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Life’s Toughest Questions After Seeing Tim Ferriss Turn 40

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Recently, Tim Ferriss turned 40. Many think of him as the ultimate form of success.

His life is not as rosy as you may think. After one particular episode of his podcast, he admitted to turning 40 and trying to answer life’s toughest questions. With all of his wisdom and success, he still has the same challenges trying to answer life’s biggest questions.

To solve this challenge, he started emailing these tough questions to people he thought were the smartest in the world at life. While I don’t know the result, I know I’ve struggled with the same questions as Mr. Ferriss.

No one prepares you for life and these tough questions that we all face surround even the most successful people. This was a real “lightbulb” moment for me when I realized that Tim Ferriss, and others, suffer from the same questions that I find hard to answer.

So let’s explore these questions, so we’re all on the same page.

Am I no longer young anymore?

Tim Ferriss has certainly brought up this one a bit. Now he’s 40 he’s no longer in his 20’s or 30’s which officially makes him a grown man in many cultures.

What I’ve learned about my own age is that I felt like an old man at 21 and feel like a teenager now that I’m a bit older. Age is determined by how you feel. I do think, though, that we all get to an age where our conscious and subconscious minds align and realize that life doesn’t last forever.

Tim appears to have finally reached this point and that’s why he’s asked the questions that follow this one. He’s at a point where these questions can no longer be ignored or taken as something to address later in life. That’s what age can do to you. This happens to all of us at different times in our life.

Don’t fear these questions. Use them as motivation.

Will I ever find my one true passion?

Just like with my blogging, Tim Ferriss has many pursuits himself. With only one life, it’s difficult not to consider whether this one pursuit that has got you where you are will be your last. For many of us, it will. For some, we may change paths.

I think this question is near impossible to answer. All I’ve learned is that you must do what you love and make it a passion. You have to become consciously aware of at least one thing you can invest your time into. Without even trying to find a passion, there’s a strong chance you’ll never get close.

Sometimes our passion is hidden. Like mine for example; I love inspiring people and have used music, blogging and even video to deliver my passion. Look a little deeper and you may find that all of your pursuits center around one particular theme (mines inspiring others) – that’s your passion.

Is this person my life partner?

Now that Tim’s 40 he’s definitely talking a lot more about finding a partner and even kids. Until he turned 40, these themes were somewhat ignored from his popular podcast or glossed over. When you realize that you can’t live forever, you start to think about three things:

1. Do I want a life partner?
2. Is the person I’m currently seeing my life partner?
3. Do I realize there could be multiple life partners in my life?

The reality is that even if you find a life partner, they could die, divorce you or even cheat on you. Nothing is for life. With that said, I think it’s healthy to at least try and find a life partner otherwise you may live to regret it later on.

“You have to decide whether a life partner works for your model of the world. For many of you, you’ll find it will”

Do I want kids and how will it change my life?

This one’s been mentioned a few times by Tim and I don’t think he knows the answer yet.

“The challenge is tossing up between the commitment kids take versus the legacy you want to leave”

I never thought I wanted kids but I think if I left this world without any physical human legacy, I’d feel like I hadn’t tried everything life has to offer. Everyone I know that has had kids describes it as a feeling you can’t explain. This is a question you need to contemplate.

This question is one of life’s biggest ones and many people (including Tim Ferriss) haven’t answered it yet. Unfortunately, at some stage, this question must be answered with a yes or a no.

How will I deal with sickness or death?

As Tim has gotten older and recently turned 40, he’s experienced what it’s like to have people close to him die. People can die at any age but this reality becomes more apparent as you get older. Each time someone passes away, you’re reminded of your own mortality.

With each death, you have a choice to make: will you use death as a motivator or will you let it make you sad and remind you of your mortality?

Dealing with death hasn’t been easy for Tim and I suspect it’s the same for everyone. We all have to find a way to move on in life when tragedy or sickness takes someone we love.

What does success really mean to me?

If you think about all the success Tim Ferriss has had, this question is something he clearly ponders a lot. When you’re at the top of the mountain, it’s not all that hard to forget how challenging it was to get there.

I think Tim is still defining what success means to him and I believe he has at least realized it has nothing to do with podcast downloads, books sold or money in the bank. All of us need to at least get to this level at some stage in our life. Defining what success is beyond these mediocre metrics is the mysterious puzzle to solve. Luckily puzzles are fun and intriguing.

“Based on what I’ve seen of Tim, I think the one thing he hasn’t mastered is how he can mentor others beyond his podcast and books”

While his podcast and books help us all greatly, deep down, Tim knows that it also tickles the fetish he has for experimentation and talking to leaders.

Doing something solely for the purpose of helping others and having no real personal gain is the next level. I’m not there yet either and I think we all arrive there at some point. Both Tim and I will hopefully discover this feeling later in life before we leave this world.

I’d love you to discover this same concept of success for yourself too.

So what do you do now with these questions?

We’ve come a long way in a relatively small number of words. This post is designed to point out these questions, so you don’t lose sight of them.

I may have presented more questions than answers and that’s okay.

Here are some answers to these questions to ponder:

– There’s a high chance there isn’t one of anything.
– You’ll know when something feels right. Trust your judgment.
– What you value could be very different to everyone else and that’s cool.

Tim Ferris, myself, and anyone else you may follow all have the same questions to ponder. If you realize that after reading this at the very least, then my job is done. If you didn’t, then read this blog post again.

Everyone you meet in life is having their own battle with these life questions. These questions create fear, sadness, awareness and happiness all at the same time.

These life questions are the meaning of your life. I’ve just given you the most difficult challenge you’ll ever face in life and only just come to terms with that. It’s okay though – someone has to be the messenger.

Answer these questions above and you’ll know what life means to you. Good luck!

If you want to increase your productivity and learn some more valuable life hacks, then join my private mailing list on timdenning.net

Aussie Blogger with 500M+ views — Writer for CNBC & Business Insider. Inspiring the world through Personal Development and Entrepreneurship You can connect with Tim through his website www.timdenning.com

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Life

How Learning the Skill of Hope Can Change Everything

Hope isn’t wishful thinking. It’s a state of being and a skill that has profound evidence of helping people achieve success in life

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Hope as a skill
Image Credit: Midjourney

Hope isn’t wishful thinking. It’s a state of being and a skill that has profound evidence of helping people achieve success in life.

Wishful thinking, on the other hand, is like having dreams in the sky without a ladder to climb, having a destination without a map, or trying to operate a jet-engine airplane without instructions. It sounds nice but is impossible to realize. You don’t have what you need to make it happen!

What Real Hope Is

Real hope is actionable, practical, and realistic. Better yet, it’s feasible and can be learned.

One popular approach is Hope Theory. This concept is used by colleges to study how hope impacts students’ academic performance. Researchers found that students with high levels of hope achieve better grades and are more likely to graduate compared to those with less hope.

Hope can be broken down into two components:

  1. Pathways – The “how to” of hope. This is where people think of and establish plans for achieving their goals.
  2. Agency – The “I can” of hope. This is the belief that the person can accomplish their goals.

Does Hope Really Work?

According to Webster’s Dictionary, hope as a noun is defined as: “desire accompanied by expectation of or belief in fulfillment.”

As humans, we are wired to crave fulfillment. We have the ability to envision it and, through hope, make it a reality.

My Experience with Hope

For 13 years, I was a hopeless human. During my time working at a luxury hotel as a front desk agent earning $11.42 per hour, I felt the sting of hopelessness the most.

The regret of feeling my time was being stolen from me lingered every time I clocked in. Eventually, I decided to do something about it.

I gave myself permission to hope for something better. I began establishing pathways to success and regained agency by learning from self-help books and seeking mentorship.

Because I took action toward something I desired, I now feel more hope and joy than I ever felt hopelessness. Hope changed me.

Hope Actually Improves Your Life

Wishful thinking doesn’t work, and false hope is equally ineffective. Real hope, however, is directly tied to success in all areas of life.

Studies show that hopeful people tend to:

  • Demonstrate better problem-solving skills
  • Cultivate healthier relationships
  • Maintain stronger motivation to achieve goals
  • Exhibit better work ethic
  • Have a positive outlook on life

These benefits can impact work life, family life, habit-building, mental health, physical health, and spiritual practice. Imagine how much better your life could be by applying real hope to all these areas.

How to Develop the Skill to Hope

As acclaimed French writer Jean Giono wrote in The Man Who Planted Trees:
“There are also times in life when a person has to rush off in pursuit of hopefulness.”

If you are at one of those times, here are ways to develop the skill to hope:

1. Dream Again

To cultivate hope, you need to believe in its possibility. Start by:

  • Reflecting on what you’re passionate about, your values, and what you want to achieve.
  • Writing your dreams down, sharing them with someone encouraging, or saying them out loud.
  • Creating a vision board to make your dreams feel more tangible.

Dreams are the foundation of hope—they give you something meaningful to aspire toward.

2. Create an Environment of Hope

  • Set Goals: Write down your goals and create a plan to achieve them.
  • Visualize Success: Use inspirational quotes, photos, or tools like dumbbells or canvases to remind yourself of your goals.
  • Build a Resource Library: Collect books, eBooks, or audiobooks about hope and success to inspire you.

An environment that fosters hope will keep you motivated, resilient, and focused.

3. Face the Challenges

Don’t avoid challenges—overcoming them builds confidence. Participating in challenging activities, like strategic games, can enhance your problem-solving skills and reinforce hope.

4. Commit to Wisdom

Seek wisdom from those who have achieved what you aspire to. Whether through books, blogs, or social media platforms, learn from their journeys. Wisdom provides the foundation for real, actionable hope.

5. Take Note of Small Wins

Reflecting on past victories can fuel your hope for the future. Ask yourself:

  • What challenges have I already overcome?
  • How did I feel when I succeeded?

By remembering those feelings of happiness, relief, or satisfaction, your brain will naturally adopt a more hopeful mindset.

Conclusion

Hope is more than wishful thinking—it’s a powerful skill that can transform your life. By dreaming again, creating a hopeful environment, facing challenges, seeking wisdom, and celebrating small wins, you can develop the real hope necessary for success in all aspects of life.

Let hope guide you toward a brighter, more fulfilling future.

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Life

The 5 Stages of a Quarter-Life Crisis & What You Can Do

A quarter-life crisis isn’t a sign you’ve lost your way; it’s a sign you’re fighting for a life that’s truly yours.

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what is a quarter life crisis
Image Credit: Midjourney

The quarter-life crisis is a well-defined set of stages—Trapped, Checking Out, Separation, Exploration, Rebuilding—one goes through in breaking free from feelings of meaninglessness, lack of fulfillment, and misalignment with purpose. I detail the stages and interweave my story below. (more…)

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Life

Here’s The Thing About Learning, Unlearning, and Relearning

Stop hoarding and start sharing your knowledge and wealth for the benefit of humankind

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sharing your knowledge
Image Credit: Midjourney

Few people have the habit of hoarding their wealth without spending.  However, it limits their motivation as they tend to get into their comfort zones.  When people start spending money, then there will be depletion in their coffers. (more…)

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Life

3 Steps That’ll Help You Take Back Control of Your Life Immediately

The key to finding “enough” is recognizing that the root of the problem is a question of self-esteem and deservedness

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How to build self worth
Image Credit: Midjourney

“It’s never enough.” (more…)

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