Pinball Wizards

Ben Sinclair is a wizard who builds amazing technology just for fun. This episode is hilariously awesome as The Bens chat about their special origin story. We open the gates on the evolution of FliteBrite, building an electronic serving system, and a beer festival app. Laugh with Ben and Sinclair as we have fun connecting jokes with WWDC23, astronomy, web2 vs. web3, OpenOpen, being present as a parent, building as co-founders, and staying professional over pinball.

LISTEN on APPLE PODCASTS
LISTEN on SPOTIFY

By Ben McDougal, ago

Triangulation

Cross-checking helps to determine distance, maneuver around obstacles, and identify rogue objects. Alongside the math, a triangulated team increases dependability.

Diversity of thought, talent, and real skills add synergy to accelerate progress and increase a team’s confidence when a problem is attacked from multiple angles. This nimbleness is leveraged as co-founders create a culture that makes each person feel significant.

Extra Shot

Building alone is easy.

Team up to make it fun.

On the prowl for co-founders? Consider triangulating a hipster (customer experience), hacker (technology), and hustler (business development). When these complimenting archetypes also blend hints of founder-market-fit, a timely curation gives any team exponential capacity.

To find missing links, connectors become connected. So show up and be quick to make interesting introductions. When the first degree of contact lacks obvious opportunity, remember it’s the second and third degree of connectivity that delivers precision. Over time, generosity in an entrepreneurial ecosystem expands and tightens engaged networks. Instead of forcefully recruiting co-founders, the open-ended activity of a serendipitist will have us colliding with friends we simply haven’t met yet.As teamwork begins, bonds that have formed naturally will support lasting collaboration with people you respect. That said, established trust is not an excuse to get complacent.

To nurture the power of triangulation be honest and transparent from start to finish. Every story ends, so don’t avoid difficult discussions. When structuring a business, agree on the terms, leave space for change over time, and maintain an operating agreement to ensure clarity with less tension. A commitment to abundant communication helps each team member remain attentive to details.

Professionals will take it further—inviting responsibility, then keeping the promise. For any idea maze, we take the blame, willingly give credit, and celebrate in style.

Lone wolves move fast but the expanded capacity of a team helps an odyssey go far. When a fun, long-term cast plays long-term games together, the chemical reaction can be an affinity toward work that feels like play. Cheers!

Brewed From Within
#12 📖 Entrepreneurship

By Ben McDougal, ago

Goodnight Moon

Star parties assemble people who are curious about the cosmos. Let’s set the scene. Imagine a remote place with dark skies and very little light pollution. Each campsite includes 1–3 telescopes. The astronomy equipment ranges from homemade to expensive. There are scopes made for visual observations and others geared for astrophotography.

Extra Shot
Explore my cosmic creations.

Daylight is relaxing, but the heavenly show starts as the sun begins to set and the first observations kickoff an evening of exploration. Tonight, our first stop is our own setting moon. From there, we spin the scopes to target a transitory comet. Planets in our solar system are next, then we go deeper. Globular clusters form dimensional shapes, with distant galaxies that look like eraser marks on black paper. The Milky Way can be seen all night, as constellations help star gazers navigate the rotating sky.

Space is for everyone, and astronomy makes everything feel small. Star parties remind us how we are all weird. Not an alienating type of weird, a wonderful weird that bonds people who care about anything together.

Brewed From Within
#106 📖 Life & Happiness

By Ben McDougal, ago

Hole-In-One

I hadn’t touched a golf club in eight years, until Ben invited me to 9 holes to celebrate his 40th birthday.

LESSON #1: yes = adventure

After being away from a game I once loved, the first round back was intimidating, but why not? I picked up some golf gear and hit a driving range.

LESSON #2: now > later

When the day came, I arrived to find my friend sipping a Miami Vice with his good buddy and business partner. This set the scene. Whether it was strolling around the clubhouse or our carefree laughter along the way, it was clear we were here to have a good time.

LESSON #3: fun > serious

Even with a relaxing vibe, my nerves got the best of me the first 5 holes. My shots were timid, and the wind wasn’t helping. Despite the double bogeys, I was having fun and it felt good being back on the golf course.

LESSON #4: humility + patience + fun = growth

Halfway through, a groove was returning. On Hole 15, Ben caught a birdie and I hit my first par. We then rolled up to Hole 16 at Glen Oaks Country Club, a 168-yard par 3. Feeling relaxed, I grabbed my 7-iron and hit a clean tee shot. It felt great and looked even better. The ball dropped on that freshly aerated green, just short and left of the pin. It took two small hops, then silently rolled into the cup. A freakin’ hole-in-one!

LESSON #5: growth + openness = opportunity

We started dancing in disbelief. Neither of us knew what to do. I threw on my giant fake gold chain and giggled while Ben captured the moment. The rest of our day was a blur, and we’ve continued to celebrate ever since. Without this yes to adventure, I never would have gotten my first hole-in-one or shared this epic experience on my fun friend’s 40th birthday.

LESSON #6: growth + opportunity = celebrate

Extra Shot
This contribution is from Derek Brooks, a Midwestern American software engineer who enjoys thinking, building, fixing, traveling, camping, rocking, and once again, golfing.

As I appreciate these life lessons through the lens of my career as a technologist, I’m reminded that getting in over my head has been the fastest way to grow and move forward. When we push outside comfort zones and always celebrate in style, we have fewer regerts.

Brewed From Within
#111 📖 Life & Happiness

By Ben McDougal, ago

First in Line

There’s something special about being first in line.

Being up front means you’re committed. You’ve made a sacrifice to ensure you experience something you care about in style. Conquering the unknowns to secure this coveted spot has required effort, but a sense of pride materializes when everything goes to plan.

When we think about being first through the lens of innovation, first in line is not such a desired position.

Being first gives entrepreneurs a chance to take an early lead, but early leaders don’t always win in the end. The headwind is strongest when you’re in front.

When you’re creating something new, enthusiasm from early adopters is often met with pernicious friction. One common source of friction is the time spent educating a prevailing market. This protracted process wears on even the most resilient and exhausts resources every step of the way. Along with frictions that come with being first, with fewer clues from the past it’s harder to avoid potential pitfalls as well.

There’s value in a head start, but the early market leader often falls behind the innovation curve. Never hesitate to forge into the unknown, but remember that when you lead, others will always be chasing you.

If you’re building in front, stay ahead with humility, a challenge network that invites you to be wrong by avoiding groupthink, a genuine desire to accelerate others, and interactive leadership that allows intrapreneurs to stay wild.

If you’re the one chasing, which is far more common, you’ll need to flex a bit of founder-market fit to find product-market fit, but it’s nice knowing there’s an existing path with potentially more opportunities to champion change in a known industry.

Alright, now think bigger. How might we avoid the wait? The front of any line may be a traditional way of getting ahead, but this requires time with no guarantees. You’re still relying on someone else to let you in as well. If this activity is something you really enjoy, be conscious of how business can sometimes kill your passion but know there’s usually a way to be less of a spectator by getting more involved.

One way to do this is by combining your creative skills and an entrepreneurial spirit to wedge yourself into the experience itself. This requires initiative, but volunteering, building into a side hustle, or using content creation skills can quickly become your ticket to skip the line all together.

Extra Shot

A love for friends, craft beer, and technology is what led to FliteBrite. Along with a patented electronic serving system, our beer festival app is a tasty example of how we now skip past lines like this. Cheers!

Brewed From Within
#4 📖 Entrepreneurship

By Ben McDougal, ago