Personal

Bookmarks

Anticipation, fear, and excitement. These are healthy sensations that emerge as we create bookmarks in life by experiencing new things.

It’s easy to forgot for those who often look forward, but we are blessed by many renewing moments throughout life. The start of a new day, first dates, holidays, weddings, vacations, the arrival of a child, birthdays, the first day of school, a new job, the launch of your own company, and perhaps when you fully accept that we may only have one life to live.

This reflection on fresh beginnings and how we’re invited to create bookmarks in life spawned as I embark on my expanded role with Techstars. As a tech founder and entrepreneurial ecosystem builder, Techstars is an iconic organization I’ve always admired. They support entrepreneurs with education, resources, and mentoring that is exponentially compounded by a global network. What started as exploratory ecosystem building, quickly transcended into a more involved role with the Techstars Iowa Accelerator.

I’m grateful for this opportunity to be the entrepreneur in residence focused on ecosystem development. As you hear me often say, the energy of accelerating others is unmatched. Supporting more inspired founders while connecting a community of remarkable mentors is such a gift and yet another bookmark I’ll always appreciate.

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Visualizing your career portfolio as a dynamic pie chart is something I write about in YDNTB. Along with this healthy exercise to reflect on your own personal bandwidth, having this graphic on your phone adds a quick reference for introductory conversations as well. Here’s a peek at my current career portfolio.

As you marinate on your own state of now, be thankful for the bookmarks in life that you’ve established by exploring something new. Think about what you started and how’s it’s evolved. Remember everything can change so if it’s time to create a new bookmark in life, avoid the natural temptation to wait.

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Someday is dangerous. Today is all you have. Start.

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

39

It’s my 39th birthday!

I love using birthdays to reflect on what was learned, trying something new, or appreciating memorable moments from the past year. I also like to craft recaps (e.g. 33rd birthday / 2014 recap) for my future self to read. This year, YDNTB is quite the relic to always remember this moment in my life so instead of a personal narrative highlighting the past, let’s lean into the future by exploring the idea of retirement.

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“Retirement is when you stop sacrificing today for an imaginary tomorrow.” –Naval

I always told myself I wanted to retire in my thirties. Financial advisors are quick to remind us that the golden years of middle class leisure will require around $1 million in savings, but perhaps there’s more to this story.

Yes, the traditional path to retirement is all about earning enough money to cover the burn rate of your life. A second option to realizing financial freedom is to reduce your burn rate to zero, but not many people are cut out to be a monk.

I prefer early retirement in the form of leveraging what you love to do. Similar to what I describe as Career Nirvana, peaceful satisfaction can be achieved when you do something you love so much that it’s not about the money anymore. This doesn’t mean the work stops or that the responsibilities of life fade away. It’s quite the opposite, as more opportunities tend to present themselves when you figure out what you’re best at and map that to what society wants. This forges an abundance of innovative energy you can’t buy. As you collaborate with those who feed off this energy, you soon realize that nobody can compete with being you.

As you build towards such transcendence and realize that a neon future awaits us all, I’ll close with a toast. May the best of your todays be the worst of your tomorrows. Cheers!

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Good, better, best;
Never let it rest,
‘Til your good is better,
And your better is best.

By Ben McDougal, ago

Threaded Thoughts

Let’s talk tactics. Here is a simple technique to absorb, translate, and share the (audio)books you read.

Start with one tweet, then reply to that same tweet over and over again. The result is a thread (sometimes called a tweetstorm) that combines your key takeaways and gives you a single link to share your collective thoughts.

Here are a few examples…
Tribes – Seth Godin
We Are All Weird – Seth Godin
This Is Marketing – Seth Godin
Free Prize Inside – Seth Godin (ideal for intrapreneurs)
The Icarus Deception – Seth Godin (great for students)
Startup Community Way – Brad Feld & Ian Hathaway
Think Like A Freak – Steven Levitt & Stephen Dubner
The Hard Things About Hard Things – Ben Horowitz
Angel – Jason Calacanis
Think Again – Adam Grant
Entrepreneurs’ Weekly Nietzsche – Dave Jilk & Brad Feld
The Almanack of Naval Revikant
BONUS THREAD – Big Thoughts in Little Tweets

Why is this helpful? If you’re thirsty to learn from (audio)books, it’s easy to feel overwhelmed as authors bombard you with knowledge. Passively enjoying (audio)books is fine, but this organizational exercise forces you to slow down, which reduces the numbing effect. In short, crafting concise tweets that are all connected forces you to feel the experience.

Another benefit to sharing threaded thoughts, is that each public post draws out more focused contemplation. I’ve found this technique makes me think deeper, use words carefully, and has actually made me a better writer. Such value is compounded when the entire thread can be retrieved with one link.

Lastly, this exercise generates accountability. When this exercise becomes a habit, you spend extra time with that first tweet, knowing it may become be the foundation for a neat collection of thoughts. As the thread expands, you’ll feel momentum that keeps you listening/reading. If progress stalls, the lingering sense of an incomplete project may bring you back to finish the literary journey. If you must get through something quickly, just craft a smaller thread, but include one post that lists the page numbers for areas that caught your attention. Such a hack is still better than nothing.

To be clear, this exercise is not about pirating content or echoing knowledge like a parrot that sounds smart. It’s about sharing a meaning narrative while leaning into what resonates for you, knowing you’re creating a relic for others (including your future self) to enjoy as well.

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Tag me on Twitter if you try this! I’d love to follow along and will definitely chime in if you experiment using You Don’t Need This Book.

By Ben McDougal, ago

Career Nirvana

Career nirvana is achieved when your community, work, and personal life are in harmony. This state of mind comes from happiness, health, and wealth emanating from the freedom to do whatever you’re best at with people you care about.

There is little holding you back from achieving such splendor. Start by doing remarkable work you enjoy. This creativity earns attention and delivers intellectual, human, financial, network, cultural, physical, and institutional capital. As we learn from The Startup Community Way, the Seven Capitals keep you building by using what you have, to attract what you want.

Let passion fuel persistence, then fuse your career portfolio into the entrepreneurial ecosystem. As you connect into community, be generous by accelerating others and use the trust that creates to do it more often. When this becomes routine, your generosity will leave a legacy. For innovators looking to change the world, such a legacy grants enduring satisfaction and furthers the sense of euphoria.

As a fulfilling career is composed, it’s easier to find work-life balance. Remember, we work to live. We don’t live to work. Nobody looks back wishing they had spent more time in the office. Use the freedom you create to embrace those you love while doing more things that make you happy.

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“The peace and satisfaction of building what you truly care about is one of life’s greatest gifts.”  –You Don’t Need This Book

This may sound idealistic, but it’s not all rainbows and unicorns. This approach to work requires creativity, immeasurable time, immense ambition, and advanced efficiency. As discussed in the Side Hustles chapter of YDNTB, an acute awareness of your personal bandwidth is essential to optimizing when and how resources are utilized. It can also be tempting to spend too much time on things that are fun but may not have real potential. Be humble enough to recognize what you have and what it will take to evolve your idea(s) into reality. Managing multiple “hobbies that pay” takes serious effort, but the reward is extraordinary work you love talking about and an inner peace that provides transformative happiness.

If you achieve career nirvana, be thankful, but recognize that things will always change. What you have today may not be the same tomorrow. Keep building to enjoy the moment, then make it last with generosity that recycles a sense of abundance for others along the way.

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Cheers to everyone who made last week’s book launch a huge success! Signed softcovers were shipped nationwide and more orders continue to pour in. As you dig into YDNTB, I’d love to see photos, hear what resonates and explore fresh ways to accelerate your work.

By Ben McDougal, ago