Curiosity

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.

By Ben McDougal, ago

Open to Next

Setting goals and honest resolutions provide a useful purview into what’s next. It’s no secret that appreciating the past and planning for the future can provide a fresh boost during transition times. As this introspective activity warms your thoughts and emotions, joy awaits those who translate such enthusiasm into heartfelt energy that fuels sustained action.

As we look forward, dare to be different by also staying open to things not in the plan. This fluidity helps us avoid the limiting effect of being too rigid.

There are times to remain stringent in order to stay on course, but embracing the plot twists of life ensures that perseverance does not become misguided. Most people like the idea of being a free spirit, but openness can be fleeting, because we find solace by way of control. Think about the last big trip you planned. You locked in travel, accommodations, and maybe even a collection of planned activities. You basically craft a scripted adventure to experience for yourself. If all goes to plan, you’ll surely enjoy the trip, but how often does everything go exactly to plan? Almost never, yet the unexpected detours often lead to the best stories.

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Higher the contrast, better the story.

Openness laced through different types of short and long-term goals, activated by habits that churn goals into surpassing accomplishment, provides clarifying direction with space left over to welcome serendipity. Letting go to stay open can become a source of anxiety, but the unknown can be an exciting place where possibility allows us to discover what’s next.

By Ben McDougal, ago

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.

By Ben McDougal, ago

Mentor Madness

Mentors help entrepreneurs without asking for anything in return.

These diamonds in the rough may be hard to find and the vulnerability to ask others for help can feel heavy, but don’t be afraid. Most entrepreneurs and intrapreneurs enjoy helping others. Not everyone is graced with extra time, but there are good mentors in every community. Local mentors provide huge in-person value and the online universe offers infinitely more ways to find good fits. The wider your engaged network is, the more strategic you can be when selecting mentors as well. Even with a wide spectrum of options, take time to consider whom you trust and who will trust you in return. Be respectful of everyone’s time, but don’t be afraid to approach the giants you admire most.

As an entrepreneur talking with potential mentors, be transparent about your situation, concise with storytelling, and clear with specific needs. Spell out your vision, the current state of your business, what makes you a pain reliever vs. a vitamin, and how this mentor’s experience could help you navigate the fog.

As you explore mentor relationships, it’s unlikely one person can support you on all fronts. This means you must get comfortable working with multiple mentors.

The more one mentor can help, the more attention they deserve. When you give a mentor more attention, it should not feel like they need to do the same. Approach each exchange with composure. Make it convenient for people who aren’t required to care. Go out of your way to be effective and efficient. Learn how someone likes to communicate and make detailed emails concise. Answer questions directly and find ways to keep connecting new dots. Think about deliberate deliverables. As things come together, slow play the delivery of assets and things you want to discuss. This will keep progress from feeling too heavy. It also creates space for concentrated feedback on more specific topics. A mentor who helps you in a meaningful way will rarely disappear, so there’s no need to overload them with too much at once. This practice helps you stay on top of ongoing conversations, while also allowing mentors to add more precise value. Optimizing mentor relationships this way will inspires trust, action fueled by accountability, and solidify a lasting sense of accomplishment for everyone interested in your success.

Along with learning from mentors, consider being a mentor yourself! Success (and failure) leaves clues so no matter what you’ve achieved in life, you have wisdom to share.

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Interested in mentorship? Here are characteristics to consider.

If you decide to offer your time in this way, be generous, but also realistic about how you can help. Mentoring can become a nagging task if you’re stretched too thin and the moment you feel resentment, the quality of your support diminishes. To avoid this pitfall, be upfront with the time you’re willing to commit and deliver whatever is promised. When volunteering a significant amount of time, be sure to feel at peace about the impact you’re making.

Your time spent mentoring should feel easy, efficient, and fun, yet challenging and rewarding as well. A #GiveFirst mindset paired with an authentic connection to founders you care about creates space for honest feedback and a magical experience for those who learn, earn, and then give back.

By Ben McDougal, ago

Travel

As the world emerges from the COVID-19 pandemic, it’s been interesting to experience “normal” things for what feels like the first time. Along with hugging family members, having fun with friends and returning to in-person business events, the opportunity to travel again felt like something to riff on this week.

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It’s easier to stay in one place, but resist the urge to settle.

Traveling is the only thing you buy that makes you rich.

Life outside your comfort zone shapes a wider worldview. Different people, cultures, and economies help us understand what’s possible. This expansion of the mind molds a potent entrepreneur. Saying yes to adventure creates new layers of entrepreneurial vision and intelligence. The enhanced vision unlocks unseen opportunities, while added intelligence makes it possible to work with more types of people. Travel allows entrepreneurs to widen their understanding and therefore make a deeper impact in any market.

Stay efficient with all your virtual meetings, but say yes to that in-person meeting once in awhile. Attend that next trade show and parlay your business travel with personal adventures to remind yourself that we work to play. Here are a few travel tricks to enjoy the ride even more.

  • Consider trusted traveler programs to bypass long lines. Costs are minimal and you’ll appreciate it every time you waltz through airport security.
  • Leverage free travel reward programs.
  • Nobody will take your assigned seat, so be last to board a flight. Boarding last keeps you out of the flying tube longer. It also grants you a free pass to choose your seat if it’s clear the flight won’t be full.
  • Speaking of empty flights, airlines sometimes buy passengers from other airlines. When traveling alone, watch for overbooked situations to sell your seat back to the airline that tried to buy it at a discount. Like most negotiations, a gate agent’s first offer is never the best. Assuming you’re willing to take a future flight, see how long you can make the airline sweat without another passenger snagging the rising offer.
  • Elevation makes us all feel successful. This is why we like flying, rooftop bars, skyscrapers, and presidential suites. If you like the best view when you’re staying in a hotel, request the top floor. Upon arrival, ask the receptionist to hook you up. Some places will even allow you to tour different rooms to select your favorite. Snobby? Maybe. Will you be glad once you settle into a spot with an epic view? Absolutely.
  • Plan ahead by connecting with people who will be where you’re going or who live where you’re headed. This gives you a chance to parlay your trip with more meaningful meetings and additional activities that add value beyond the original purpose of your visit.
  • Bring a book you plan to leave behind.
  • Travel light and stay out of your room.
By Ben McDougal, ago