The 5 Biggest Business Mistakes I Made (So You Don’t Have To)

Nov 19, 2024
Kaitlyn Cook sitting confidently in a rattan chair outside, smiling, representing calm CEO energy and reflection after overcoming business challenges.

Running a successful business isn’t about avoiding mistakes. It’s about learning from them quickly and growing stronger because of them.

And if you’re here, I know you’re ready to scale—but with more alignment, not just more hustle.

After 20 years in business and finance, I’ve coached thousands of service-based women entrepreneurs through similar turning points. I made these mistakes so you don’t have to.

Let’s dive in.

 

Mistake #1: Thinking My Team Would Care As Much As I Do

This one hit hard. I used to believe that hiring smart, enthusiastic people meant they’d bring the same level of care and commitment I had for my business.

But here’s the truth:

🚨 No one will ever care about your business as much as you do.

I hired fast, without clear roles or accountability. I mistook energy for execution. And I brought in thinkers when I needed doers.

The Fix: Hire Smart and Systemise

πŸ“… Set clear expectations and SOPs.

πŸ§‘‍πŸ’Ό Hire for execution, not just energy.

πŸ‹οΈ Provide ownership, not just tasks.

 

If hiring still brings up fear or past wounds, grab my Fear Zone Free Guide and get the exact mindset shifts to hire with confidence.

Download it here

 

 

Mistake #2: Relying on One Big Client for Revenue

There was a time I made 90% of my income from one client. It felt secure—until the contract ended. Suddenly, I had no safety net.

This mistake cost me momentum, confidence, and peace.

The Fix: Always Build Your Pipeline

πŸ“Š Balance client service with visibility and lead generation.

πŸ“£ Use a CRM to track and nurture prospects.

πŸŒͺ️ Diversify your income so one client doesn’t control your stability.

Scaling isn’t about working harder. It’s about building structures that support your sustainability.

 

Mistake #3: Waiting Too Long to Launch

I waited 4 years to launch my first course. I told myself I needed more time, more experience, more confidence.

What I really needed was courage.

The Fix: Launch Before You Feel Ready

πŸ”Ή Start with a beta offer.

πŸ”Ή Take messy action and refine.

πŸ”Ή Learn from feedback, not perfection.

You don’t build confidence by waiting. You build it by doing.

 

Mistake #4: Letting Random Opinions Shape My Business

I used to change my offers, pricing, even entire strategies based on unsolicited feedback. It led to second-guessing, pivots, and confusion.

The Fix: Trust Your Expertise

🎯 Build based on your strengths and client needs—not outside noise.

🀝 Lean into aligned mentorship and community.

πŸƒ‍♀️ Stop outsourcing your clarity.

Your business doesn’t need more voices. It needs your voice—anchored in confidence.

 

 

Mistake #5: Believing Strategy Alone Would Save Me

I once believed the perfect plan would fix everything. But even the best strategies crumble when fear or burnout takes the lead.

The Fix: Pair Strategy with Mindset Work

πŸ’‘ Mindset shifts are what fuel momentum.

πŸ’‘ Nervous system regulation supports consistency.

πŸ’‘ Inner work is the foundation of sustainable growth.

Every CEO I’ve helped scale to multi-6 and 7 figures had to grow on the inside first.

 

 

Final Thoughts: Learn From My Mistakes, Scale Faster

If you’re ready to:

πŸ’ͺ Build a smarter team

πŸ’‘ Diversify your income streams

πŸ“ˆ Launch bold offers before you feel “ready”

🀜 Trust yourself instead of chasing outside validation

πŸͺ¨ Pair mindset + strategy for unstoppable growth

 

Then your next step is simple:

πŸ”§ Download my free Fear Zone Guide—your practical roadmap to move through fear and scale with courage. It’s packed with tools to help you take aligned, bold action.

Get it here

Let’s turn your lessons into leverage and build a business that reflects your power.