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- overcomplicate & underestimate ... [šU]
overcomplicate & underestimate ... [šU]
Entrepreneurship promises opportunity.
But what it delivers is a mess of decisions we love to overcomplicate.
While underestimating what we already know & can do
We're lured in by the romantic notion of the āfreedom & flexibilityā
& who wouldnāt want more control over time & how we earn money?
Whether itās to pursue a dream, turn a hobby into a paycheck, or just not have someone else dictate your life.
But at the same time, weāve spent a lifetime learning to give up control, follow orders, & generally not think for ourselves ā¦
From day care all the way through college and into the workforce, youāre told:
ā what to do
ā how to do it
ā when you can (& canāt) do things like
- what time you show up, have lunch, go home
- take a vacation (& for how long)
- even when you can go to the bathroom!
Someone else has always dictated how we spend most (or all) of our time
ā parents
ā teachers
ā bosses
ā & when you become a parent, your kids (& their activities) dictate your time too!
Aaaallllll that to say ā¦
We learned how to be employees, not entrepreneurs.
So when all those decisions land on our shoulders, no wonder it feels chaotic. We overcomplicate every choice & underestimate just how capable we already are.
Now that weāre starting our own business,
Weāve got to figure out how to be our own boss.
Itās hard having all those decisions (what to do, how, when) fall on your shoulders ⦠especially if thereās no support system

That freedom & flexibility is a double-edged sword.
Freedom without structure quickly turns into Netflix binges & endless courses.
Thatās why this boss/employee question matters:
If you did the same thing (in the same timeframe) at a jobā¦
Would your boss promote or fire you?
Spoiler alert: for your business, they're both you
So as the boss in your business, you canāt let your āemployee-selfā keep underestimating their potential if you just show up & do the work.

As an employee youāre expected to work so many hours a week.
Whether itās ābusiness hoursā or shiftwork.
Being on time isnāt optional ā itās part of your job
But attendance isnāt enough.
Youāve got to do the work & keep learning
I work every day.
including Christmas
BUT not all day, every day
I make (schedule) time (& color-code)
ā things that make money (like coaching calls)
ā actions that lead to clients (like networking)
ā time for learning (then doing & sharing)
ā even personal things (like errands)
At a glance I can see where my time is going
& at the end of the day, I can compare what I wanted to do with what got done.
Itās never perfect.
Some days are greatā¦
my calls flow, everythingās checked off the list, I feel unstoppable.
& some days I spiralā¦
I spiral, waste too much time on Canva or over edit, & networking feels like prospects want to get it all but willing to pay for nothing
Youāre not the only one who has days wondering if you should just go back to a paycheck.
& thatās why we need the structure ⦠the consistency in not just showing up
but in trying to do more & be better.
āShow me your calendar and I will tell you your priorities.ā
Seriously ⦠if you treat your business like a hobby, donāt be shocked when it pays you like one.
Are you showing up for work āon timeā in your business?
Are you leaving early or putting in overtime?
If I donāt treat my business like a job, Iām the boss whoād fire me first.
Showing up is our floor, not the ceiling.
Your boss doesnāt care that you clocked in & opened your laptop.
You have to move the needle.
ā Did you send the proposal?
ā Make the call?
ā Publish the post?
The more you work, the better you get.
Think back to the first day, week, month of a job ⦠any job ā¦
You didnāt just jump right in.
You had orientation & some training
You didnāt know everything.
This business youāre building is no different.
Youāre not going to know everything on day 1 or 100.
āEnoughā doesnāt have to mean more than your clients.
You DO know āenoughā to take something of their to-do list & help
You keep showing up, learning & doing the work
Rinse & repeat tomorrow
Soon enough youāre spending more time doing & less learning
How much time are you spending learning vs doing in your business?
Balancing learning & doing is only half the game.
The other half?
Doing the crap you hate.
Because doing the work doesnāt mean cherry-picking the fun parts & doing them when you feel like it.
If youāre only doing what you love, when you feel like it, you have a hobby.
The stuff you try desperately to avoid?
Thatās usually the stuff keeping the proverbial lights on.
Growing a business sometimes looks like invoices, follow-ups, & tech troubles
There were things you loved (& hate) about jobs
I looove coaching calls.
HATE the admin
I love reading & writing emails
Avoid social media.
You still need to get them all done.
until you can afford to pay someone else to do it for you
& even if you havenāt generated income yet or paying yourself a salary,
not treating this as a business, still costs time & money.
Thereās an āopportunity costā that goes with everything you do & donāt do.
We overcomplicate things with trendy tactics & tech tools
Thereās a difference between looking busy & building a business.
It really comes down to 2 basics:
ā your offers
ā your leads
Whatās the real cost of overcomplicating & underestimating has on your business?
Burnout?
Stalled growth?
Regret?
Look youāre not alone here.
Distractions at home (& from life) lead to reduced productivity (aka things that impact the bottom-line vs keeping busy).
Thatās one of the main reasons so many companies are trying to āorderā staff back into the office.
We need the structure
As a freelancer & entrepreneur youāre the boss.
You have that freedom & flexibility you wanted.
You still need to decide
But you also have to do.
Set your work hours.
Make your schedule.
Itās your business.
Treat it that way.
Because working for yourself pays off ⦠with structure
Working more for a boss may get you overtime
But then theyāre expecting more from you
& the more you give them, the less you have to give to yourself, your family, or your business.
Give your business the time and attention it needs
& that doesnāt mean forcing yourself to work more hours than 2 full-time jobs, burning out, & landing in the hospital with blood clots in your lungs ā¦
learn from my mistake without experiencing it yourself ⦠itās not fun!
You can build momentum with the commitment to be consistent
Now itās your turn ā¦
What are you going to do today to make your businessā boss want to promote you instead of fire you?
Block the next 30 minutes.
Right now.
Do 1 thing that moves your business forward.
Make it a great āpromotion-worthyā week!
EG
PS:
Check out these other free resources that help you stop overcomplicating & underestimatingā¦
Techpresso gives you a daily rundown of what's happening in tech & what you shouldn't miss so you stay up-to-date without having to do all the research & reading
Brand Chemistry is a weekly look at how brands build trust, loyalty & scale by organically connecting with their audience.
Nathan Barryās newsletter shares how to earn $10k from your first book in packaging, marketing, & selling it even if you donāt have a huge following
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