What I’d Do Differently If I Were Starting Over (At 50!)

business strategy May 28, 2025

They say hindsight is 20/20—but what if you could use someone else's hindsight to fast-track your future? At 50, after building multiple 6 and 7-figure businesses, making mistakes, burning out, bouncing back, and helping hundreds of entrepreneurs do the same… here’s what I’d do differently if I was starting from scratch.

1. I’d Get Clear on What Success Really Means Not the Instagram version. Not someone else’s dream. But my version: waking up happy, with time for the people I love, and building a business that aligns with my soul—not just my skills.

2. I’d Stop Trying to Do It All Alone Success is a team sport. I wasted years thinking I had to prove I could do it all. But hiring a coach and connecting with the right people was the shortcut I needed.

3. I’d Create ONE Signature Offer from Day One One offer. One audience. One message. Master that first. You don’t need 20 offers—you need ONE that works. Simplify to amplify.

4. I’d Build My Personal Brand Sooner You are your brand. People don’t buy coaching or products—they buy YOU. I’d show up, share my story, and speak my truth sooner.

5. I’d Value Time More Than Money Time is the real currency. I used to trade hours for dollars. Now I build systems that let me earn while I sleep. You can always make more money—but you’ll never get back your time.

6. I’d Say No More Often To distractions. To misaligned offers. To clients who drain your energy. Every 'yes' to someone else is a ‘no’ to your own dreams. Boundaries are brave.

7. I’d Make My Health a Priority, Not an Afterthought You can’t build an empire on a broken foundation. My health took a back seat—and I paid for it. Now, I protect my energy, movement, and mindset like my business depends on it. Because it does.

Final Word: No matter your age, it’s never too late to build a business you love. In fact, I believe your second (or third) act can be your BEST yet. Because with experience comes wisdom. And with wisdom comes freedom.

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