Retirement

Birding

Bird watching is a peaceful place.

I enjoy the variety of flying colors, the sounds, the squabbles, and if you watch long enough, you’ll see a symphony of movement unfold. My local favorites are the goldfinch and blue jay. Birding is a simple pleasure, but that’s the point, eh. Quiet appreciation for the small things invites us to settle into each moment.

The world is wild and endless distractions make us feel frantic when there’s so much to do. Birding, or appreciating whatever the understated beauty may be, can help us stay centered. As this layer of mindfulness becomes part of your practice, it gets easier to slow things down just enough to ensure we don’t miss life along the way.

By Ben McDougal, ago

Tenured

Recognize, connect, and support those who consistently delight those they serve over a prolonged period of time. Rewarding such an initiative makes sense, but at what point does the comfort of a rewarded role devolve into a willingness to sail into the sunset?

When starters run into the aloof, misaligned energy can lead to a standoff. Time is the ultimate release, but what if progress is needed now? Every situation is different because of the complexity of an environment and the people/organizations involved, but here are tactics that seem to work no matter the circumstance.

The first uses social currency. It requires a change maker to set their ego aside, and instead, celebrate all that’s been achieved by the accomplished, yet tired gatekeeper. Use respect, kindness, and appreciation to form a bond. Relationships that feel less transactional often create leniency toward new ideas. When a crack in the wall of inactivity is created, be glue that maintains the integrity of the existing system. For example, “I’m too busy” is a common qualm, so lean into that pain by offering to execute on the idea that has sparked mutual interest. It’s important to be realistic in these moments, because when promises are made, credibility is on the line. As you not only light a path toward progress, but also champion change by evolving ideas into reality, trust is gained and your ability to continue making a ruckus increases. Want to extend your leash further? Take responsibility for failures, but give all the credit away when success is achieved.

If a larger organization is involved, another interesting tactic invites the tenured leader to level up the team by activating a colleague. This provides a new hire the chance to get involved within the entrepreneurial ecosystem, while the organization is seen as engaged within their community. It’s hard for some to understand that time spent in the wild is often more valuable than clocking time in the office, but if the organization allows this person to show up without limitation, everyone wins. The new community member feels the innovative energy and brings more intrapreneurial vibes into the organization, while the community benefits by having another trusted organization in the mix.

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“The way we make things better is by caring enough about those we serve to imagine the story that they need to hear.” -Seth Godin

If you’re reading this, you may be tenured, but it’s unlikely you’re tired. That said, we’ve all found ourselves in a motivational rut or lacking a clear sense of purpose. Along with a few solid sleeps, when I feel the urge to settle, it helps to have fun, build into other areas of your career portfolio, take a few days to rest if necessary, and then get back into the startup community. This creates opportunities to #GiveFirst, ask for help, or get extra curious about the creative work of others. Soon you’ll find new opportunities to collaborate.

New connections that emerge can bring you out of the motivational rut. They can boost your care meter and will add fresh personality to your work. Along with sparking fresh direction(s), you’ll be motivated by others and soon find new ways to be generous with your art. If you’re still thirsty for motivation after tapping into the entrepreneurial ecosystem, I’m here for you as well. Together, we can refuel the idea machine to avoid wasting any more time with being tenured, but tired. Sleep when you’re dead, my friends. Let’s keep building.

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“There will come a time when you believe everything is finished. That will be the beginning.” -Louis L’Amour

By Ben McDougal, ago

Shifting Gears

Can you hear a distant motorcycle bolting into the night?

Hearing the sound of speed puts that wind in my face, but twas the night before we kicked off the 2022 class for Techstars Iowa Accelerator. This had me reflecting on the gear shifting that occurs in any growth process.

That first gear of any manual transmission is dedicated to initiating motion. It won’t get you very far, but as the red line arrives, a shift bring you into the next gear that builds on the momentum. As that next gear tops out, yet another shifts moves you further, with higher gears that eventually brings you to full speed.

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I owned a fast motorcycle in college. I treated the danger with redeeming respect, but after pushing this Yamaha FZR600 to 150mph, it was time to sell it…on eBay. In addition to speeding up, shifting gears also helps us slow down. Now I’m more of a convertible guy, cruising toward that wonderful wind in my face.

Any journey is a dance, but your destination would not have been reached without an ability to temporarily lose power in exchange for more lasting capacity.  Whether it’s personal or business growth, intellectual humility and recognizing when you’ve reached a limit, provides awareness required to drop the clutch.

By Ben McDougal, ago

Hole-In-One

I grew up playing golf, but inadvertently fell out of the game due to work and other priorities. I‘d been longing to get back into the game, but kept procrastinating. So, when my friend Ben asked me to join him for 9 holes to celebrate his 40th birthday at Glen Oaks, I thought… here’s my chance! (LESSON #1: yes = adventure)

At first, I was intimidated and hesitant to have my first round in 8 years be at a fancy country club. I mean, I didn’t even have golf clothes, a glove, or shoes anymore, but I figured this would be a great way to dive in head first and get back out there. So, I quickly went shopping and got a few practice swings in at the driving range. (LESSON #2: now > later)

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This caffeinated contribution was written by Derek Brooks. Derek is a 40.79 year old midwestern American dude who enjoys building, traveling, partying, extremish sports, and can be found in our Roasted Reflections group on Discord.

On Ben’s birthday, I showed up to find him sipping on a Miami Vice cocktail with his buddy and business partner, Sinclair. This immediately set the stage that we were going to have some fun. Golfing with Ben was awesome. Whether it was his general demeanor, his lack of grabbing a scorecard, the way we strolled around the clubhouse, or laughs along the way, this freshly minted 40 year old was a constant reminder that we were here to relax. (LESSON #3: fun > serious)

For the first 5 holes on the back 9, my subconscious nerves were getting in the way. My hits weren’t clean and the strong winds certainly weren’t helping… But despite all the double bogeys, I was still having fun and it felt great being back on the course. (LESSON #4: fun + humility + patience = growth)

Halfway through the round, I could feel the groove coming back. On hole 15, I finally snagged my first par (Ben caught a birdie, haha). After that, we walked up to Hole 16, a 168-yard par 3, with wind in our face. Feeling incredibly relaxed, I lined up with my 7-iron and hit a super clean shot. It felt great and looked even better. The ball dropped just short and left of the pin, took 2 small hops, and then smoothly rolled right into the hole. A freakin hole-in-one. (LESSON #5: openness + growth + serendipity = opportunity)

I couldn’t believe what I’d just seen. Ben and I started screaming and laughing as we ran around the tee box. We full-on bear hugged and I think he even picked me up at one point. Neither of us knew what to do or how to act, so I just threw my gold chain on and giggled while Ben pulled out his GoPro to capture the moment.

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Watch this magical moment!

After that ace, the next hole was a complete blur, but I ended the round with a birdie on 18. If I hadn’t set my nerves/ego aside and took that opportunity to get back into the game by having my first round in 8 years at an intimidating country club, I’d still be in that procrastination loop. I would’ve never gotten my first hole-in-one or shared this incredible experience on Ben’s 40th birthday. (LESSON #6: yes + growth = celebrate)

When I think about this experience through the lens of my career as a technologist, I’m reminded that getting in over-my-head has always been the fastest way for me to grow and move forward. I’m not expecting to be cranking out hole-in-ones from here, but once again, jumping back in head first is something that I will never regret. This memorable day was the reminder I needed to push outside comfort zones, enjoy the moments, and celebrate always.

By Ben McDougal, ago

Eclipsing 40

I sit atop this hill, soaking in the darkness of a total lunar eclipse, verbally dictating this short reflection to celebrate my own 40th trip around the Sun.

As our pale blue dot moved between the moon and our closest star, I first noticed the moving shadow’s blurry edge. As I think about the time we spend on Earth, so much of it is devoted to finding our place in the universe. Even when we are so close to perfect alignment, the blur of subtle distractions will remain constant.

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Perhaps this transitory quest for totality is the impossible pursuit that makes life so much fun.

Anticipation takes over as the final sliver of moonlight goes dark. The orange haze of this blood moon is now the only cloud in the sky. Even with the cool breeze, city lights, distant traffic, and frogs burping, the twinkling stars seem to serenade the silence of this moment. As the darkness holds time still, an eerie peacefulness is accompanied by a welcomed loneliness.

My thoughts soon sync into the shadow of this cosmic darkness. This makes it useless to resist the overwhelming appreciation I have for so many people who have given my life meaning. The past 40 years are a tribute to those who brought me to this place and to the family I’ve chosen every step of the way. Thank you.

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Jodie and Kate, you are the light of my life and my own totality. Together, you set me free to wonder and have taught me the meaning of life. I’m only 40 years old, so while I look forward to much more of our story being written, whenever I do turn my final page, know that I’ll always be with you and wouldn’t have changed a single thing. I appreciate these quiet tears, knowing that my greatest achievement will always be the honor of being part of US forever.

Within the darkness of totality, I’m soon struck by the discomfort I feel, not knowing when the moonlight may return. We’ve all heard how dark it is before the dawn, yet it still feels natural to consider things that have not gone to plan. Accepting past failures, broken relationships, and the future challenges we may face was not an expected emotion, but perspective determines how we respond. I’m thankful that it’s hard to think of anyone who may need to hear this, but if I’ve ever wronged you in anyway, I want to say that I am sorry and only wish the best for you.

As the first sliver of moonlight returns, eminence joy and assuring enthusiasm seemed to rush over my mind and body. It was as if the light of our cherished moon had never been brighter. The subsiding shadow of our planet slowly released moonlight back into the night sky, which lit renewed optimism for all that is still to come.

I am so blessed to have brewed 40 remarkable years into this life. As the full moon shown brighter than ever, so will my appreciation for all that we share.

By Ben McDougal, ago