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Choices........
Issue #012 | March 28th, 2025

Hey, Will here…….
If you're reading this, congratulations!
You've already made one excellent choice today.
As solopreneurs, we make countless decisions daily—from "should I answer this email now?" to "is this the right business model?"
Our professional lives unfold like Choosing Your Own Adventure books, except we can't flip back to page 12 when our character falls into the alligator pit of a failed pricing strategy.
Here's the silver lining: while traditional businesses navigate the quagmire of committees and approvals, you possess something more valuable—decision-making power that perfectly aligns with your vision.
No compromises, no mandatory team-building retreats where Dave from accounting insists everyone participates in trust falls while secretly plotting to reject your expense report.
🔵 ADVANTAGE? YOU!
Think about it. The Big Dog Corporation™ is pivoting its strategy with boring and unproductive executive meetings, department briefings, slide decks, stakeholder discussions, and then —six months later—action.
But you wake up on Tuesday with a new idea and implement it by lunch.
While they're scheduling the follow-up to discuss pre-meeting agenda items, you've launched, failed, tweaked, and succeeded twice.
No secret, speed and alignment are your competitive edge.
As my grandmother supposedly said,
"The nimble squirrel gathers the nuts while the corporate committee still debates the optimal nut-gathering methodology framework."
(She never actually said this—she was more into bingo than business metaphors—but it sounds pretty good.)
The deal isn't just that you move faster—in a landscape where good ideas have increasingly shorter shelf lives, your ability to make decisions quickly might be your only sustainable advantage.
Reminder: Being wrong quickly is often more valuable than being right slowly.
PRO TIP: Set aside one hour weekly to make key business decisions and guard this time fiercely, as if it were the last piece of chocolate cake at a kids' birthday party.
🔵 FOUR DECISION ZONES
Every solo business owner makes many decisions daily, but not all rank a high priority.
After working with many successful entrepreneurs, I've found four key areas of decision-making that impact your business's path.
Imagine these as different areas on your business map—each requires special skills to navigate and carries its own risks if you make mistakes.
If you master these four areas, you can turn chaos into your strategic advantage over your competitors.
If you ignore them, you'll waste mental energy on decisions that should be automated or delegated, and miss out on the choices that make a difference.
1. FOUNDATION ZONE: WHO ARE YOU?
A recent study shows that more than half of solopreneurs, about 52%, decide to go solo because they love the idea of being their own boss.
Meanwhile, others are driven by the chance to create their opportunities (36%), boost their income (33%), or find personal fulfillment (32%).
Most escape traditional employment to "be their own boss" only to create businesses where they work for the world's most demanding tyrant—themselves.
When you clearly define who you are, you spend less time explaining your work and more time building a successful business.
It's like the difference between being a generic "freelance writer" or "the conversion copywriter who helps software companies turn potential customers into actual buyers."
AI POWER PROMPT: "Create three distinct positioning statements for my [business type] that make competitors irrelevant. Each statement should: 1) showcase how [my specific approach/methodology] solves [client pain point], 2) speak directly to [ideal client's desires/fears], and 3) convey a clear, memorable brand personality. Avoid industry clichés and buzzwords entirely. Format as headline, subheading, and 2-sentence explanation."
2. GROWTH ZONE: WHERE YOU'RE GOING?
Starting today, solopreneurs have exciting opportunities to look forward to!
Three major trends are paving the way: the integration of AI, the rise of remote work, and advancements in digital technology.
Businesses that jump on the AI bandwagon, let employees work in their pajamas, or dish out the latest tech wizardry are about to ride a rocket ship to success!
Nearly 60% of solo business owners plan to recruit extra hands this year, whether hiring employees or freelancers or just bribing their neighbor’s teenager with pizza.
This just goes to show that expanding your business often involves realizing that doing everything yourself is a one-way ticket to Crazy Town.
The question isn't whether to embrace these trends—it's how to choose which ones align with your unique vision.
The most successful solo entrepreneurs don't run after every opportunity that comes their way. Instead, they thoughtfully select the ones that showcase their strengths.
PRO TIP: Before making any growth decision, ask yourself: "Am I choosing this because it's what I've seen others do, or because it truly aligns with my unique vision?" If the former, reconsider.
3. SUSTAINABILITY ZONE: WILL YOU LAST?
Many amazing businesses have been left behind because their solo founders simply ran out of steam.
Research reveals that 35% of solopreneurs describe their stress levels as "high," while only 26% of business owners with employees feel the same way.
It's an intriguing situation: solopreneurs work fewer hours weekly (40 compared to 45) and take more vacation days annually (15 versus 14) than their counterparts with staff. Yet, despite these perks, they tend to feel more stressed and less satisfied.
This highlights that sustainability goes beyond managing your time well—it's also about making smart choices to tackle feelings of loneliness and exhaustion from constantly having to make decisions.
Here's a thought that might sting:
You didn't escape the traditional workplace hamster wheel.
You just bought your own wheel, painted it your favorite color, and now you're running twice as fast because you own it.
Freedom without boundaries isn't freedom—it's chaos with a better marketing campaign.
The hardest step isn't just about how you run your business—it's about clearly defining what your business won't do and who you refuse to become in pursuing success.
AI POWER PROMPT: "Design a comprehensive project evaluation matrix specifically for solopreneurs that transforms gut feelings into strategic decisions. Include these weighted criteria:
Financial Impact (30%): Create subcategories for immediate revenue potential, profit margin, cash flow timing, and required upfront investment.
Time & Energy Economics (25%): Break down into hours required to execute, deadline pressure, energy drain factor (1-10), impact on other projects, and recovery time needed.
Strategic Alignment (20%): Include measures for brand consistency, target market overlap, skill leverage vs. skill stretch, and contribution to long-term business vision.
Personal Fulfillment Factor (15%): Create metrics for creativity satisfaction, learning opportunity, intrinsic motivation level, and 'still excited in 3 months' probability.
Future Opportunity Creation (10%): Include evaluation of portfolio enhancement, relationship-building potential, industry visibility gain, and 'door-opening' factor for ideal future projects.
For each category, include a 1-5 scoring system with explicit descriptors for each number. Also, create a final 'decision threshold' calculation based on current business circumstances (e.g., higher financial needs adjust weights accordingly). Format as a ready-to-use downloadable spreadsheet template with conditional formatting visually highlighting project strengths and weaknesses."
4. YOUR ACTUAL REALITY ZONE
We've all had days when we chose scrolling social media over working on our flagship offering. (That cat video was extraordinary.)
But here's the uncomfortable truth: Your business isn't built on your intentions or business plan.
It's all about the countless daily decisions about where you focus your attention.
Experts in the field highlight how important it is for solo business owners to keep learning and stay adaptable.
With the rise of automation, AI, and ever-changing digital tools, deciding which skills to hone and which technologies to adopt has become crucial.
It's not just a choice anymore—it's a must to stay competitive. Studies show that businesses prioritizing continuous learning are 52% more productive and 92% more innovative than those that don't.
🔵 COST OF NOT CHOOSING……
Indecision is rarely neutral.
Others often seize opportunities first.
Every time you rethink something, it can zap your mental energy.
You're letting your subconscious know you're not entirely confident in yourself.
Ever notice how we glorify "keeping our options open"?
It sounds wise, yet there's a dirty secret about options: they're expensive to maintain.
Every decision you haven't made is like an open browser tab—quietly using up your mental energy, even when you're not paying attention.
What if the energy you spend reconsidering the same decision twenty times could instead be channeled into executing imperfectly but immediately?
What if momentum trumps perfection?
Recent business data shows that AI adoption is expected to grow significantly, from $5.03 billion to $241.41 billion by 2033, with a yearly growth rate of 47.3%.
Procrastinating about using these technologies is like waiting for a bus to leave the station—you might miss out on the free snacks and Wi-Fi!
PRO TIP: Set a deadline for making decisions. Jot down in your calendar: "By Friday at 2 p.m., I'll choose my focus for Q2, even if I don't have all the details." Then, stick to that promise as if you must make a 3-foot putt for a million bucks.
🔵 GAME TIME, WHAT NOW?
Win, lose, or draw, you will need to choose which way to go! There is no getting around it; the longer you take, the fewer choices you will have, or someone else will make it for you. In my humble opinion, someone else making decisions for your business and future is not what you signed up for.
Let’s look at something that might move you off the bench and into the game.
This week, identify THREE decisions you've been procrastinating on. They can be big or small, but they should be choices that, once made, would move the needle and create momentum.
For each decision:
Apply the Project Matrix to lay things out
Set a hard-decision deadline within 7 days
Commit to action, even if the choice isn't perfect
Pro Tip: Get some Help! According to the latest industry gossip, solo business warriors, who often navigate the challenging entrepreneurship landscape alone, could greatly benefit from implementing a buddy system.
This approach would not only provide them with a sense of camaraderie and support but also serve as a powerful tool
BONUS CHALLENGE: Based on current trends, consider making at least one of your three decisions related to:
How you'll incorporate AI tools into your workflow
Which aspects of your business might you outsource (remember, 60% of solopreneurs plan to get help this year)
How you'll adapt your offerings to the growing remote/digital work environment
🔵 THE BOTTOM LINE
Your business is all about your choices—not just your intentions or plans but your decisions.
The good news?
You get fresh choices every single day. Starting now.
In today's business world, where half of solo entrepreneurs say digital technology is the key to their success, the right choices are more critical than ever.
One of the most important things to remember as a solopreneur is that decision-making isn't about striving for perfection.
Instead, it's about making choices that reflect your true self.
When your business decisions align with your core values and who you genuinely are, even the "wrong" choices often guide you to the right outcomes.
After all, what's the point of building a business that succeeds financially but makes you feel like you're living someone else's life? That's just employment with extra steps.
Choose wisely, but more importantly, choose.
Remember that a "perfect decision" is a mythical creature, like unicorns, affordable housing in San Francisco, or clients who never ask for "just one small change."
The goal isn't perfection—it's progress.
Look, I get it. The fear of making the wrong move can be paralyzing, causing many to play it safe.
However, solopreneurs' edge is their knack for making quick, well-aligned decisions, and fixing the office printer without needing to call IT, which doesn't hurt either!
Remember: While everyone else is playing checkers, you're playing a masterful chess game. And that's the difference maker.
This Week's Hot Question: "What will you change to play a bigger game that will launch you to the next level? If you have no ideas, ask your trusty AI assistant!
🔥 Want More Magic: Join Our StartSmart Exchange Community Here!
Until then, Think Smarter, Play Bigger, and Build Faster.
To your success,
-Coach Will
Also, let me know if you have any comments or need help. I read everything; you never know what doors might open from a simple conversation.
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