching thousands of high-stakes conversations play out, I can tell you the person who ends up controlling any room is almost always […]

Should You Build Your Brand on Substack?

Substack has become one of the most popular platforms for writers, creators, and online entrepreneurs to build an audience and earn money through paid subscriptions. But before you commit, the smart question to ask is whether you should actually build your brand on Substack or use it as one piece of a larger system you […]

Why Building an Online Business Is Not the Finish Line

Here’s what changes when you start building like you understand that. 52% of women aged 20-39 in America have never had children. Sit with that number for a second. Not as a political statement. Not as a culture war talking point. As a signal. Something has shifted. Quietly. Over years. A generation of people so […]

I Quit My 9-5 in 2016. It Took Me 4 Years To Actually Feel Free.

I quit my 9-5 on April 9, 2016. I exhaled. I drove home thinking the cage was behind me. It wasn’t. The next four years were scattered. Hustling. Exhausted. Hitting revenue numbers I would have celebrated three years earlier and feeling nothing about them. The job had visible bars. The next cage didn’t, and I […]

Bible Verses About Hard Work: 8 Truths Most Men Get Wrong

If you’re searching for Bible verses about hard work, you’re not looking for motivation. You’re looking for the truth scripture actually teaches about diligence, money, and the long timeline. The Word separates two kinds of work diligent and anxious. One builds the man. The other breaks him.

How to Stop Overthinking in 7 Days

You’re not making progress. You’re planning. And planning without experience isn’t planning. It’s overthinking with extra steps. You’ve convinced yourself that thinking harder will get you closer to your goals. That if you just figure out the perfect strategy, the perfect timing, the perfect approach, then you’ll finally be ready to act. But you’re never […]

Why I Left the USA And Why I’ll Probably Never Move Back

I’m a proud American. I was raised in the U.S., believed in the opportunity, and still believe it’s one of the best places in the world to make money. But after traveling to 27 countries and living abroad for the last 6+ years, I’ve reached a decision I never expected: I’ll probably never move back […]

19 Rules to Being a More Successful and Serious Person

Most people treat life like it’s a video they’re watching instead of a game they’re playing. They scroll. They sulk. They spit excuses and then wonder why nothing ever changes. Me? I’m built different. I live by a code.

8 Bible Verses for Making Money

If you’re searching for Bible verses for making money, you’re not just looking for motivation, you’re looking for truth. The kind that cuts through the fluff and actually helps you build something real.

10 Years of Business Mistakes (and what to do instead)

I wasn’t planning on filming anything. Just a random trip to a rainy village, driving a car way too big for these streets. But something hit me between dodging potholes and checking out churches… This is what living looks like. Waking up and spontaneously deciding to go on a road trip. No calling into work. […]

How to Become Lucky | Self Generated Luck

Everyone wishes they were lucky. Without realizing luck isn’t something you’re given, it’s something you create. As I call it, luck is something you self generate. So today you and I are going to discuss how to become lucky.

8 Lessons Every Young Man Needs on Money and Relationships

Every young mans beginning years is one of challenges, being lost, and finding the way. However, most young men give up by the age of 25. Settling with whatever life handed them. Use these 8 lessons every young man needs on money and relationships to wake up. Instead choosing to overcome and prosper.

90% of freelancers are Being Replaced

AI is here to stay, and it’s honestly blowing my mind how great it is once you learn how to harness it. 90% of freelancers will be are being replaced in the remote world Wow wow take a breath. This is a massive power leverage point for you my friend. Power leverage points create unfair […]

9 Years of Getting Out of My Head, Blogging, and Self-Expression

9 years ago I first started writing blog articles here. Blogging my thoughts helped me transform myself and reality in the process. My intention is for you to get some piece of inspiration to apply to your own life. On November 2014 I started my first blog. Back in those days, blogging was what social […]

A Lesson I’ve Learned From Boxing

The world is designed to make you and I weak. Just because you pick a skill and generate income online doesn’t give you full protection either. I will explain more. Here’s a lesson I’ve learned from boxing. A Lesson I’ve Learned From Boxing You see, if I wanted to I could stay in my apartment […]

The 21 Rules of the New Rich and how you can live them

When I was working a 9-5 back in 2016 I came across an article called The 21 Rules of the Rich. The author was Victor Pride. He’s no longer online, however the article helped shape my mind. Out of a way to give to you what helped plant the seeds in my own mind, I […]

4 Books Every Copywriter Should Read

Most books on copywriting are nonsense. However, there are 4 books every copywriter should read. What are they? Well, these 4 books aren’t overwhelmed with a bunch of theories and instead get straight to the meat. The meat is what keeps you fed and nourished while everyone else starves. Now let me begin by saying […]

How To Not Be Lazy (My 4 Mindset Transformations)

SUBJECT: How Not To Be Lazy (The 4 Critical Mindset Shifts That Transformed My Life). When I was younger, I was a completely different person. I was nothing like the Dylan Madden you know now. If you’d met me when I was 18, you wouldn’t even recognize me, physically, socially, or in spirit. I was […]

The Will to Win Poem & Story

Years ago as I looked at my bank account, it was on $25. I was unemployed at the time and refused to go and work another job. In my mind it was “make my blog work and figure out how to make money until it took off” and that was the only reality I accepted. […]

Finding Clients Abroad and the New World Order | MoneyBag Radio

In this week’s episode of MoneyBad Radio, we covered how to find clients while traveling abroad, how to earn more income, and the New World Order. Read along while you listen. To listen to the full episode you can get all episodes here. It’s pay as you can so it will fit your budget. 1) […]

How to Make 5k-10k a Month Freelancing while Traveling The World in Style

Becoming a Freelancer is the business model to get into when you’re first getting started. No other business models allow for such low start-up costs while being able to get 5k-10k a month within a VERY short amount of time. Which is why the best thing for you to do? Is to start a Freelancing […]

How I Cured My Brain Fog Forever

I get many questions, one of the most common ones is: ”Dylan, how can I get rid of brain fog? What is causing this?” Today, I’m going to answer this for you. Brain fog was something I struggled with myself back in late 2017-early 2018. I couldn’t focus. I couldn’t write. I couldn’t get my […]

3 Lessons I’ve Learned From 7 Years of Blogging

I started this blog back in November of 2014. While the ideas are constantly evolving, the theme has remained the same all of these years. In the last 7 years, Calm and Collected has produced tens of thousands of dollars for me. If you’re looking to start a blog? These 3 lessons will help you […]

Your Job Will Never Make You Rich

Your job will never make you rich. The sooner you get real about this, the sooner your life will become what you want it to be. Any job you ever have is there to make the company money. You’re there to trade your time in exchange for a paycheck. If you’re smart, you will use […]

How to Become Financially Independent in Your 20s?

Subject: How to Become Financially Independent in Your 20s? Location: Sao Paulo, Brazil I’m writing to you today from my new spot in Sao Paulo. I’ve been in Brazil for over a month now. It’s a great country full of surprises. Just the other day I was walking down the street when I felt like […]

How to Stop Avoiding the Work and Get it Done

Subject: How to Stop Avoiding the Work and Get it Done? It’s 11:43 am as I type this article to you from a new cafe I found in Qatar. In a few days, I’ll either be on a plane to Dubai or on my way to the Amazons of South America. You see at this […]

The Difference Between You Now and Where You Want to Be?

Subject: The Difference Between You Now and Where You Want to Be? Right now you’re full of dreams, hopes, and desires. You think about them daily. Write about them. Obsessing over it. Yet when you look at your real life, it isn’t anywhere close to resembling your dreams. So you obsess some more, hope more, […]

8 Ways to Conquer Your Suicidal Thoughts

Subject: 8 Ways to Conquer Suicidal Thoughts There was a time when I actually considered killing myself. I was 22 years old. 260 pounds, in debt, and broke. I didn’t quite fit in with any 9-5, but also didn’t know anything about freelancing. From what everyone told me I needed to grow up. Otherwise, I’d […]

How I gained 5,000 Twitter Followers in 4 months

Subject: How I Gained 5,000 Twitter Followers in 4 Months Growing your Twitter account is tiresome for most. Months of effort with little to show. But what I’m about to share with you will switch all of this around. See, there are certain proven tactics and strategies. They work regardless of what you tweet about. […]

The Art of Focus – Entrepreneur Edition

Subject: The Art of Focus As someone who wants to make money online or is already earning, the ability to focus determines everything. The sooner you learn the Art of Focus, the sooner you will start getting tangible results. It took me years to learn the Art of Focus. Before this I’d bounce from task […]

How to Stop Being a Nice Guy and Start Getting What You Want

Subj: How to Stop Being a Nice Guy and Start Getting What You Want You’ve always been the guy everyone can depend on. Never asking for much in return, but always giving your all. Until one day you realize, you’re just a door mat. How to stop being a nice guy? By this point, you’ve realized […]