The Journey of a Thousand Mistakes

The Journey of a Thousand Mistakes

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Have you ever felt like you’ve been holding yourself back? I have. But the time for uncertainty has passed. Join me as I embark on an epic journey to level up my life. Each week, I’ll push myself so far out of my comfort zone I’ll either crash and burn or reach untold heights. One way or another, I’ll emerge from the experience a much wiser man. Learn from my mistakes or go make your own. The choice is yours, but whatever you do, don’t let life pass you by.


Challenge 28: Taking a Break - FINAL EPISODE
Jul 12 • 8 min
CHALLENGE: Take a break for a week. OUTCOME: I relaxed and thought things through. TAKEAWAYS: Breaks are necessary for self-evaluation. It’s time for me to try something new. CONCLUSION: Embrace your fears. Visit TheJourneyOfAThousandMistakes.com to begin…
Challenge 27: Left-Handed For a Week
Jul 5 • 5 min
CHALLENGE: Try being left-handed for a week. OUTCOME: It was awkward. Precision activities (writing, brushing your teeth, eating with a fork/spoon, etc.) were incredibly difficult in the beginning, but I grew most accustomed as the week went on.…
Challenge 26: Boredom
Jun 28 • 7 min
CHALLENGE: Spend 2 hours each day doing nothing. OUTCOME: I thought I’d be bored out of my mind, but it turns out doing nothing is pretty fun. In fact, I almost prefer it to watching TV. Almost. TAKEAWAYS: Boredom isn’t as bad as most people think. Not…
Challenge 25: Extreme Ownership
Jun 21 • 6 min
CHALLENGE: Take full responsibility for EVERYTHING in my life for 5 days. OUTCOME: I failed miserably because I didn’t define triggers to identify the moments where I wasn’t taking ownership of my life and my action. TAKEAWAYS: I must clearly define the…
Why You Should Improvise
Jun 14 • 5 min
REASON 1: It boosts your confidence and can, at times, make you feel like a badass. REASON 2: It makes you happier by interrupting the monotony of everyday life. REASON 3: It reminds you that you’re not perfect—yes, that’s a good thing. Visit…
Challenge 24: Improvisation
Jun 14 • 7 min
CHALLENGE: Improvise for one hour each day. OUTCOME: I did a bunch of random things and had loads of fun. TAKEAWAYS: Life is unpredictable. Improvisation is fun and boosts your confidence. You never know what will happen, so stop trying to control…
Challenge 23: Holding My Breath for 5 Minutes
Jun 7 • 8 min
CHALLENGE: Practice holding my breath and try for a new personal best of 5 minutes. OUTCOME: I pushed myself as hard as I could and, on the final attempt, I managed to hold my breath for 5 minutes. TAKEAWAYS: You never know what you can accomplish until…
Challenge 22: Expectation Detox
May 31 • 6 min
CHALLENGE: Avoid setting expectations for 5 days. OUTCOME: Determining success or failure is difficult as most of the expectations we set for ourselves and the ones around us are subconscious, but I’m really happy with the results of this challenge.…
How to Be Productive When It’s Nice Outside
May 24 • 5 min
TIP 1: Schedule your day. It will keep you from getting distracted. TIP 2: Use Deep Work and Block Time to remain focused during your periods of work. TIP 3: Have fun. Do something you enjoy EACH DAY for at least ONE HOUR. TIP 4: Do less. You don’t have…
Challenge 21: Reading
May 24 • 9 min
CHALLENGE: Read for one hour each day. OUTCOME: I read an average of one hundred pages each day. TAKEAWAYS: Reading doesn’t strain the eyes; it relaxes them. Mental fatigue is NOT a valid excuse to skip your reading session. And, finally, reading is SUPER…
Challenge 20: Running
May 17 • 11 min
CHALLENGE: Run for 30 minutes each day. OUTCOME: I ran. It was awesome… and it also kind of sucked (like most things in life.) TAKEAWAYS: I was reminded of how freeing running can be. I also realized simple challenges that have a direct impact on my life…
Challenge 19: Daily Creativity
May 10 • 5 min
CHALLENGE: Do something creative for 30 minutes each day. OUTCOME: I drew. It was awesome! TAKEAWAYS: I doddle almost every day, but I never thought of myself as an artist. This challenge reminded me of the importance of creativity and allowed me to get…
Challenge 18: Sleeping on the Floor
May 3 • 8 min
CHALLENGE: Sleeping on the floor for 5 days. OUTCOME: The first night was difficult. I kept waking up and was exhausted the next day. I eventually grew accustomed to it, but I wasn’t as productive as I normally am. TAKEAWAYS: I NEED proper rest in order…
How to Structure Your Day
Apr 26 • 6 min
This is what my weekday schedule looks like as of this writing. I’m constantly tweaking it to maximize productivity and life enjoyment, but this should give you a good idea of how I structure my days. Keep in mind this is MY preferred way of spending my…
Challenge 16-17: The Schedule Experiment
Apr 26 • 6 min
CHALLENGE: Schedule EVERYTHING for a week, then schedule NOTHING for a week. OUTCOME: As expected, I was WAY more productive when I meticulously scheduled my day. Surprisingly, I wasn’t happier when I went with the flow and planned nothing. TAKEAWAYS:…
Top 5 Tips to Stay Centered During Chaos
Apr 19 • 3 min
TIP 1: Don’t panic. It only makes things worse. TIP 2: Connect with your friends and family. If you can’t do it in person, reach out via phone, email, or video conferencing. TIP 3: Seek solitude. Much like connection, solitude is necessary for emotional…
Challenge 15: Letters of Appreciation
Apr 12 • 5 min
CHALLENGE: Write a letter of appreciation to someone who positively impacted my life each day for 5 days. OUTCOME: The process of writing the letters was enriching and brought me closer to everyone who received them. TAKEAWAYS: Expressing gratitude brings…
Challenge 14: Don’t Talk
Apr 5 • 7 min
CHALLENGE: Don’t talk for 5 days. OUTCOME: I messed up four times on the first day, but kept going and ended up getting to four and a half days without speaking a single word. TAKEAWAYS: I talk WAY too much, lol. Silence allows you to be more present and…
How to THRIVE during the Coronavirus Pandemic - STEP 5: REACH OUT
Mar 27 • 3 min
Grab your journal and review the goal you picked yesterday. Go through the five steps, then break down the first one into sub-steps. The goal is to complete one small task each day so that you’re ALWAYS moving toward your goal. Start today. Then, reach…
How to THRIVE during the Coronavirus Pandemic - STEP 4: STRATEGIZE
Mar 26 • 4 min
Grab your journal and go through yesterday’s list of goals. Pick two positive ones (new skills, positive habits, etc.) and one negative one (things/people you want to remove from your life.) Then, select the one you want to focus on first and list the…
How to THRIVE during the Coronavirus Pandemic - STEP 3: ANALYZE
Mar 25 • 2 min
Grab your journal and review yesterday’s list of successes, failures, and missed opportunities. Then, find a quiet spot and spend 10-15 minutes brainstorming what you want your post-coronavirus life to be like. Make a list of all the things you want to…
How to THRIVE during the Coronavirus Pandemic - STEP 2: REVIEW
Mar 24 • 3 min
Grab a journal, find a quiet spot, and take thirty minutes to review your life. What have you done in the past few months? Make a list of all the things that helped you and those around you. Make another list with all the things you did that brought no…
How to THRIVE during the Coronavirus Pandemic - STEP 1: DON’T PANIC
Mar 23 • 3 min
The world is in chaos, and everyone is freaking out. But what if you chose to ignore the pandemonium? What if you chose to lead rather than follow the herd? What if you chose to grow rather than cower in fear? This is the moment you’ve been waiting for,…
Challenge 12: Remove Expectations
Mar 22 • 9 min
CHALLENGE: Remove expectations and stress from my life for 5 days. OUTCOME: I stopped feeling bad for not accomplishing the things I wanted to accomplish. TAKEAWAYS: Perception is everything. Feeling guilty accomplishes nothing. Neither does stressing…
Challenge 10-11: Talk to Girls & Strategize
Mar 15 • 12 min
CHALLENGES: Talk to 3 girls/day for 5 days & Strategize. OUTCOME: I fell ill and only talked to 3 girls. I also tried to figure out my next move, but I have yet to find a suitable solution. Sigh. TAKEAWAYS: Life is uncertain. Sometimes, you just have to…
Bonus Challenge 2: Talking to Strangers
Mar 1 • 8 min
CHALLENGE: Talk to 3-5 strangers each day for 30 days. OUTCOME: I didn’t skip a single challenge, and ended up talking to 118 people. TAKEAWAYS: Talking to strangers is WAY easier than I thought. Most people are kind, though I did run into a few…
Challenge 9: Procrastination Detox
Mar 1 • 8 min
CHALLENGE: Don’t procrastinate for 5 days. OUTCOME: I procrastinated. A LOT! But that’s not necessarily a bad thing. TAKEAWAYS: Focused work is important but trying to maximize every second of every day is a recipe for disaster. You need time to relax and…
Challenge 8: Pretending I’m Going to Die
Feb 23 • 10 min
CHALLENGE: Pretending I’m going to die. OUTCOME: I told my loved ones how much I cared about them and had short—but meaningful—conversations with them. It was awesome! TAKEAWAYS: I stress WAY too much. I need to relax more and enjoy life. CONCLUSION: Life…
Challenge 7: Meditation
Feb 16 • 11 min
CHALLENGE: Meditate one hour each day. OUTCOME: It was easy… and incredibly boring. I counted the seconds until the timer went off and nearly fell asleep countless times. TAKEAWAYS: Prolonged meditation isn’t for me. Still, the mind needs time to rest and…
Challenge 6: Waking Up At 5:00 AM
Feb 9 • 11 min
CHALLENGE: Wake up at 5:00 AM. OUTCOME: I barely slept, woke up at 5:00 AM, and felt exhausted the entire time. TAKEAWAYS: Sleep is SUPER important! Life is so much more fun when you’re not tired. CONCLUSION: Getting up at 5:00 AM SUCKS when you’re not…
Bonus Challenge 1: No Sugar for 30 Days
Feb 2 • 6 min
CHALLENGE: No Sugar for 30 Days. OUTCOME: I stopped eating sugar for a month. Halfway through, I accidentally ate a handful of gummy bears—I didn’t realize it until AFTER I’d eaten them—but I didn’t let that stop me. I got back on track and finished the…
Challenge 5: Keep Track of EVERYTHING! + CONFESSION
Feb 2 • 14 min
CHALLENGE: Keep Track of EVERYTHING! OUTCOME: I tracked everything I did for 5 days. Most of my time is spent on things I value, but I should focus on maximizing my productivity so I can have more free time. TAKEAWAYS: I watch too much TV. Exercising…
Challenge 4: TV detox
Jan 26 • 5 min
CHALLENGE: Quitting TV for a Week (5 days.) OUTCOME: Honestly, quitting TV (yes, that includes Netflix and YouTube) wasn’t that hard. It gave me WAY more free time to do the things I really enjoy and allowed me to be bored, something I feel we can all…
Challenge 3: Cold Showers
Jan 19 • 9 min
CHALLENGE: Take cold showers for a week (5 days.) OUTCOME: I took 5 cold showers, starting at one minute and working my way up to five minutes. The first minute or so was pretty intense, but then my body got used to the cold, and the next two minutes…
Challenge 2: Planning the Most Epic Year Ever!
Jan 16 • 12 min
Challenge: Plan the most epic year ever. Outcome: The planning portion of this challenge took just over an hour, but I spent days trying to figure out what I wanted to accomplish this year. I tend to overestimate what I can accomplish, so I kept things…
Challenge 1: The 7-Day Fast
Jan 8 • 7 min
Goal: Fast for 7 days. Outcome: The first two days were great, but I had a massive headache throughout the third day, and I ended up eating just after the third day ended. I took a full day off but decided to end the week strong by doing another three-day…
The Journey Begins…
Jan 1 • 3 min
The Journey of a Thousand Mistakes has officially begun.