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Delegating is Impossible. Or is it? These Two Small Shifts Can Break the Bottleneck

If you’re a founder or solopreneur who’s overwhelmed but still can’t seem to hand anything off—you’re not alone. Delegation sounds like a simple fix, but in practice, it’s messy. You might think:


  • “It’s just faster if I do it myself.”

  • “My team is already stretched thin.”

  • “There’s literally no one else to do this – it’s just me.”


Here’s the truth: it’s not that you’re unwilling to delegate—it’s that the path forward hasn’t been clear or practical enough.


After working with dozens of growing teams, I’ve found that two small shifts can start to unlock serious momentum:


1. Assess for Repeatability

If you’re doing a task more than once, and it’s roughly the same each time, that’s a delegation goldmine. These repeatable tasks offer the highest return on any time you spend creating instructions or training someone else to take them over. You don’t need a fully built process before you hand it off—just clarity that it’s not a one-off.


2. Record the Work as You Do It

One of the biggest barriers to delegation is the idea that you have to stop and write a manual. Don’t. Just record yourself doing the task using a tool like Loom or Tango, or dictate the steps to a voice to text app like Otter or Fireflies. That one-time recording becomes a training asset you can reuse over and over.


These are just two of the strategies I break down in my free guide, The Delegation Dilemma: Why Founders Struggle to Let Go—and What to Do About It.


It’s a short, actionable download designed for real-world founders:

  • No fluff

  • Tools you can use today

  • Tips, examples, and decision guides to help you get unstuck


You don’t need a full-time team or a 6-month plan to get out of the weeds. You just need a starting point—and this might be it.

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