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Motivation

How To Be Incredible – Comfort Zone Challenges

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I saw a speech recently that was all about getting out of your comfort zone. At the end, we were all given a piece of paper with more than 100+ challenges to try. What was strange for me was that I had done more than half of them.

Having studied extraordinary people for the last few years, and been obsessed with how they think and act, I noticed they all did one thing: they got out of their comfort zone consistently. Getting out of their comfort zone was how they upskilled and crushed the normal fears that we all face.

It’s like being Mario and then getting a gold star – you feel invincible and extremely agile. We haven’t all gone on this journey of breaking out of our comfort zone. The good news is we can start with a 36-day challenge.

Each day, I want you to pick one of the below challenges to try:

1. Lie down on the ground for 30 seconds in a busy place…then get up with a smile and pretend nothing’s happened. This is the one I recommend the most and it was made famous by Tim Ferriss.

2. Slow dance on a rooftop with a friend or lover

3. Ask for 10% off the next coffee or tea you buy. (Don’t tell the waiter it is a challenge).

4. Drive around, crank your favorite songs and have a dance off at stoplights to make strangers laugh

5. Have a difficult conversation face to face instead of via email / text / phone.

6. Call your mother and tell her how much you love her.

7. Send someone flowers for no reason

8. Take a cold shower during winter for 30 seconds (remember to breathe)

9. Pull an all-nighter when the opportunity arises instead of going home.

10. Jump into a lake / river / pool with your clothes on.

11. Dress up in your most classy outfit. Go to a luxury car dealership, pretend to be rich and drive the swankiest car they have.

12. Walk around the city all night and then find a place to eat breakfast at dawn

13. Write a list of the craziest things you could ever do, have or be. Start doing them.

14. Go to a restaurant and convince the cook to create something completely new for you to eat.

15. Wake up early during one winter’s morning when it’s freezing cold and go for a walk.

16. Ask someone on a date who you think is way out of your league.

17. Eat somewhere way out of your budget

18. Attend a costume party and go all out.

19. Unplug from email, social media and your phone for 24 hours. (Try a “No-Tech Sunday”)

20. Go to a karaoke bar and sing like you’re the best singer there is.

21. Make a fool of yourself in public on a dance floor. You can’t consume alcohol beforehand either!

22. Crash a wedding that you’re not invited to.

23. Make a free hugs sign, stand in a high traffic place and dish out some lovin’.

24. Take a homeless person out to lunch and hear their story.

25. Go a whole week without TV.

26. After a week of no TV, donate your TV to charity.

27. Do a silent meditation retreat

28. Do stand up comedy for a night.

29. Try a food you have always disliked.

30. Be vulnerable. Tell someone your biggest fear, regret or desire.

31. Sign up for a public speaking event like TedX and then start preparing.

32. Invite a co-worker you don’t know well to lunch to get to know them better.

33. Dive with sharks

34. Spend a whole day answering the question, “How are you today?” with the response, “Outstanding! How are you?” – It’s more uncomfortable than you think.

35. Go on a fast for two days and drink nothing but water.

36. Pickup your significant other from work or the airport wearing a long jacket with nothing underneath.

What next?

Once you’ve read through the list, I want you to pick the five hardest ones. Then, I want you to do those first. Following those five, I then want you to complete the rest. All up, you should do one per day, therefore taking 36 days to complete all comfort zone challenges. By the end, you’ll have taken your life to the next level.

My experience of comfort zone challenges

Since I began doing regular comfort zone challenges as a habit I’ve achieved the following:

– I’ve dated girls I never thought were in my league
– I’ve become a lot better at dealing with fear
– I’ve started performing really well at public speaking
– I’ve learned new things about myself
– I’ve become more disciplined
– I’ve met loads of strangers and some of them have become friends

“If I had a choice between doing further education and learning to break my comfort zone through these above challenges, I’d choose the later”

Overcoming the stuff that scares you, and that most people would never try, helps you to become mentally tough. Mental toughness will help you overcome this negative world that you experience with your ancient survival brain, and see through your own eyes.

How can you take the whole comfort zone thing even further?

If you get the results that’s all fine and dandy. The way you supersize your experience and go to the next level is by encouraging your friends and family to do the same. As they begin to participate, they’ll push you further at the same time. You’ll then unconsciously be gamifying the challenges and seeing who can be the boldest. It’s kick ass when this happens.

Wrap up time

So I hope these challenges have inspired you. Each one is unique and builds upon a new and slightly different skill. It’s a lot of fun once you’ve done the first few. The key is to detach yourself from the outcome. Whether you succeed or not it doesn’t matter. There is no failure.

The aim of this comfort zone game is just to have a go and see what happens. Give it a shot and have fun! Send me your results via my website below if you feel like sharing your experience. I’d love to know how it goes.

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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Entrepreneurs

The Brutal Truth About Entrepreneurship with ADHD (And Why Most Advice Is Making It Worse)

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Image Credit: Joel Brown - Addicted2success

You’re not lazy. You’re not undisciplined… and you’re definitely not broken.

You’re an entrepreneur with ADHD, and right now you’re probably sitting on 19 unfinished projects, 47 open tabs, and a brain that feels like it’s running on 12 different radio stations at once.

You’ve read the books. You’ve tried the planners, the Pomodoro timers, the accountability groups. You’ve even hired coaches who promised to “fix” your focus. Yet here you are — brilliant ideas, massive potential, and a business that still feels like it’s one step away from collapsing under the weight of your own mind.

Here’s what almost nobody in the entrepreneurial space will admit:

The real struggle isn’t your ADHD. It’s that you’ve been trying to run a neurodivergent brain inside a neurotypical business model — and then beating yourself up when it doesn’t work.

Most advice for entrepreneurs was written by people whose brains work differently. They preach consistency, routines, long-term planning, and steady execution like those things are universal truths. For the ADHD entrepreneur, those “truths” feel like trying to swim upstream in cement. You can force it for a while (and you have), but eventually your brain rebels, the burnout hits, and you’re left feeling like a failure who just needs to “try harder.”

That cycle is quietly destroying more talented founders than cash flow problems or bad hires ever could.

The deeper layer most people never reach is this: your ADHD isn’t a bug in the system. It’s a different operating system entirely. And when you stop trying to install Windows on a Mac and start building everything around macOS, the game changes completely.

The Hidden Addiction That Keeps ADHD Entrepreneurs Stuck

You already know the surface symptoms — time blindness, rejection sensitivity, starting strong and fading fast, shiny object syndrome.

But the real trap is more insidious.

It’s the addiction to chaos and novelty.

Your brain is wired for dopamine. New ideas, big visions, last-minute sprints, high-stakes pressure — these things light you up like nothing else. The boring, repetitive, systems-building work that actually scales a business? It feels like torture.

So unconsciously, you keep your business in a state of controlled chaos. You say yes to too many things. You chase the next exciting opportunity. You avoid building the boring infrastructure because “I work better under pressure anyway.”

And every time the pressure gets too high, you crash, swear you’ll get organized next quarter, and repeat the cycle.

Meanwhile, the neurotypical advice keeps telling you to “just build better habits.” As if your brain is a poorly trained dog that needs more discipline instead of a high-performance race car that needs the right fuel and track.

This isn’t a character flaw. It’s neurology.

And until you stop treating your wiring as something to overcome and start treating it as your greatest strategic advantage, you’ll stay stuck in the same exhausting loop.

The Identity Shift That Changes Everything

The entrepreneurs with ADHD who finally break through don’t “fix” their brains.

They redesign their entire business to work with their brains.

They stop trying to become the consistent, routine-loving founder the gurus talk about. Instead, they become the architect of a system that leverages their natural strengths — hyperfocus, pattern recognition, creative problem-solving, relentless drive under pressure — while outsourcing or automating everything that drains them.

This is the layer most ADHD entrepreneurs never reach because it requires something terrifying: accepting that you are never going to be “normal” at entrepreneurship… and that’s exactly why you can win bigger than most.

Your ability to see connections others miss. Your tolerance for uncertainty. Your capacity to go all-in when something lights you up. These aren’t liabilities. They’re unfair advantages in a world that rewards speed, creativity, and bold moves.

The shift is simple but brutal:

Stop trying to manage your ADHD. Start designing your business around it.

How to Actually Build a Business That Works With Your Brain

  1. Stop fighting your energy cycles — weaponize them. Most ADHD entrepreneurs try to force 8-hour focused days. That’s insane. Instead, track when your brain actually works best (for many it’s 10pm-2am or random 4-hour hyperfocus bursts). Build your schedule around those windows. Protect them like gold. Do the deep, high-leverage work then. Use the low-energy periods for admin, calls, or recovery.
  2. Build “chaos containers,” not rigid systems. Traditional project management tools feel like cages. Create loose but effective structures that give your brain freedom. Use tools like Notion with massive flexibility, or body-doubling (working alongside someone virtually), or even hiring a “chaos wrangler” — an assistant who thrives on turning your scattered ideas into executable plans.
  3. Turn your rejection sensitivity into rocket fuel. That intense fear of letting people down or looking stupid? Channel it into creating ridiculously high standards for your customer experience or product quality. Use it as fuel instead of letting it paralyze you.
  4. Outsource the parts that make you want to die. The execution, follow-through, and maintenance phases are where most ADHD entrepreneurs lose. Hire or partner with people who love the details. Your job is vision, strategy, and big swings. Let someone else own the spreadsheets.
  5. Create external pressure on your own terms. Deadlines and public commitments work wonders for the ADHD brain. Use them strategically — announce launches, create beta groups, or work with coaches who understand neurodivergence instead of fighting it.

The entrepreneurs with ADHD who are quietly crushing it right now aren’t the ones who finally became “disciplined.” They’re the ones who stopped apologizing for how their brain works and started building empires that are specifically engineered for it.

They have teams that handle the boring stuff. They have systems that flex with their energy instead of fighting it. They’ve turned their “flaws” into the exact reasons their businesses stand out.

Your ADHD brain is not the enemy. The enemy was trying to play the game by rules that were never designed for you.

The moment you accept that and start designing everything… your calendar, your team, your offers, your processes — around how you actually operate, the struggle doesn’t disappear… but it becomes manageable, even exhilarating.

You were never meant to fit the mold. You were meant to break it and build something better.

The world doesn’t need another cookie-cutter entrepreneur. It needs the chaotic, brilliant, all-in, slightly unhinged visionaries who can only operate at full power when the game is built for them.

That’s you.

Stop trying to fix yourself. Start building the business that was always meant to be run by a mind like yours.

Your next breakthrough isn’t going to come from working harder or being more consistent. It’s going to come from finally giving yourself permission to work differently.

And when you do that? Watch what happens.

The same brain that once felt like a curse becomes the exact reason your business becomes unstoppable.

You’ve got this. Not despite the ADHD. Because of it.

If you want to learn more from me or send me a personal message I’ll respond to you on Instagram at https://instagram.com/iamjoelbrown speak soon!

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Motivation

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Disasters take everything in moments, but what people build after reveals something far more powerful.

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Disasters don’t just test infrastructure, they test people. In a matter of hours, floods can erase homes, earthquakes can reshape entire cities, and wildfires can turn familiar landscapes into ashes. (more…)

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