143: Stop outsourcing your business problems: finding your own path with Daryl Seager

Meet freedom business owner Daryl

Daryl is a leadership and confidence coach who helps female leaders and entrepreneurs thrive in male-dominated industries. With 15 years in coaching and consulting, he’s gone from supporting corporate leaders to find his true calling working exclusively with women.

What makes Daryl’s story so damn compelling? After walking away from his corporate job (with zero plan!), he spent 18 brutal months trying to make his business work. The real breakthrough came when he finally connected with his personal why – growing up with a single mother who had to juggle raising kids, returning to work, and rebuilding her life after his father left.

 That deep personal connection created the clarity his business desperately needed. Now based in Estonia (where he’s lived for five years, though considering a move back to the UK), Daryl focuses on helping ambitious women build their confidence, grow their success, and lead effectively in spaces traditionally dominated by men. 

His journey shows us that sometimes the long, messy road to clarity is exactly what your business needs to finally click.

“I left with absolutely no plan of what to do, but I thought how hard can starting a business be? And then I realized it’s a little bit harder than I thought it was going to be.”

Key takeaways from our freedom chat with Daryl:

➡️ The truth about starting over: Daryl walked away from his corporate role without a plan and spent 18 months struggling to find clarity. The real breakthrough came not from outsourcing his problems but from doing the deeper work of understanding his “why.” Sometimes the hardest business lessons come from jumping without a parachute.

 ➡️ Find your clarity: The pivotal moment in Daryl’s business came when he could clearly articulate his value in one simple sentence at a networking event, leading to immediate referrals. Before that moment of clarity, nothing was working properly. When you can explain your business to your neighbor, you’ve found gold.

 ➡️ The outsourcing trap: Daryl spent months and significant money outsourcing his lead generation and messaging, only to discover it didn’t work because he himself wasn’t clear on his message. External support can’t replace the internal work of understanding your unique value. No lead generation expert can fix a foundation that’s still wobbly.

 ➡️ Simplicity creates freedom: After trying to be everywhere and do everything, Daryl found success by drastically simplifying his approach—focusing on LinkedIn, establishing a consistent outreach routine, and sticking to what aligned with his natural strengths. Freedom comes from doing less, better.

➡️ Focus on connection, not algorithms: Rather than obsessing over social media algorithms, Daryl found success through authentic connection. He prioritizes meaningful engagement over trying to game the system, focusing on building relationships, networking, and following up with real people who engage with his content. This human-first approach creates both better business results and more sustainable freedom.

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Connect with Daryl

Visit on LinkedIn @Daryl Seager

Instagram: @coach.darylseager

Website: www.darylseager.com