The Diary Of An Entrepreneur In The Messy Middle
Tweet · Apr 09, 2025
The Diary of an entrepreneur in the “messy middle”
April 5th, 2025
There’s a “messy middle” stage in the progression of entrepreneurship that I’m swimming in right now. Maybe you are too.
I’m not mad about it, it just is.
And if I’m being honest, it’s a good thing because MOMENTUM IS MESSY.
BUT—
It’s not easy to be in the purgatory between knowing that you have value and a message to share with the world and forked still trying to figure out HOW…
And man, I’ve done the things. Like TONS of things.
I’m not just sitting here pondering these grand ideas, I operate with almost too much action where I have 10 pots on stove and I’m still trying to work the front of the house and keep the patrons happy.
Here’s a few to wet your whistle:
foam roller sales
Nutrition plans
Personal coaching
Online personal coaching
Workout plan programming
High ticket coaching
Supplement sales
Travel agency start up
Spark - idea validator
Single family home
Land investing
Air BNB
Wholesaling
Self storage
VA agency
VA editing agency
Online Jobs competitor
Cleaning business
Dumpster rentals
Blog
Podcast
Writing a book
Course creation
Newsletter
Cold call agency
Third party management
Bookkeeping biz
Ambitious Dads
Grill cleaning
Insurance business
Quest Homeless Services
SMB
Lawn care business
Sub contractor model
App building
Future Founders / gen F
Book Club
There’s more, but I’ve probably lost a handful of you by now… and I’m ok with that!
Because the few that hung on, you are who I want to talk to anyway.
You might have read that list and seen some things that you’ve tried, thought about or that you’re currently doing.
But you still haven’t figured “it” out yet!
And it’s SO frustrating.
I get it. I feel it. I’m IN IT RIGHT NOW.
And believe me, when I figure it out… whatever IT is, you’ll be the first to know!
But until then, what do we (I say we because you’re in this with me) do?
Well, we climb together.
This journey that you’re on is GNARLY.
The interwebs like to glorify the success— heck, I’ve found myself only wanting to share the wins.
The wins are fun, they’re sexy, they are click bait-y… but what about EVERYONE else?
What about the stories of trying stupid things and getting stupid results?
What about that one time you dipped your feet into MLMs and were embarrassed to admit it?
What about the employees that you’ve hired and then had to let go of because you just couldn’t afford it?
What about the failed investments, the disastrous partnerships, and the hours and hours and hours of content that you’ve created only to be seen by a few dozen people?
No one talks about that… not super openly at least…
But that’s all part of it. It’s part of the climb. It’s part of your story that you’ll one day tell as one of SUCCESS.
==CALL TO ACTION:==
*** sometimes you just have to paint it out like that
I am not a guru, I don’t have it all figured out, but I AM a dude on a mission.
I’m a dad who’s busy AF with a dream to build something BIG AF.
I've had some success and toms of failure. But today is a brand new day and tomorrow is too.
I'm an entrepreneur in the trenches who wants to climb with OTHER entrepreneurs in the trenches.
If ANY of this ignites something in you and you feel called to create and build but you’re still trying to figure it out— Let’s figure it out together.
*** I don’t have a course, I don’t have training, I sincerely want to connect with those that feel the same way.
Here’s the plan (all tentative, but that’s the beautiful mess of building in public right?)
- it’ll start here in a Twitter DM group.
… how’s that for an MVP 🤣