Ever Tried Being the Office Janitor, Therapist, Accountant and Manager?

My Home Office Sometimes in August 2019

Welcome to entrepreneurship, where “being your own boss” comes with a whole lot of job descriptions.

Everyone says, “Leave your 9 to 5. Start your own business. Be your own boss.” Sounds inspiring, right? Until you are knee-deep in unpaid invoices, drafting your own contracts, googling “how to file taxes as a sole proprietor,” and trying to calm your own mental breakdown.

What do they not mention?

Building a business, especially without capital, is not a glamorous exit from the rat race. It is often just a transfer to a different kind of grind — one with no guaranteed paycheck, no team (yet), and a very long to-do list.

In the early days, you are not hiring anyone. Why? Because there is no money to pay them. Even when money starts trickling in, never hire based on emotions or vibes — it will cost you more than it is worth.

If I could go back and give myself a checklist, it would look something like this:


✅ What To Do:

  • Start smart, not big – Resources may be limited, but your structure should not be.
  • Document everything – Processes, decisions, feedback. Do not keep it all in your head.
  • Outsource wisely – Get help, just do not go broke doing it.
  • Know your numbers – Financial literacy is not optional; it is survival.
  • Use contracts – Even if it is your best friend, sister, or cousin.

❌ What Not To Do:

  • Do not hire based on sentiment – Loyalty doesn’t always equal skill or accountability.
  • Do not wing it with systems – Chaos feels creative until it costs you real money.
  • Do not chase perfection – Ship it, then tweak it.
  • Do not isolate yourself – No medals for solo suffering. Find community.

Surprise! You are Now Head of Every Department:

  • Legal
  • HR
  • Operations
  • Finance
  • Marketing
  • Customer Service
  • Tech Support
  • Creative Direction
  • Crisis Management
  • … and yes, Maintenance

Nobody tells you this part. But living it? That is how you grow. It is how you learn to think long-term. It sharpens your instincts. And funny enough, it even helps you become a better employee if you are in a team or return to a team. You begin to understand why certain decisions are made, why budgets matter, and why not every request gets an instant yes.

So yes, everyone should try building something — even if it is “just” a small side hustle. Not because it is easy. But because it gives you perspective, grit, and the kind of wisdom that no job title alone can give you.

You are not just building a business — you are building YOU!

What else would you like to know or read about? Ask away in the comments or send me an email, and I might write about it.

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