Delegation today: AI first

Ever feel like traditional productivity advice just…doesn’t work for your brain?

In this episode of The Aspiring Solopreneur, Carly Ries and Joe Rando sit down with ADHD coach and former academic Skye Waterson for a refreshing, practical conversation about overwhelm, focus, and building a business that actually works with your brain, not against it.

Skye shares her wild origin story (including being recruited by the New Zealand government to train their intelligence services), why so many entrepreneurs experience ADHD traits, and how solopreneurs can prioritize, delegate, systematize, and scale without burning out. You’ll learn a simple prioritization filter that instantly reduces overwhelm, how to build a “map of your business,” smarter ways to delegate using AI, and one surprisingly powerful mindset shift that can help you start tasks more consistently.

If you’ve ever struggled with focus, felt scattered, resisted rigid systems, or wondered why your motivation seems inconsistent, this episode will feel like someone finally put words (and tools) to your experience.

EPISODE FAQs

How can solopreneurs with ADHD stay focused and reduce overwhelm?
Solopreneurs with ADHD (or ADHD-like traits) benefit from externalizing their thoughts instead of trying to hold everything mentally. In this episode, Skye Waterson teaches a prioritization method that starts by writing down every task (work and personal), then filtering for true urgency and importance. This approach reduces cognitive overload, supports executive functioning, and helps overwhelmed solopreneurs focus on what actually matters instead of reacting to everything.

What productivity systems work best for solopreneurs who hate rigid structure?
Instead of complex planners or overly strict systems, Skye recommends starting with a “map of your business," a simple visual of how clients find you, how you sell, how you deliver, and how you retain or grow relationships. This gives solopreneurs clarity and control without requiring perfection. The goal isn’t rigid structure; it’s building flexible systems that support your energy, creativity, and attention.

How can solopreneurs use AI to delegate and scale without hiring a team?
Skye explains that many tasks can now be delegated to AI instead of people, such as turning a voice explanation into an SOP, organizing processes, drafting documentation, or clarifying workflows. For solopreneurs who feel overwhelmed by delegation or who aren’t ready to hire, using AI as a “thinking partner” can dramatically reduce workload, improve consistency, and support sustainable growth.

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