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It’s a go-go world of busy, busy, busy.

With days scheduled from start to finish, what time is left for random acts of conspicuous kindness, welcoming serendipity, or just saying yes to more adventure?

Thoughtful preparation is often required to coordinate whatever it may be. There’s value in staying organized, but over planning is a trap. The thirst for productivity has made busy look to be successful. How often do we hear pride disguised as disgust, as someone complains about the constrictions of their frantic calendar? Yes, prerequisites include boundless hard work, a healthy obsession, and endless sequencing to be remarkable, but unexpected opportunities emerge when we’re not captive to a calendar.

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Planning is based in fear.

Doing is based in success.

Renting time can be lucrative, but in our connected era, there are ways to efficiently get things done without falling victim to a stacked routine of back-to-back everything.

Meetings led by talking heads, fracturing lunch affairs, and youth sports are all common versions of this trap. Each activity is cool, but when combined, days are booked and every night has something. A few hacks for each include less scheduled meetings throughout the week, but an eagerness to meet anytime. Instead of lunch, meet folks for a brew on either side of the day and consider more adventurous ways to share time. Audibles include parlaying a first meeting with an event, going for a walk and talk, or adding nature into the interaction. This breaks routine and conversations can be more provocative as a shared encounter adds depth to any relationship. Lastly, appreciate limitless play, but organized sports will not define a child’s future. In fact, it more commonly limits the experiences a family enjoys together. The entire game resets at puberty and even at high levels, the idea that sports provide a lasting future is one of society’s biggest fallacies. Organized sports deliver camaraderie, fitness, teamwork, loyalty, problem solving, business opportunities, and a competitive rush, but camps provide these benefits with less time and cost required.

Comfort without a plan leaves space for the unexpected. Things will not always come together, but if the calendar is a tool to keep promises while staying quietly organized, complacency gets replaced with unplanned marvel. If you feel oversubscribed, try flying without a plan. May the voids filled with no agenda unravel a freedom to be your best.

By Ben McDougal, ago

Fructifying Fortitude

Watching toddlers learn to walk is adorable. This right of passage also reminds us how fresh motivation may be needed when progress seems to stall.

At first, early moves felt natural and crawling has done the job. As children see what’s possible, expectations are raised. With parental guidance, promising signs are filled with excitement and success feels within reach. Time passes though, and sometimes that loving motivation can lose its luster. Progress stalls and concern can start to brew, but what if the breakthrough is just waiting for a fresh source of encouragement? Even when it’s on accident, as new motivation is introduced, almost all at once, progress proceeds. We scramble for the camcorder and those precious first steps are enjoyed by all. Six more weeks of practice is needed, but this achievement renews momentum that keeps our little ones moving forward.

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For parents smiling as they read this, know that Pure Wonder, #1 DAD, Winding Whys, Training Wheels, Playforce, Santa is Real, and many of the emerging episodes from You Don’t Need This Podcast are just as fun!

For students, entrepreneurs, and intrapreneurs building around new ideas, the dance with innovation may also require shifting gears once in awhile. Next time an engine stalls, step back to consider that alternate angle, talk to peers with different perspectives, take a little time away, or show up unannounced to adapt and get back in business.

By Ben McDougal, ago

Training Wheels

When training wheels come off a child’s bike, it’s a breakthrough moment.

Learning to ride a bicycle was not as easy as it looked. The early excitement of that new bike was bolstered by the comfort of training wheels. These little stabilizers provided balance, but eventually became self-limiting. Whether you remember learning to ride a bike or have helped a little one figure it out, the urge to remove such limitation forms fast.

Removing training wheels only takes a minute, but then fear sets in. The challenge of staying upright, maintaining speed, avoiding obstacles, and falling without getting hurt feels overwhelming. Even with the support of others, success seems out of reach, until it clicks. Like magic, trepidation transforms into gliding independence.

Moving beyond the comfort zone that training wheels provide children, reminders us how wonderful it feels to overcome hardships. Considering how easy it can be to leave training wheels on too long, also awakens thoughts of how contentment can lead to complacency.

Being content without becoming complacent is a constant test. One moment you’re grateful for all that is, then soon you’re wondering why you feel oddly stuck. Perhaps this is because the more complacent we become, the more rigid we get. This rigidity often devolves into a stronger fear of change. When the movement that comes with change becomes associated with risk, it’s common to feel stuck, stagnant, or even irrelevant.

If training wheels are holding you back, initiative can set you free and persistence will keep you moving. When movement is gratifying, even when it’s hard, you’re set free to keep shifting gears as you ride toward what’s next.

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It was energizing to see so many friends at #TSDemoDay! This was a community celebration and milestone moment for entrepreneurs pushing beyond their own comfort zones, as this 2022 class emerged from the Techstars experience.

By Ben McDougal, ago

Feng Shui

Welcoming the unpredictable forces of life, provides ease and creates space for energizing adaptation. Peace awaits those who appreciate all that is, without worrying so much about all that is not. That said, we know this doesn’t mean everything just falls into place. It takes initiative, consistency, awareness, and sacrifice to find your own version of equanimity.

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It’s not a rainy day. It’s free water.

As I felt the warm wind of this sunset cruise on a glass lake, Kid Cudi mentioned feng shui and got me thinking about this week’s writing. Similar to how one may setup the space of a home to harmonize with nature, we can connect elements of our own career portfolio to feel the universal benefits of feng shui.

The places you visit, the people you’re with, and the art you generously create all connect through you. Over a lifetime, you become an environment for others, and this becomes your legacy. If there’s passion, diversity, intellectual humility, and overall harmony within your environment, your impact on the universe can be serendipitous and my hope is that the way you spend your time, will add up in the end.

By Ben McDougal, ago

Winding Whys

Asking “why” seems to be innate.

As soon as kids learn to speak, the inquisitions begin. The first few whys may emerge from innocent curiosity, but it’s easy to tell when the game is underway.

It’s easy to see how endless whys may lead to frustration (especially when it’s bed time, eh), but I’ve found joy in making these winding whys into a fun challenge for myself. Instead of shutting things down, I enjoy trying to quickly answer every why with an accurate answer. Can I mindfully outlast the youngster’s attention span? What fun!

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I’ve enjoyed winding whys many times, but “Dad, why do you love me?” gave me pause. I found myself feeling appreciative as I tried to coalesce endless reasons into one answer.

As I poked around, it felt trite to reflect on how humans have so many whys we can not answer. Instead of going down the paradoxical path or leaning into understanding our own whys, I found the Five whys interesting.

Developed by system thinkers inside Toyota back in the 1980’s, this iterative Five whys technique was used to explore the cause-and-effect relationships underlying a particular problem. When following 14 specific rules, after exactly five whys, the last answer often points to a process that is not working well or does not exist. This rigid technique has critics and would seemingly lead to shortsighted interpretations, but it was fun learning about this historic use of why. Knowing the value of complexity vs. simplification, as well as, so many other methods like active listening, Socratic questioning, casual diagrams, storytelling, inverse charisma, and pure wonder, the Five whys may not answer all the winding whys of our world, but perhaps it’s another tactic to throw in the mix.

Why not?

By Ben McDougal, ago