Success Advice
Unemployed At 25: How To Recover

At 25, life got real for me. I got served the sort of challenge that knocks you flat on your ass. It was yet another failed startup with my childhood buddy: my brother. I’d had enough, and I wanted to take back control. No longer could I live a life that wasn’t in line with my purpose.
I left all the money, significance, nightclubs, nice cars, and beautiful women behind. I was in search of greener pastures. Unfortunately for me, greener pastures meant temporary unemployment and a sinking feeling that I wasn’t enough – when are we ever enough, right?
Things quickly started to get real. I’m not the sort of person that can just stand there and do nothing. I got in my BMW that I could no longer afford, drove to the local park, and started making phone calls. It’s the only thing I can do in times of crisis that helps me figure stuff out. The more calls I made, the more I felt that I wasn’t enough. If it was a friend, they had no answers for me other than “Only you can work this out.”
“Geez thanks for nothing,” I would say to myself quietly. Then I would make calls that I was hoping would lead to a new industry or a career I hadn’t thought of. I’d continually get hit with “how much experience you got mate?” When I told them I had none, the call ended quickly.
Out of desperation, I did what any entrepreneur who has failed does, and I started another business with a friend. He’d met this guy who was supposedly married into the Chinese Government, and we thought our little importing business was set. “We’re gonna be rich,” we’d say to ourselves.
Within three months the entire thing collapsed, and our friend turned out to be a total liar and had about as much business skill as a child who’d been at kindergarten for one year. He was a joke, and we felt like an even bigger joke.
The Inner World
By this point, I felt like I had nowhere to go. I was able to see what homeless people saw, and I began to understand how easy it was for your life to spiral out of control. I saw firsthand how things could just suck and you could feel so powerless to fight back against it.
No one would hire me, and I’d lost all my entrepreneurial swagger. It sucked big time, and my options were quickly running out. Somehow, I can’t quite remember, I discovered personal development. It was sold to me through some YouTube video as a miracle cure.
I had nothing else, so I decided to run with it. Quickly this giant man called Tony Robbins spoke to me like a voice from up above and said quite clearly “Tim, fix your inner world, and your outer world will prosper.”
Easier said than done Tony! Still, I committed to giving it a go even though it still seemed a bit “woo woo.” I’d walk around the block late at night rebuilding my life with his audiotapes.
“I became the observer of myself, and I watched my thoughts like clouds passing through the sky”
Suddenly, I could see things that were previously invisible. Things such as: my health sucked; girls mostly dated me because of the car I drove, and left me before three months had passed; I had zero goals; I was obsessed with money; I never gave anything to anyone; I was a smart ass; and the list goes on. I was essentially flawed in a major way across all areas of my life.
The light bulb moment – small steps
The moment that changed it all was when I started taking action. What I did differently this time, though, was to take small steps. I didn’t try and do stuff that was massively out of my reach. I did:
– Ten minutes of exercise a day
– Read a chapter of an inspiring book
– Bought some indoor plants to improve my mood and air quality
– Stopped watching the news
– Went to some networking events
– Made it a habit to give more
– Travelled the world despite my fear of flying
I dealt with fear
The last point is probably the most important. For many years I adopted my mom’s unhealthy fear of flying. I thought it was dangerous and should be avoided at all costs. As a result, I’d never really gone anywhere, and this depressed the hell out of me.
I felt like a prisoner in my own city. As the personal development journey continued, I became convinced to suck it up. I jumped on a sixty-minute flight and flew to an Unleash The Power Within seminar. At first I thought it was a cult, then I quickly drank the Kool Aid. I was high on energy, inspired, and it felt awesome!
Had I have never dealt with the fear and took this first step, I suspect I would be still living in fear. It was this one flight where I conquered my fear that paved the way for everything else that followed. The podcasts, viral blog posts, overseas trips, and the opportunities to hang with mega influencers would never have been possible if I didn’t make the decision that enough was enough.
Believe in yourself
As I started conquering other fears, I began to re-develop my confidence. I felt like that eighteen-year-old entrepreneur again that could try anything to make a buck. The difference was that this time it had to have meaning and purpose.
I was wiser. I felt like I was becoming my own version of Yoda. It was bloody exciting, and the journey continues. So the fear was the trigger, and that led me to start believing in myself.
While realigning your beliefs and values is crucial to the transformation process, the first person I began to believe in again was myself.
I thought, “If I was successful as an entrepreneur once, who says I can’t do it again? Who’s going to stop me?” From this point on I had a sparkle in my big blue eyes. I applied to work at my dream organisation.
The plan was to rebuild my sales skills, network my face off, save some money, and then find out what’s next. Over the next few years, I improved myself in every single way.
The birth of a new calling
I found a website called Addicted2Success, and I began writing about what I’d learned. Several blog posts went viral, and I had found my calling. My calling was to inspire the world through entrepreneurship and personal development. The way I do this and the platforms I use to do so change every year.
“Through rock bottom, we discover our faults and get the opportunity to improve them, one small step at a time”
Through this process, we find out who we truly are. Our perspective changes and our life becomes about giving. Through giving, we get more fulfillment and discover what our true gift is. Once we know our gift, it’s our job to exploit it with every breath we have left in our body until the day we die.
It’s not only our job, but our life purpose to live with passion and seize the moment. Don’t wait until you become unemployed like I did. Don’t wait until you narrowly miss cancer like I did, and realize that our time on this planet is limited.
Go out there, get amongst it, get excited, find your tribe, and become who you already know you can be!
If you want to increase your productivity and learn some more valuable life hacks, then join my private mailing list on timdenning.net
Success Advice
Why One-Size-Fits-All Leadership Will Always Fail (and What Works Instead)
The surprising truth about leadership styles that can make or break your team’s success.

Leadership has always been as much about people as it is about performance. Ken Blanchard, in his influential book, “The One Minute Manager”, put it simply: different strokes for different folks. (more…)
Success Advice
What Every New CEO Must Do in Their First 100 Days (or Risk Failure)
Your first 100 days as CEO could define your entire legacy, here’s how to make every move count

When Tim Cook took over from Steve Jobs at Apple, the world watched with bated breath. Jobs wasn’t just a CEO; he was a visionary, an icon, and a legend of innovative leadership. (more…)
Entrepreneurs
The Leadership Shift Every Company Needs in 2025
Struggling to keep your team engaged? Here’s how leaders can turn frustrated employees into loyal advocates.

In workplaces around the world, there’s a growing gap between employers and employees and between superiors and their teams. It’s a common refrain: “People don’t leave companies, they leave bad bosses.”
While there are, of course, cases where management could do better, this isn’t just a “bad boss” problem. The relationship between leaders and employees is complex. Instead of assigning blame, we should explore practical solutions to build stronger, healthier workplaces where everyone thrives.
Why This Gap Exists
Every workplace needs someone to guide, supervise, and provide feedback. That’s essential for productivity and performance. But because there are usually far more employees than managers, dissatisfaction, fair or not, spreads quickly.
What if, instead of focusing on blame, we focused on building trust, empathy, and communication? This is where modern leadership and human-centered management can make a difference.
Tools and Techniques to Bridge the Gap
Here are proven strategies leaders and employees can use to foster stronger relationships and create a workplace where people actually want to stay.
1. Practice Mutual Empathy
Both managers and employees need to recognize they are ultimately on the same team. Leaders have to balance people and performance, and often face intense pressure to hit targets. Employees who understand this reality are more likely to cooperate and problem-solve collaboratively.
2. Maintain Professional Boundaries
Superiors should separate personal issues from professional decision-making. Consistency, fairness, and integrity build trust, and trust is the foundation of a motivated team.
3. Follow the Golden Rule
Treat people how you would like to be treated. This simple principle encourages compassion and respect, two qualities every effective leader must demonstrate.
4. Avoid Micromanagement
Micromanaging stifles creativity and damages morale. Great leaders see themselves as partners, not just bosses, and treat their teams as collaborators working toward a shared goal.
5. Empower Employees to Grow
Empowerment means giving employees responsibility that matches their capacity, and then trusting them to deliver. Encourage them to take calculated risks, learn from mistakes, and problem-solve independently. If something goes wrong, turn it into a learning opportunity, not a reprimand.
6. Communicate in All Directions
Communication shouldn’t just be top-down. Invite feedback, create open channels for suggestions, and genuinely listen to what your people have to say. Healthy upward communication closes gaps before they become conflicts.
7. Overcome Insecurities
Many leaders secretly fear being outshone by younger, more tech-savvy employees. Instead of resisting, embrace the chance to learn from them. Humility earns respect and helps the team innovate faster.
8. Invest in Coaching and Mentorship
True leaders grow other leaders. Provide mentorship, career guidance, and stretch opportunities so employees can develop new skills. Leadership is learned through experience, but guided experience is even more powerful.
9. Eliminate Favoritism
Avoid cliques and office politics. Decisions should be based on facts and fairness, not gossip. Objective, transparent decision-making builds credibility.
10. Recognize Efforts Promptly
Recognition often matters more than rewards. Publicly appreciate employees’ contributions and do so consistently and fairly. A timely “thank you” can be more motivating than a quarterly bonus.
11. Conduct Thoughtful Exit Interviews
When employees leave, treat it as an opportunity to learn. Keep interviews confidential and use the insights to improve management practices and culture.
12. Provide Leadership Development
Train managers to lead, not just supervise. Leadership development programs help shift mindsets from “command and control” to “coach and empower.” This transformation has a direct impact on morale and retention.
13. Adopt Soft Leadership Principles
Today’s workforce, largely millennials and Gen Z, value collaboration over hierarchy. Soft leadership focuses on partnership, mutual respect, and shared purpose, rather than rigid top-down control.
The Bigger Picture: HR’s Role
Mercer’s global research highlights five key priorities for organizations:
-
Build diverse talent pipelines
-
Embrace flexible work models
-
Design compelling career paths
-
Simplify HR processes
-
Redefine the value HR brings
The challenge? Employers and employees often view these priorities differently. Bridging that perception gap is just as important as bridging the relational gap between leaders and staff.
Treat Employees Like Associates, Not Just Staff
When you treat employees like partners, they bring their best selves to work. HR leaders must develop strategies to keep talent engaged, empowered, and prepared for the future.
Organizational success starts with people, always. Build the relationship with your team first, and the results will follow.
Entrepreneurs
What Makes an Entrepreneurial Leader? Traits of the World’s Best Innovators
Inside the mindset of entrepreneurial leaders who transform risk, passion, and vision into world-changing results.

When you think of Richard Branson (Virgin Group), Bill Gates (Microsoft), Steve Jobs (Apple), Rupert Murdoch (News Corporation), and Ted Turner (CNN), one thing becomes clear: they are not just entrepreneurs, they are entrepreneurial leaders. (more…)
-
Entrepreneurs4 weeks ago
Building a Business Empire: Lessons from the World’s Boldest Entrepreneurs
-
Health & Fitness3 weeks ago
The Surprising Link Between Exercise and Higher Income
-
Entrepreneurs3 weeks ago
What Makes an Entrepreneurial Leader? Traits of the World’s Best Innovators
-
Entrepreneurs2 weeks ago
The Leadership Shift Every Company Needs in 2025
-
Change Your Mindset2 weeks ago
7 Goal-Setting Mistakes That Are Secretly Sabotaging Your Success
-
Success Advice1 week ago
What Every New CEO Must Do in Their First 100 Days (or Risk Failure)
-
Success Advice5 days ago
Why One-Size-Fits-All Leadership Will Always Fail (and What Works Instead)
-
Business3 days ago
The Entrepreneur’s Reading List That Transforms Ideas Into Empires
4 Comments