Serendipitist

Do things always seem to work out for you?

Our internal narratives and external experiences make the cultural consequences of serendipity hard to refute. Serendipity may be pseudoscientific, but it makes sense that things we dedicate our focus and attention to, naturally attracts more of the same.

This mental model can be established in many ways. For me, the appetite for welcoming serendipitous collisions has been brewed from the eternal optimism that an entrepreneurial lifestyle constructs. No matter the source, I believe many of us are, or have the potential to be serendipitists.

Serendipitists seek adventures that invite, sometimes even require different layers of serendipity. The extend at which you control what you’re able to control (a dichotomy within stoicism), while also letting the winds of happenstance guide you through a sense of abundance, determines how often/deeply we experience this charming phenomenon.

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What’s normal for a spider, is chaos for the fly.

In the moment, not everything will work out. This is why serendipitists are often confused with just being lucky. Serendipity and luck both require preparation, openness, and opportunity. The difference between serendipity and luck, is perseverance. Over time, serendipitists share similar energies within their practice.

Serendipitists say “yes” more often.
Serendipitists consistently show up.
Serendipitists assume positive intent.
Serendipitists seek to understand.
Serendipitists are empathetic.
Serendipitists are generous.
Serendipitists stay curious.
Serendipitists fuel positive change.
Serendipitists play long-term games.
Serendipitists have fun and die empty.

As we experience serendipity, celebrate it. Recognize the random awesomeness that comes from the positivity you squeeze into the universe. Continue connecting dots, appreciate how things come together, and keep making a ruckus to feel it even more.

Ship It

We are all artists. No matter what you create, there’s a distinction between creating art and shipping it.

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Here’s a useful definition of art. How does (re)defining art this way change the way you think about your own contributions? What is your art?

My favorite author, Seth Godin, often writes about going beyond the status quo by creating remarkable art. As we explore and expand our creative practice, Godin also suggests that if we don’t ship our art (i.e. send it out into the world), that it is all for naught. He leans on how art is all is about connection, and if nothing is shipped, there cannot be connection.

Entrepreneurs, intrapreneurs, side hustlers, students, and community builders willing to ship, fuel positive change with their art. Unfortunately, the ego often fears external evaluation. This fear is compounded when a lack of success may occur, which is always possible. As apprehension calcifies over time, it becomes tough to resit the temptation of hiding our thoughts, emotions, and activities within the safety of solitude.

Creating art to enjoy by yourself can build skills and provides internal layers of sentimental value, but to go beyond the status quo, push past the fear of feedback.

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Failure is an illusion. We either succeed or learn.

The world is loud, so avoid wasting time shouting just to make noise, but know that we need you to ship your art. This encouragement is not an excuse to rush into bad ideas, ship something that hasn’t received proper attention, or not deliver on a promise. It is however, a friendly reminder that pursuing perfection can devolve into an enemy of progress.

We’ve all heard inspiration like that before, but listen to those you admire. Perfection is rarely required when all you need is enough success to continue creating art. Let such liberation fuel confidence. Translate expanding confidence into fresh curiosity. Augment this curiosity with creative action. Rinse and repeat.

As belief in oneself grows, one interesting hesitation is disguised by good intention. We tell ourselves it’s not wise to be too self-serving. This is virtuous, but sometimes endless humility makes silence feel safe. As we protect ourselves by staying quiet, a self-limiting restraint develops. For example, many people find writing into journal to be therapeutic, but are quick to dismiss the idea of sharing these beautifully raw writings with others. Of course it’s good to internalize some things, but as you learn more about yourself through writing, know your art can make an expanded impact when it ships.

Ready to ship your art? Think about your own super powers and the people you care about. How might connecting these two things provide value? Experiment with small actions and as this develops into a practice, expand the connected nature of your creativity. As your art connects with those who care, find a cadence that allows you to be consistent. Seth Godin suggests that we all ship something daily, but one size does not fit all and the right tempo depends on the art you’re planning to ship. To find your own signal, consider your personal bandwidth and the audience you seek to serve. Talk with others and experiment, then tweak your timing to find the right rhythm.

If you’re shipping art, I’d love to hear what makes it remarkable and how you stay consistent. If you’re looking for new ways to make a ruckus, the Roasted Reflections library and my curated Resources page will help spark fresh movement.

No matter your current state of now, thank you for continuing to create art. More important, thank you for being courageous enough to ship it.

Die Empty

Graveyards are full of good intentions, untold ideas, disconnections, and missed opportunities.

As we celebrate year-end holidays and look to 2022, it’s easy to make audacious plans for what’s next, but perhaps it’s wise to pair big ideas with small actions?

This obviously means something different for everyone. For example, there are times in our lives when we seek to do so much more. It’s easy to feel overwhelmed when cool ideas, good intentions, and even positive action doesn’t lead to the anticipated outcome. For those who face this mental mountain, first give yourself grace by remembering that we either succeed or learn. This will help you find closure with past failure(s). As you push through this self-limiting mindset, lean back into your community of fellow founders. It’s even harder to show up when you’re experiencing a dip, but movement activates motivation and leaning into the prosperity of others will percolate helpful conversations. Pair this curiosity with a pinch of vulnerability and you’ll be reminded how generosity builds trust and helps you solve new problems.

In contrast, there are other times when a profound sense of accomplishment leaves us wondering what more can be done? This would seemingly be a privileged state, but our sense of purpose can waver when goals have been met. This can cause even the most ambitious spirit to feel lazy. A sense of achievement dysmorphia can also set in, which downplays our accomplishments in an effort to create space for more. Perhaps one way to counter this type of mental moment is to pair celebration with relaxation, creativity, and humility. Rejuvenation often emerges from self-care rooted in gratitude. This form of vulnerability brings peace, which often provides clarity on prolific ways to make a deeper impact on familiar fronts, or energy to explore brand new ways to fuel positive change.

The nudge you need will be dynamic based on the complexity of your ever-shifting environment, but a willingness to persist allows us all to keep building.

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The YDNTB audiobook was just released and listeners love it! It is now available as a direct download (with bonus features) in this special Holiday Bundle. It can also be found on Audible, iTunes, and Amazon.

It’s impossible to measure the amount of time and effort it took to narrate, edit, and professionally publish this 5-hour audiobook (here’s how I did it), but that’s not what matters. What matters is that I have a remarkable relic to be proud of forever. Enjoy the show my friends!

Along with what you’re able to undertake, appreciate all that you cannot. When idea machines have an opportunity surplus, it’s easy to over commit. It’s much harder to stay cognizant of our personal bandwidth when our connected era is always introducing new ways to spend your time. These are crossroads where you’re invited to be honest about your own purpose, by allowing the superpowers of others to activate something you can/should not. As you share the love, deliver ideas, resources, connections, and opportunities without hidden agendas. You can’t take such things with you, so boldly give them away with a sense of abundance and find renewing joy in helping others bring more good things to life.

My hope is that after reading this year-end reflection, you observe the blunt title less around loneliness, and more as positive encouragement for doing all that we can with our precious time in this life.

A sustainable cadence leads to longevity, but a profound legacy awaits those who exhaust all their love, intelligence, connectivity, and energy to leave satisfied in the end.

Santa is Real

Humans tell stories.

Storytelling is the way we communicate and a key to humanity’s evolution. The stories we share come in all genres, but each one builds a different type of connection.

Stories often exist in the moment, but some are passed for generations. The most successful stories humans have ever told may be science, religion, mathematics, or money, but holidays may also land somewhere on this list of extraordinary, generational storytelling.

In the United States, 11 federal holidays are all observed in their own way, but Christmas (and comparable year-end celebrations around the world) creates a special atmosphere. In fact, the entire calendar and our fundamental sense of time seems to revolve around this cozy time of year. It’s when we pause to remember the year that was, and then look forward to what’s next. With such a shared inflection point, the year-end holiday season has created many recognizable symbols. Many holiday traditions revolve around religion, and just as many do not, but the legend of Santa seems synonymous with the holiday spirit. Whether you believe in Santa or not, it’s hard to argue with how well this jolly character embodies the essence of joy and generosity.

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Balancing this reflection made me feel like a scientist without a clear thesis, but watching our little one lean into the holiday spirit makes me grateful and full of pure wonder.

Our generational stories, decorations, music, events, letters, gifts, movies, and all that is the holiday season, can spark an undeniable truth. Great stories bring us together and if the result is anything close to the beautiful innocence of a child’s sparkle this time of year, I’m a believer and thankful that Santa is real.

Generosity Builds Trust

The art of connection aged in a readiness to consistently Show Up and #GiveFirst, often leads the willing to endless opportunity. Let’s explore the why.

Long story short, generosity builds trust. Such benevolence also instills wonderment from others. When our practice includes perennial actions that accelerate others, the ability to deliver on a promise is proven. This earns credibility and allows curiosity to spark new ways to collaborate, which over time, equates to endless opportunity from/with/for people you trust.

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Delivering on a promise sounds heavy, but passing this test can be as simple as suggesting a strategic introduction and following through, arriving on time, or providing the product/service/value a paying customer expects.

At a community level, when more people assume positive intent, tribes are tightened and become able to support more people with bigger ideas. The vulnerability required may introduce new challenges, but the risk is worth the reward when we’re set free to collectively build at the speed of trust. This can be hard to understand for those who have been hardened by the competitive nature of capitalism, but for those who see through the lens of abundance, when more people find their own definition of success, it translates into fresh ways for everyone to thrive.