Roasted Reflections

Intrinsic

We all have bad days. When they string together, the stress gets heavy. This mental weight becomes especially unwieldy when the cause is unclear. After a couple down days, I went searching for the origin of my cloudy mood.

Along with insight on entrepreneurship, venture capital, and community building, Brad Feld talks a lot about mental fitness. The entrepreneurial lifestyle is a lonely roller coaster and I’m thankful for leaders like Brad (and many others), who have helped destigmatize the complex circuitry between leadership and mental health.

I found this entrepreneurship & mental health series from Techstars helpful, then wove in this 2015 interview to translate my temporary despair. Brad talked about how he’s gone through serious bouts with depression and through those challenging times, he’s been able to identify one of his intrinsic motivations to be perpetual learning. He went on to describe how even when he was busy and perceived to be successful, if boredom began to set in, an isolating absent of joy may soon follow.

This gave me clarity. I realized that one layer of my own intrinsic motivation is also learning. I like being in situations where I’m exposed to new things, thinking about fresh ideas, solving interesting problems, hearing stories from different people, and building into things I really care about. When there’s a lull in the action, it’s easy to think the ride is over. While this thought is misguided and untrue, it’s still disheartening. Mental fitness means something different for everyone, but here are a few exercises I plan to maintain within my practice.

  • Link learning with teaching.
  • Recognize that the storm will pass.
  • Find trusted peers to release tension.
  • Use this stimuli of stress to focus.

Adam Grant reminds us that strength does not come from ignoring pain. It stems from knowing that your past self has hurt and your future self will heal. Within the crucible of entrepreneurship, hardship is inevitable. Radical self inquiry keeps leaders aware of their mental fortitude. Such awareness then helps us maintain and uncover new stepping stones that illuminate our own path to thrive beyond momentary setbacks.

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Calm is one of my favorite apps. The guided meditations and sleep stories are a healthy aspect of my daily routine. Here are 10 ways to boost your mental fitness, a mental fitness training guide, and free mindfulness resources from these focused friends.

By Ben McDougal, ago

Winterizing

As temperatures drop, those who live in seasonal climates start preparing for winter. Winterizing your world can mean many things. There are chores to do around the house, gatherings to coordinate, and year-end tasks to finish strong in business. These activities can be uplifting, but the cold that’s coming can also be disheartening.

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My favorite season is the transitional times between each season.

We often resist things we can not change, and this resistance causes suffering. To stay centered, find enjoyment in your changing reality. Celebrate the subtle elegance of winter and remember that all things have a beginning, but also an end. As we accept change, we become more resilient, which invites openness and more enjoyment within the moment. This makes the bitter cold feel refreshing and even in the coldest of winters, an invincible summer will burn from within.

By Ben McDougal, ago

100th

I’ve written into Roasted Reflections every week for almost two years and this is the 100th entry!

I put a lot of thought and energy into every one of these friendly jolts, each brewed to keep you building in different ways. Whether it’s taking the time to read, sharing a quick reply, crafting a caffeinated contribution, or just paying the good vibes forward, I want to thank everyone who starts your Wednesdays with me. As I reflect on this literary journey, here are things I’ve appreciated along with way.

– Writing helps us understand ourselves.

– Translating ideas into words is easier the more you do it.

– Verbal dictation can produce a base, then a round of editing brings things together.

– Having a home to organize your writings is more lasting and easier to share anywhere.

– It’s challenging to keep writings concise, but this makes more impact in less time.

– Attention is hard to earn, let alone keep. Stay curious, listen to those you seek to serve, and diversify content creation to stay interesting.

– If you’ve written a book, a complimenting library of shorter entries make it easy to connect ideas back to the book while sharing organized thoughts based on the context of any conversation.

– The thesaurus is a fun tool thats helps us learn new ways to express ideas with fresh vocabulary.

– Publicly publishing your art creates connection.

– I enjoy encouraging others to write.

– Writing is not free. It costs time.

– Without much financial capital involved, the ROI of this type of initiative comes in the form of intellectual, human, cultural, and network capital that churns evolving layers of satisfying value.

– Even so, doubt creeps in. I find myself wondering if I’ll run out of meaningful things to write about every week. Would anyone care if I quit sharing these reflections? If I do decide to quit or reduce the frequency, what’s my why and how might I change the way I ship this art? Would I miss the sense of connection or somehow lose momentum? Perhaps there’s peace knowing the impact can continue being made without weekly additions? I plan to push through these dips as long as I continue to enjoy the challenge, but it can be lonely when we give our best, so please know that I always welcome support from those who have walked this path before.

– Consistency requires sacrifice.

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By Ben McDougal, ago

Extra Credit

I have always loved listening to stories. 

At home, my parents used to tell me stories whenever I’d go to sleep. In school, I enjoy listening to friend’s and telling my own stories as well. Lately, my growing interest in entrepreneurship has me listening to people discuss their entrepreneurial journeys. These stories of solving problems and building a business have captured my attention, but I had to go beyond the status quo to find them.

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This caffeinated contribution was written by Ani Soni. Anirudh is a student who is becoming indispensable as he explores entrepreneurship within a startup community.

As a student in high school, there are a few classes, programs, and clubs that hint at what entrepreneurship is all about, but they lack heart, let alone the realities that come from actually building a startup or small business. I enjoy hanging out with my friends, but they don’t share the same interest I have in building my own company. My family is supportive too, but I really haven’t had a way to consistently share stories about building a business.

To fill this storytelling gap, I started looking for ways to meet other entrepreneurs. While it took a little research, I found many ways to meet people who own their own business. I’m eager to continue exploring “entrepreneurial ecosystems”, but I feel lucky to have chosen to first attend a weekly program called 1 Million Cups. Attending 1MC has allowed me to listen and learn from the stories of entrepreneurs, but showing up wasn’t easy.

I was so nervous at first! As a high schooler, I wasn’t sure if or how to show up. I assumed everyone was more qualified and successful. I didn’t think I would be able to understand, let alone contribute to the conversations. In my own mind, I didn’t belong and it was like I didn’t deserve to be there. It would have been easier to say, “maybe someday”, but I’m glad I decided to take the training wheels off.

When I arrived that first Wednesday morning, everybody was welcoming, kind, and incredibly interesting! I was thirsty to return after experiencing the generous energy this room of fellow students, entrepreneurs, intrapreneurs, and community builders exuded. Attending 1 Million Cups week after week, I now realize that people of all ages enjoy sharing stories just like me. Entrepreneurs sure like helping one another as well!

It’s only been a few months, but I already feel connected to this community of entrepreneurs. In fact, I’ve offered to join the volunteer 1MC organizing team, because I’ve seen how stories create a bond, and perhaps that’s what it’s all about. No matter where you’re at within your own journey, I’ve learned we are not alone. Everybody helps everyone grow. Now I’m on a mission to learn from more entrepreneurs, to build into my own ideas, to ask for help, and to accelerate others however I can within the entrepreneurial ecosystem.

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