Success Advice
How A 19 Year Old Kid Got The Chance To Work For Gary Vaynerchuk
“Crazy things happen when you know who you are. Certainty breeds influence”
This is the story of a new buddy of mine named Swish. I met him over Skype when my friend Joel Brown told me that we should chat. Within minutes of having a phone call with young Swish, I saw something quite incredible.
I couldn’t quite put my finger on it, but I knew that this chance encounter was going to change the way I think. As I got to know Swish through the few Skype calls I had with him, I learned something about him that blew my mind:
Swish had been headhunted to join Gary Vaynerchuk’s team in New York.
This is no small achievement. Gary is one hell of a successful man, and there are not too many people that haven’t read one of his books or listen to The Ask Gary Vee Show. His book “Jab Jab Jab Right Hook” changed the way I thought about asking my followers to do stuff.
So how did a 19-year-old kid get the chance of a lifetime? Read below.
1. Age means jack sh*t
Use your weaknesses to your advantage. Being nineteen could be perceived as a weakness. You have little life experience and are still finding your place in the world. Swish didn’t care about his age. He let his passion and enthusiasm light up the world.
The kid has infectious charisma and his certainty breed’s influence. He may not have all the answers at age nineteen, but he certainly doesn’t let you think that. Swish has started more businesses at nineteen than most people start in a lifetime.
He has a wearable tech company that is looking to change the game within the sports industry. Most people thought he was crazy and despite that Swish didn’t listen to them.
2. Surround yourself with winners
Swish didn’t have the contacts to get his wearable tech company into the NBA initially. What did he do? Hired Trevor Booker from the Brooklyn Nets NBA team to join his advisory board. You don’t need all the contacts; you just need to bring the right people with you on the journey.
3. Hustle harder than anyone else
Swish spends lots of time on social media. In the early days, Swish built connections with a few key people on Gary Vaynerchuk’s team via social media. He regularly tagged them in relevant posts. He shared his content with them.
What Swish did that very few do is hustle harder than anyone else. He’s a nice guy at his core so when he asks you to do something you feel compelled to hear him out. Swish is too cool and too nice to ignore. People are drawn to the guy because of who he has become.
He’s the kind of guy that everyone wants as their brother. I’ve often wondered what makes the difference between success and failure. People like Swish have shown me time and time again that it’s a strong work ethic, combined with an infectious human character.
Beautiful people on the inside are not the type of people to be lost in a crowd. Their spirit shines through and that’s what makes them get the results we all want. Swish getting the chance of a lifetime is no accident. It’s not chance. It’s not good fortune. It’s hustle.
4. Back yourself when no one else will
If you go back two years, most people hadn’t heard of Swish. He was unknown and finding his way in a sea of social media influencers. This didn’t stop Swish from following his dream. Fundamentally, like me, Swish is an entrepreneur.
He wants to make the world a better place through his various business pursuits, speeches and content. He’s cast a pretty wide vision and he achieves goals every single day that gets him towards his ideal life. People are drawn to that vision.
A vision for change and a vision for the future is what we all want. The trouble is there aren’t too many people that are bold enough to dream up a vision like this and then execute on it. I believe Swish is one of those people who will achieve the impossible.
There’s no way someone with that much guts can’t influence the right people to bring on the journey. Swish can’t achieve his goals alone and he knows that.
He’s taken the first step though which is backing himself above all else. He believes in himself and so it’s only natural that we will all start to believe too.
5. You have no freaking idea how powerful social media is
I think sometimes we forget the age we are living in. With enough patience, we can literally get in contact and build a relationship with anyone we want. A friend of mine said to me that this idea is limited. He said to me, for example, that if I want to get in touch with Tony Robbins via social media, I couldn’t.
That’s BS though. It would be challenging, but very achievable to get in touch with Tony via social media. High achievers won’t ignore you forever. If I sent messages to Tony and his team every single day and helped spread Tony’s message, then there is no way he would ignore me forever.
I’d probably have to follow this strategy for at least a year and that would require a high level of determination. My point is that I’ve seen it work before. It’s possible.
Swish followed a similar strategy to build a few key contacts that have transformed his life and career. Some of those contacts were part of Gary Vaynerchuk’s team. Next time you think that social media is some tool that everyone uses now and you can’t make a difference, think again.
Yes, it’s harder to cut through now on social media although I still think it’s way more powerful than many of us believe it is.
6. Mega successful people can see your greatness
Successful people have had to fight hard to get where they are. When they see other people, who are doing similar things to what they did on their way to the top they, sit up and take notice. Successful people can spot the same traits that they once relied on to build their careers.
In Swish’s case, Gary Vee saw the same hustle and storytelling ability that he had on his rise to fame.
“We all love an underdog who is just like us: the secrets sauce is that this underdog is happy to work his face off when others would have given up”
Persuade, inspire and influence people with your message. Tell your story even when you think no one is listening. There’s always someone listening and your brilliance will be discovered when the time is right. You must see your own brilliance first though.
If you want to increase your productivity and learn some more valuable life hacks, then join my private mailing list on timdenning.net
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Life
9 Harsh Truths Every Young Man Must Face to Succeed in the Modern World
Before chasing success, every young man needs to face these 9 brutal realities shaping masculinity in the modern world.
Many young men today quietly battle depression, loneliness, and a sense of confusion about who they’re meant to be.
Some blame the lack of deep friendships or romantic relationships. Others feel lost in a digital world that often labels traditional masculinity as “toxic.”
But the truth is this: becoming a man in the modern age takes more than just surviving. It takes resilience, direction, and a willingness to grow even when no one’s watching.
Success doesn’t arrive by accident or luck. It’s built on discipline, sacrifice, and consistency.
Here are 9 harsh truths every young man should know if he wants to thrive, not just survive, in the digital age.
1. Never Use Your Illness as an Excuse
As Dr. Jordan B. Peterson often says, successful people don’t complain; they act.
Your illness, hardship, or struggle shouldn’t define your limits; it should define your motivation. Rest when you must, but always get back up and keep building your dreams. Motivation doesn’t appear magically. It comes after you take action.
Here are five key lessons I’ve learned from Dr. Peterson:
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Learn to write clearly; clarity of thought makes you dangerous.
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Read quality literature in your free time.
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Nurture a strong relationship with your family.
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Share your ideas publicly; your voice matters.
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Become a “monster”, powerful, but disciplined enough to control it.
The best leaders and thinkers are grounded. They welcome criticism, adapt quickly, and keep moving forward no matter what.
2. You Can’t Please Everyone And That’s Okay
You don’t need a crowd of people to feel fulfilled. You need a few friends who genuinely accept you for who you are.
If your circle doesn’t bring out your best, it’s okay to walk away. Solitude can be a powerful teacher. It gives you space to understand what you truly want from life. Remember, successful men aren’t people-pleasers; they’re purpose-driven.
3. You Can Control the Process, Not the Outcome
Especially in creative work, writing, business, or content creation, you control effort, not results.
You might publish two articles a day, but you can’t dictate which one will go viral. Focus on mastery, not metrics. Many great writers toiled for years in obscurity before anyone noticed them. Rejection, criticism, and indifference are all part of the path.
The best creators focus on storytelling, not applause.
4. Rejection Is Never Personal
Rejection doesn’t mean you’re unworthy. It simply means your offer, idea, or timing didn’t align.
Every successful person has faced rejection repeatedly. What separates them is persistence and perspective. They see rejection as feedback, not failure. The faster you learn that truth, the faster you’ll grow.
5. Women Value Comfort and Security
Understanding women requires maturity and empathy.
Through books, lectures, and personal growth, I’ve learned that most women desire a man who is grounded, intelligent, confident, emotionally stable, and consistent. Some want humor, others intellect, but nearly all want to feel safe and supported.
Instead of chasing attention, work on self-improvement. Build competence and confidence, and the rest will follow naturally.
6. There’s No Such Thing as Failure, Only Lessons
A powerful lesson from Neuro-Linguistic Programming: failure only exists when you stop trying.
Every mistake brings data. Every setback builds wisdom. The most successful men aren’t fearless. They’ve simply learned to act despite fear.
Be proud of your scars. They’re proof you were brave enough to try.
7. Public Speaking Is an Art Form
Public speaking is one of the most valuable and underrated skills a man can master.
It’s not about perfection; it’s about connection. The best speakers tell stories, inspire confidence, and make people feel seen. They research deeply, speak honestly, and practice relentlessly.
If you can speak well, you can lead, sell, teach, and inspire. Start small, practice at work, in class, or even in front of a mirror, and watch your confidence skyrocket.
8. Teaching Is Leadership in Disguise
Great teachers are not just knowledgeable. They’re brave, compassionate, and disciplined.
Teaching forces you to articulate what you know, and in doing so, you master it at a deeper level. Whether you’re mentoring a peer, leading a team, or sharing insights online, teaching refines your purpose.
Lifelong learners become lifelong leaders.
9. Study Human Nature to Achieve Your Dreams
One of the toughest lessons to accept: most people are self-interested.
That’s not cynicism, it’s human nature. Understanding this helps you navigate relationships, business, and communication more effectively.
Everyone has a darker side, but successful people learn to channel theirs productively into discipline, creativity, and drive.
Psychology isn’t just theory; it’s a toolkit. Learn how people think, act, and decide, and you’ll know how to lead them, influence them, and even understand yourself better.
Final Thoughts
The digital age offers endless opportunities, but only to those who are willing to take responsibility, confront discomfort, and keep improving.
Becoming a man today means embracing the hard truths most avoid.
Because at the end of the day, success isn’t about luck. It’s about who you become when life tests you the most.
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