Side Hustles

Visualizing Variety

For people who play 80 hours instead of working 40, a diversified career portfolio often emerges.

A variety of activities and the contemporary energy of popcorning between them, helps vanguards stay ahead of the innovation curve. Diversification of work can also provide stability when the volume of different activities are strategically adjusted over time.

As we diversify career portfolios, balance, transparency, being realistic, patience, perpetual learning, and avoiding The Headline Trap is critical. These real skills fuel focused progress on multiple fronts and help reduce the risk of diluting yourself to mediocrity. If you’re stretched too thin, the value of diversification can devolve into fragmentation.

Extra Shot

It’s easy to discount our potential, but life is too short not to love what you do.

When change is constant, visualized assessment helps track how time is spent. Below is the evolution of my own career portfolio. People who see this often want to implement this method introduced in the Side Hustles chapter of YDNTB, so let’s jam on how to visualize your diversified career portfolio.

First, organize the things you spend time building. Assign a percentage of time spent on each activity, then plot the data into a pie chart. I use Apple Keynote to manage the pie chart and Adobe Photoshop for added flare, but any spreadsheet or slide deck software can visualize data in a similar way. Once created, save the pie chart as an image. You now have a conversation piece that showcases how you spend time. Update it as your career portfolio evolves or use this method as an annual exercise to stay balanced with your own personal bandwidth.

By Ben McDougal, ago

Echos

The echo of an idea is always fading.

How can we extend ideation long enough to activate early moves, blow through barriers, and maintain lasting enrollment? This is clearly a loaded question. Much goes into enabling ideas into reality and the rate of an idea’s degradation depends on a million factors, but let’s sip on the artistry of pushing without being pushy.

As seen in the Ideation and Research chapters of YDNTB, personal reflection is the easiest way to think through the various angles that might make an idea interesting. This private contemplation doesn’t require much skill and we don’t get stuck trying to earn the attention of others. Unfortunately, the ease of your own activity is matched by the hardships that await those who don’t let ideas breathe. This is why stealth mode is precarious and ongoing customer discovery is key.

Extra Shot

Will you spend time or money?

When we share a new idea with someone else, the situation becomes complex. This is the moment we put our idea on a hook. It’s when we push past fear and invite doubt. Connecting dots within such complexity is difficult, takes time, and is never straightforward. Research helps to build confidence and adds clarity to how opportunities are articulated. While this preparation helps guide others through layers of understanding faster, a blend between patience and urgency is required to align interest.

This makes blunt repetition tempting, but ineffective. Whether it’s potential co-founders, mentors, early adopters, or investors, more of the same (without execution) can chase away interest. To avoid potential fading too fast, find different ways to motivate movement.

For a fun visualization, let’s imagine a small pond. If one pebble drops in, the lonely ripple would be obvious, but also fades fast. While it made a splash, it’s soon forgotten. Now, imagine many pebbles being thrown in different ways, all around the pond, and over time. The pond is now alive! The echo of each pebble is magnified and the abundance of rippled collisions leave a more lasting impact.

Like this pond full of pebbles, we can nudge progress long enough to activate action by adding variety into how we introduce and continue to explore an idea. Conversation in different environments, creative analogies, inquisitive questioning, active listening, talking about anything else, releasing reluctance, or getting more people involved are all ways you can keep building without seeming frantic, repetitive, or desperate. This intentional diversity allows different echos of one idea to each feel different, and yet, all bounce in the same direction.

By Ben McDougal, ago

Small Business Owners

Words matter. When “small business” and “small business owner” is used over and over again, it begins to feel belittling. Together, opportunity awaits those who brew fresh ways to talk with and about small businesses!

First, let’s get an elephant in the room. Everyone understands the need for business categorization within an economy and yes, size is a simple metric. Entrepreneur Support Organizations (ESOs) are quick to explain that because of government policies, regulated programs, and the history of small business owners not thinking of themselves as entrepreneurs, using “small business” has become second nature.

The opportunity exists within events where the assemblage are small business owners, but what about this fear of marketing that won’t resonate without a clear call to “small business owners”? Here’s the trick. Use small business terms to gather awareness, but then let those technical terms chill once everyone comes together. This ensures clarity in branding, online activity, and event promotions. As events get underway, emcees, speakers, panelists, and staff can embolden the audience by using “small business owners” as necessary, but intentionally use more alternative titles that add depth to the narrative. Instead of everything being stuck on small, try these seven synonyms that describe greatness, importance, appreciation, growth, and yes, small business owners.

  • Entrepreneurs
  • Leaders
  • Students
  • Innovators
  • Heretics
  • Creators
  • Community Builders

As people who may have only identified as a small business owners start using enlivened vocabulary, these side conversations become a signal of something lasting! If this effort continues at future events, more people will connect with more terms they feel inspired by. This exposes small business owners to even more relevant resources, helpful ideas, and different areas to confidently explore within an expanding entrepreneurial ecosystem.

Extra Shot

When was the last time you wanted something important to be small?

Using this working draft of synonyms, we can each quietly inspire more inclusivity through fresh assimilation at events. Even if policies remain rigid, more people will learn to celebrate and identify with more codifications.

Over time, more will feel allyship with all that is entrepreneurship. We will remain proud small business owners, but just as vested when we hear whatever the latest jargon may be.

By Ben McDougal, ago

Popcorning

There’s an energy that comes from jumping between different initiates in a diversified career portfolio.

An ability to popcorn between progress is what makes a diversified career portfolio work. Over time, the mental and physical exhilaration strengthens an elastic-type of energy that builds focus, even when it’s applied on multiple fronts and in tiny time windows.

This ambitious movement fuels action within different slices of a diversified career portfolio and should be celebrated. For example, the impactful days where we hammer on one thing, ship progress; pop to the next thing, ship different progress; and then pop one or three more times to fuel momentum on even more! This type of work is exhausting, but the flow makes us feel tenacious. With practice, this multi-modal focus is refined, increasing the leverage to explore exponential activities.

Extra Shot

I have a fun new phygital item for sale.
Video – https://youtu.be/6toglC21dwI

They’ll say you gotta focus. Only chase one rabbit. Maybe. If financial stability relies on a single income or paid employees depend on you to lead, less diversification will help support stability.

That said, who knows a leader who only does one thing? Leaders are everywhere, doing everything! We are efficient humans with super computers all around us. Even when different ventures don’t seemingly relate, there is a shared thread that sews efficiency into the work. YOU!

For anyone with more to build, there’s no permission required to add creative slivers to the pie chart of how you spend time. Does it take an extra gear? Yes. Might it require practice to stay balanced? Yes. Will you have to play 80 hours in order to avoid working 40? Yes. It is absolutely possible for anyone in our connected era? Yes!

Cheers to this elastic-type of energy that comes from popcorning between various initiates within a balanced diversified career portfolio.

By Ben McDougal, ago

Decisions

The right decision is often the one you make.

When questions linger, they get heavier over time. When I talk about writing a book with aspiring authors, I share how a sense of paralysis occurs. Whether it’s from the writing or publishing process, this mental jam is not from a lack of options, but instead, so many. While it’s important to understand options, the key to momentum is to simply make each decision.

This is not as easy as it sounds. No matter how big or small the decision might be, the fear of getting it wrong stands in the way. Fortunately, while life or death decisions do occur, most of the time, a wrong decision only requires extra resources to make it right. Bad decisions add up, but if it’s just one decision that’s part of a longer sequence, even slight missteps can still move us closer to where we want to be.

Extra Shot
What decision is holding you back?

The decision I’m wrestling with, is if I should continue with my weekly writings. I’m so thankful for the reading room that is Roasted Reflections. It’s been a privilege and a blessing, but I’ve made sacrifices to ship this art every week for almost three years. I hinted at this in Recursion, but with the end of 2023 in sight, it’s time to decide if/how I should continue with this ambitious cadence.

Perhaps I’ve written what needs to be said, at least for now? Would these jolts of energy be missed if they were gone? Writing helps us understand our thoughts, so it’s nice to know if I do turn down the volume, the Roasted Reflections library isn’t going anywhere. I could still occasionally add fresh writings and we’ll stay connected with new episodes of You Don’t Need This Podcast brewing every week. What could I do with the extra bandwidth? Hmm…

I think it’s time. I’ll make this decision here and now.

The next four months (17 weeks) will be sequenced to say farewell to my weekly writings at the end of 2023. I’m so thankful for this remarkable ride we’ve shared together. Every writing will continue to be pure human, thoughtfully crafted, and brewed to keep us building. This will be an emotional process, but we are one my friends. People like us, do things like this, so cheers to all that is next.

By Ben McDougal, ago