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

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 coach

9:02 – Why Andrea felt her business was stuck despite its success

12:00 – 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 track

21:07 – The turning point when Andrea “jumped across the stream” and made a big decision in her business

25:11 – How Andrea makes business decisions differently now and what keeps people stuck in indecision

28:47 – The power of having a sounding board to help you make quicker decisions and free up real estate in your brain

33:28 – Andrea’s advice if you think you should have it all figured out by now as an established entrepreneur

36:46 – How having a coach has helped Andrea reclaim inspiration for her work

38:07 – The return for Andrea on her investment in business coaching

41:14 – How Andrea feels about the future of her tutoring business

Connect with Andrea Liddane

Liddane Tutoring | Facebook | Instagram | LinkedIn | TikTok

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

She Thinks Big by Andrea Liebross

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