Let’s talk about something every Visionary has felt at one point or another:
“I know I need help… but where do I even start?”
This week on the Think Like an Integrator podcast, I’m joined by Hannah Allen, the owner of Outsourcing With Love and a longtime Operations Manager for small businesses.
Together, we dive deep into the emotional and strategic sides of outsourcing—because it’s not just about finding someone who can check boxes. It’s about finding support you can actually trust.
Why Outsourcing Your Small Business Feels So Hard
Hannah shared the two biggest fears most business owners have:
- “No one can do it like I can.”
- “No one cares as much as I do.”
And to be honest… those are valid. Your business is your baby. Outsourcing your small business can feel vulnerable. But what if someone did care? What if they were actually better at certain things than you are?
(Yes, it’s possible. And it might be exactly what frees you up.)
How to Know What to Outsource First
One of my favorite parts of this conversation was hearing Hannah break down the first step:
Don’t ask “should I outsource?”—ask “what should I outsource?”
Here’s a quick way to figure it out:
- What tasks keep getting pushed to the bottom of your to-do list?
- What tasks are draining your energy the fastest?
- What things fall through the cracks over and over again?
Start there. That’s your first hire!
Need help? Hannah has a free guide called The Outsourcing Formula that walks you through this process!
What Makes a Great Team Member?
We also talked about how to find someone who feels aligned with your business. Some of Hannah’s best tips:
- Look for aligned values and clear communication styles
- Use tools like Loom or Scribe to train new hires without overexplaining
- Lean on vetted directories (like Outsourcing With Love!) to skip the “searching through hashtags” nightmare
Outsourcing your small business doesn’t have to be overwhelming. And you don’t have to figure it out alone.
Final Takeaway
You don’t need to hire a 20-hour/week team member tomorrow.
You can start small!
Outsource the inbox. Hire someone to organize your workflows. Ask for help on one piece of a launch.
The point isn’t to do more. It’s to make space for the things only you can do.
So if you’re feeling overwhelmed, let this episode be your permission slip to stop doing it all and start doing what lights you up.






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