Why Successful Business Owners Still Struggle with Decisions After Years of Experience

12/08/2025 49 min Episodio 237
Why Successful Business Owners Still Struggle with Decisions After Years of Experience

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Episode Synopsis

You survived the start-up phase, made money, and built a team. Now, several years later, you think you should have the ins and outs of running a business all figured out by now. Yet, even though everything looks great on the surface, it can feel exhausting, chaotic, even uninspiring on the inside…especially when you’re still wearing all the hats.That’s where Andrea Liddane found herself with her 20+ year tutoring business. As the founder and CEO of Liddane Tutoring and Learning Services, she’s served hundreds of students and hired over 30 tutors. But after all this time, she realized she was emotionally and physically tired and felt uninspired by her passion. So she took a bold step and sought a guide who wouldn’t just hand her a map but take the journey with her.In this episode of She Thinks Big, Andrea shares what it really looks like to be an experienced business owner who still needs support and why seeking coaching later in the game can sometimes be the most strategic move of all. As she and I have fun with revealing her story through forest analogies, you’ll see why knowing what you’re doing as an entrepreneur doesn’t mean you should have to do it alone.4:36 – Introduction to Andrea Liddane, her business, and why she took the leap to hire a coach9:02 – Why Andrea felt her business was stuck despite its success12:00 – The need for an outside voice to get on the path to making the best business decisions 17:02 – Examples of distractions (or “squirrels”) that kept threatening to push Andrea off track21:07 – The turning point when Andrea “jumped across the stream” and made a big decision in her business25:11 – How Andrea makes business decisions differently now and what keeps people stuck in indecision28:47 – The power of having a sounding board to help you make quicker decisions and free up real estate in your brain33:28 – Andrea’s advice if you think you should have it all figured out by now as an established entrepreneur36:46 – How having a coach has helped Andrea reclaim inspiration for her work38:07 – The return for Andrea on her investment in business coaching41:14 – How Andrea feels about the future of her tutoring business Connect with Andrea LiddaneLiddane Tutoring | Facebook | Instagram | LinkedIn | TikTokMentioned In Why Successful Business Owners Still Struggle with Decisions After Years of ExperienceShe Thinks Big by Andrea LiebrossAndrea’s LinksBook a Call With AndreaAndrea on LinkedIn, Instagram, and FacebookUntangle your time, reset your role, and build systems that don't depend on your every move. No more white-knuckling your way through success because you're not just scaling your business, you're scaling yourself.Get the clarity and capacity to lead differently and ascend to your next level. Learn how and join us at andrealiebross.com/ascension.

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