Career Portfolio

Overbooked

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 in an industrial age has made busy feel/look successful. How often do we hear pride disguised by disgust, in the tone of someone explaining the constrictions of their overbooked calendar? Yes, it takes 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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A lack of routine may slow down time.

Renting time can be lucrative, but in our connected era, there are ways to efficiently get things done without falling victim to a back-to-back life. Perhaps being comfortable without a plan can leave space to connect more interesting dots? Things will not always come together, but if the calendar is a tool to keep promises while staying quietly organized, complacency can be released and replaced by unplanned experiences that keep us open to next.

As we sip on another holiday season, see how it feels to fly without a plan. May voids filled with no agenda unravel a freedom to be your best.

By Ben McDougal, ago

Visualizing Variety

For people who play 80 hours instead of working 40, a diversified career portfolio often emerges.

A variety of activities and the contemporary energy of popcorning between them, helps vanguards stay ahead of the innovation curve. Diversification of work can also provide stability when the volume of different activities are strategically adjusted over time.

As we diversify career portfolios, balance, transparency, being realistic, patience, perpetual learning, and avoiding The Headline Trap is critical. These real skills fuel focused progress on multiple fronts and help reduce the risk of diluting yourself to mediocrity. If you’re stretched too thin, the value of diversification can devolve into fragmentation.

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It’s easy to discount our potential, but life is too short not to love what you do.

When change is constant, visualized assessment helps track how time is spent. Below is the evolution of my own career portfolio. People who see this often want to implement this method introduced in the Side Hustles chapter of YDNTB, so let’s jam on how to visualize your diversified career portfolio.

First, organize the things you spend time building. Assign a percentage of time spent on each activity, then plot the data into a pie chart. I use Apple Keynote to manage the pie chart and Adobe Photoshop for added flare, but any spreadsheet or slide deck software can visualize data in a similar way. Once created, save the pie chart as an image. You now have a conversation piece that showcases how you spend time. Update it as your career portfolio evolves or use this method as an annual exercise to stay balanced with your own personal bandwidth.

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

Airport Foot Massage

I’m not a huge fan of scripted ice breakers, but one that caught my attention, invites people to share something that others in the group may not know about you.

There are many ways to approach such a prompt, but a fun response I once threw in the mix, was my unassuming indulgence of foot massages in airports. There’s something luxurious about having your tired feet rubbed while endless strangers pass by, lol! Along with a very public layer of mental relation, the tightness of your body is basically fixed after a conference, golfcation, snowboarding, or any time you had fun while being away on travel.

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Now that you’re smiling, and also secretly planning to try this next time you fly, follow along to reflect on how we approach our endless transitions.

The thought of “transition” came to mind when a recent airport masseuse was melting my feet into mashed potatoes. The subtle tension of this mini moment arrived as the artisan prepared to switch from one foot to the next. There was an undercurrent of disappointment in that one foot’s rub was coming to end, yet this feeling disappeared when the next foot received its first touch of attention. This is quite a stretch, haha, but this tiny transition made me want to explore these kaleidoscopic moments.

Unconscious transitions are constantly happening all around us, yet some transitions bring forth extra weight or take more time than expected. The path for a smooth transition will be different for every situation, but here’s one tactic to try as you navigate your next transition: Acknowledge the past, then use the present to concentrate energy toward what’s next.

This seems obvious, but such centering can be challenging, as the ego often tries to pull us back to what we may be leaving behind. To surpass these ornery moments, take immediate action toward your forthcoming future.

For example, I think back to when we were first building the Regional Rep role for 1 Million Cups. I remember how hard it was transitioning out of my role as a lead 1MC organizer within the local startup community I care so much about. I had loved organizing 1MC in Des Moines for so many years, and every Wednesday morning felt like a ritual that never got old. As I transitioned into my expanded responsibility, whenever a sense of lose or thoughts of “what if” arose, I took abrupt action. Instead of dwelling on the comfort of what I was stepping away from, I twisted toward my own next. In these moments of uncertainty, I left a sense of lose behind by brewing new connections with more 1MC organizers I was excited to support/connect in the new Regional Rep role. This progressive action helped build relationships and a lot of constructive momentum. Over time, what first felt transitional, soon became my practice. This clarified my new role while also providing space to evolve for the new 1MC organizing team in Des Moines.

Wow. That was over four years ago! I’ll always be a 1MC organizer in Des Moines, but that progressive action helped me move forward and released personal bandwidth needed to help build my new role with the Kauffman Foundation. Fast forward to now. I’m still an active 1MC attendee here in Iowa, but I’m also blessed to collaborate with hundreds of remarkable community builders, ecosystem builders, and 1MC organizers throughout all 12 states that make up @1MCMidwest. Even more, after years of complex work with 1MCHQ and the other four Regional Reps, #1MCNation is now more aligned and supported within it’s connected era. As with most ventures, there will always be more to do and everything will continue to evolve, but it’s such a gift knowing so many lifelong friends are enjoying coffee every Wednesday morning, in over a hundred 1MC communities nationwide.

Hopefully the lighthearted ice breaker, followed by that oddly connected reflection, inspires you to stay energized as you grow from within your next transition.

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To celebrate Valentine’s Day, here’s a telepathic gift. Think back to when you enjoyed a relaxing massage, yoga, workout, or meditation. Alright, in that peaceful state of mind, close your eyes and enjoy five deep breaths. Ahhh…alright, get back to building.

By Ben McDougal, ago

Hybridize

Think back to when you were a kid. Remember that feeling of waking up to a winter wonderland? It’s a snow day! Fresh powder may cause mayhem for some, but all that mattered back then, was how quickly we could get outside to enjoy the day’s frosty gift.

This week we received a few feet of fresh snow. I love the feeling of a blank canvas this provides. I also like to think that one signal for success as an adult, is found in those who have not lost their childhood spirit, so when our little one gets excited about playing in the snow, I make it a priority as well.

After a rushed breakfast, we spent much of the day on a sledding hill. I found myself reflecting on the interactions of this momentary community. The actors are always different people, yet often play the same roles. You have the first-time sledders who are curious, excited, and afraid. In contrast, the action junkies are pushing to always go faster and higher. The adults are on snow patrol, but the personality that I find most interesting, are the hybrids. These are the kids who appreciate the exhilarating activity, but unite others by creating space to ensure newcomers are safe and also having fun. There’s an empathetic maturity in their welcoming enthusiasm.

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The original title was Snow Days.

Fast forward and these hybrids continues to bring things together. We see them in technology, translating nerd to normal, then back from normal to nerd. They are the teachers who inspire our next generation and encouraging children to think differently. Community builders are often hybrids too, as it takes a metaphoric spider to weave, explore, and tighten a collaborative web of actors, factors, and instigators together.

There are many other examples of hybrids connecting dots in almost any environment and they’re all valuable connectors that play important roles. When we think through the lens of complex adaptive systems, hybrids are those who can inclusively identify all that may be possible. They appreciate the entire spectrum of different parts within the system, as well as, the interactions between everything. Almost like chameleons, hybrids have the ability to take different shapes in order to facilitate positive interactions between different perspectives. When this skill is applied through a holistic, positive-sum lens, the effect can be surprisingly wonderful.

For those already hybridizing, thank you, stay curious, and don’t underestimate the limitless value you bring. For those who may not feel such a blended spirit, continue to lead the tribes you trust, but allow intellectual humility to welcome doubt. Such empathy paired with a genuine interest in collaboration, will inevitably unlock fresh ways for those you care about to achieve even more.

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This year-end Tweetstorm was epic and left behind some updates to my website, including a linked library to explore all my Roasted Reflections – https://BenMcDougal.com/Roasted-Reflections

As we reach the end of this wintry ride, I’m grateful for snow days that provide an unexpected chance to slow down. These cozy times provide us a chance to rest and have some fun, while also reflecting on all that’s good. Cheers to these mini moments chilled in our memories, but also to allowing the freeze to melt as we let thoughts pass and stay open to next.

By Ben McDougal, ago