Not long ago, I read Tribe of Mentors by Timothy Ferris.
In the book, the author asks dozens of thought leaders several interesting questions. Many of the answers were fascinating. As I read the book, I started wondering how I would answer the same questions. So I did. My answers are below:
What is one of the best or most worthwhile investments you’ve ever made?
Exercise
In 2002, my wife and I decided that exercise was like brushing your teeth: non-optional. We've worked out six days a week since then. Sometimes we love it, sometimes we hate it, but it's always non-optional. It was that simple. Now that I'm getting close to 50 and seeing the health of some of our friends who haven't taken care of themselves, I can easily say prioritizing health has been the most worthwhile investment I've ever made. It's nice to be able to do things like hike The Path of the Gods along the Amalfi coast. (Pictured above)
Love of learning
I've cultivated a love of learning and a love of reading. The leaps I've made both personally and in business due to those two habits cannot be overstated. I can't imagine trying to run our company based on the limited knowledge I was taught in school.
Investing in myself / my own company
If you want to be financially free, there is probably no better investment you can make than an investment in yourself, and that often takes the form of investing in your own company. It could be your life's work, as it is in my case, or it could be a fun side-hustle. Either way, it's a great investment.
Travel
My wife and I made traveling the world a priority before we turned forty. Making travel a priority while we were still young-ish has turned out to be one of the best investments we ever made. Travel expands your mind and your attitude like nothing else. There is something magical about spending time immersed in another culture and learning that the "American way" is not the only way.....or even the best way. If I had a kid, I would seriously think about telling him to skip college and use the money to travel the world seeking private study with masters in the areas he wished to learn.
If you could have a gigantic billboard anywhere with anything on it—metaphorically speaking, getting a message out to millions or billions—what would it say and why?
Nothing. Everyone is looking down at their phones anyway and wouldn't see the billboard. And, I actually can already reach anyone I want to that way - by buying targeted advertising that reaches them right on their smartphones. Think about how amazing that is. It's a shift that most people aren't really taking advantage of.
What purchase of $100 or less has most positively impacted your life in the last six months (or in recent memory)?
Four items recently:
1. I bought the album of an indie singer/songwriter I discovered in San Francisco named
Sam Johnson. Love his music. My wife and I jam to it every weekend.
2. I splurged on a nice backpack by Everki. The improvement that a great backpack brings to my life daily and, especially, when I travel is incalculable.
3. I got tired of trying to rely on outdated iHome devices or tying into hotel televisions to hear music when we travel, so I finally bought a Bose wireless bluetooth speaker. The little thing sounds amazing and our time traveling is now 1000X more enjoyable. It works great to bring music to our back patio as well. Never underestimate the power and importance of music.
4. If you suffer from allergies, like I do, then do yourself a favor and get a nasal rinse kit. It makes a HUGE difference. I recommend
Neilmed.
When you feel overwhelmed or unfocused, or have lost your focus temporarily, what do you do?
I essentially have four responses to being overwhelmed or unfocused:
1. I Play guitar - this always takes my mind off the current issue and calms my mental state. It also allows my subconscious to take over and I often solve the problem while I'm playing and not trying so hard.
2. I go for a walk. If it's a nice day this is a great way to get away, calm down and come back feeling recharged.
3. Switch to another project - Sometimes you just hit a wall on a given project and, if you're not feeling burned out, you can simply switch to another project for a while.
4. Like Greg Norman said in his response, sometimes I'm just frustrated and need to yell "F**K" as loud as I can. It doesn't sound like a healthy response, but it actually can help to let it out verbally.
In the last five years, what have you become better at saying no to (distractions, invitations, etc.)?
Saying "no" has always been a strength of mine and I've always been good at it. This is a hugely important skill to master. Saying "no" has allowed me to build my entire company. I'm often invited to "grab coffee", participate in a panel, judge a hackathon, go to investment pitch dinners, etc. If I actually did those things, I would have never had the time and the focus necessary to build BoldBrush and FASO into the businesses they are today. Like Steve Jobs said, "People think focus means saying yes to the thing you've got to focus on. But that's not what it means at all. It means saying no to the hundred other good ideas that there are." I've always operated under that same philosophy. Honestly, given where I am today, I actually think that I probably need to learn to say "yes" every now and then.
What is an unusual habit or an absurd thing that you love?
I have a few unusual/absurd habits: I drink Diet Coke, probably too much of it. Yes, I know people think it's poison. People who eat too much sugar and never work out love telling me that I need to stop drinking diet coke. But, you know, I'm human and I'm allowed a vice too. I like to learn rap songs. It seems absurd for a skinny white guy like me to be channeling Lil' Wayne or Busta Rhymes, but, you asked for an absurd thing that I love. Cats - I really dig cats and they seem to dig me. My friends call me the "cat whisperer." I've started carrying cat treats with me when I travel so that I can befriend the street cats we come across. And lastly, for some reason, I view taking the elevator instead of the stairs as a weakness of some sort. So I usually take the stairs if going up less than ten stories. But here's the really absurd thing: In the building where the BoldBrush office is located, you can't take the stairs from the first floor to the second floor. So, when I get to work, I take the elevator to the 2nd floor and then run up the stairs to the 8th floor. I stopped making my coworkers join me when one of them nearly hyperventilated.
Street cats in Italy - eating pasta, of course!What are bad recommendations you hear in your profession or area of expertise?
We see lots of well-meaning people trying to "help" artists market their art. This could often be advice from a friend, a family member or even a spouse who has some experience in marketing "regular" (not artwork) products. People like this often tell artists "Marketing is marketing. I know how to market {{fill in the blank}}, so we can just apply that knowledge to marketing your art." Sounds logical, but, it's completely wrong. Marketing art is a unique endeavor and it is not like marketing most other products. If you attempt to market art like you market most products, you'll end up wasting a lot of time doing things that don't help very much, and you won't spend enough time doing the things that really work. Tell your well-meaning friend "thanks, but no thanks" and go learn how to actually market art.
What advice would you give to a smart, driven college student about to enter the “real world”?
Try to take a year off and travel the world. If that's not possible, try to arrange at least a semester to study abroad. Also, try to keep your options open as long as possible. Once you graduate, people will expect you to get locked into a career, get married, have kids. Those aren't necessarily bad things, but, each step along that path locks the future direction of your life somewhat. It's quite likely at your young age that you may still discover something new you want to pursue, so the longer you keep your options open, the better.
In the last five years, what new belief, behavior, or habit has most improved your life?
While I still struggle daily to find the "correct" place mentally, I would say that learning to keep things in the proper perspective has most improved my life. It's a cliche, but life is not a practice run. The important things are not paperwork, money and things. They are friends, loved ones, and experiences. So I've learned not to put life "on hold" until some future date or until some nebulous future goal is met. I'm living life, now. As an example, we just spent a month in Italy with friends. Many of my contemporaries in tech tell me, as they work 70 hours a week, "I don't understand how you can run a tech company and go to Italy for a month." That always strikes me as strange, because some of these are people who sold their first companies for many millions of dollars. If anyone could afford to take off and go to Italy, it's them, not me. But after selling their first companies, they jump right back in and end up creating another job for themselves that chains them to the brutal work schedule of modern life. My response is usually something like, "I don't understand how you can't go to Italy for a month. What are you waiting for?"

Enjoying Guitar with Friends
What are one to three books that have greatly influenced your life?
1. For philosophy/perspective, Man's Search for Meaning by Viktor Frankl
2. For business/marketing, Positioning: The Battle for Your Mind by Al Ries (and his related books)
3. Fiction: the Harry Potter series.
This post was inspired by reading Tribe of Mentors by Tim Ferris. If you'd like to read the answers to these questions by many famous though leaders, I encourage you to get a copy of
Tribe of Mentors for yourself at
this link.
Clint Watson
BoldBrush/FASO Founder & Art Fanatic
View of Amalfi Coast from the Isle of Capri
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