This Week's Message...

• How a business coach tried to make me wear suits (and why I said "hell no")
• The surprising way my "unprofessional" style is helping build my business
• A financial advisor's success story after ditching the "typical" industry look

Dear Entrepreneur,

As I pack my brightest Lilly Pulitzer pieces for this week's Pink Retreat, I can't help but smile thinking about the business coach who once told me I needed to wear suits and stilettos to be "taken seriously."

🙄🙄🙄

Let me take you back to 2017...

I had just moved from Massachusetts (land of black, brown, and more brown) to sunny South Florida. After years of boring business suits while building my senior care business, I finally embraced what made me happy - bold, bright Lilly Pulitzer prints.

But when I transitioned to business coaching in 2021, the "industry experts" tried to put me back in that box. You know the one - the stereotype that successful business coaches must be serious-looking (usually older white men) in power suits.

Here's the truth: I built a $17M business working just 16 hours per week not because of what I was wearing but because I built a business with a mission-driven team who ran on systems that provided exceptional care to seniors in their homes.

So why couldn’t I do that again while wearing whatever made me feel most authentically me?

That's when it hit me - my "unprofessional" appearance wasn't a weakness. It was my superpower.

When people underestimate the woman in bright prints, they're not ready for her to drop knowledge about scaling businesses and creating freedom-based systems.

So now I encourage other women entrepreneurs to do the same, like Heather, (a financial advisor) who shared how embracing her authentic style transformed not just her wardrobe, but her entire business mindset. She ditched the "typical financial advisor look" and guess what? Her business grew when she started showing up as herself.

Here's your Sunday Shift Challenge: What "industry standard" are you forcing yourself to follow that doesn't align with who you really are? What would happen if you dared to stand out instead of fitting in?

This week, I'll be in a sea of 400 Lilly-loving women at The Pink Retreat. But even there, I'll stand out by being uniquely me. Because that's what building a legacy business is all about - having the courage to do it your way.

Remember: Your authenticity is your advantage. Use it.

Here's to building businesses as unique as we are!

Remember to live your one life,

 💗Sailynn...

Your FUN Business Coach

Creator of The Legacy Business System

P.S. If you're ready to build a business that works for YOU (while wearing whatever makes you happy), let's chat about The Legacy Business School. Book a call here

Spark

Inspiration to uplift your mindset and set the tone for your week. 

❝

"The world needs you to be exactly who you are, not a watered-down version of what others think you should be. Your uniqueness isn't just an asset - it's your competitive advantage. When you show up authentically, you give others permission to do the same. That's not just building a business, that's creating a legacy."

Move

One simple action step to improve your business this week. 

Take 15 minutes to audit your business for areas where you're following "industry standards" that don't align with your authentic self. Look at your:

• Marketing voice
• Pricing structure
• Client processes
• Working hours
• Dress code
• Service delivery

Choose ONE area where you've been playing it safe and create a plan to do it YOUR way instead. Remember: Breaking the mold isn't just about being different - it's about being effectively unique in a way that serves your clients better.

Momentum

Wins and progress from women like you, showing what’s possible.

Hi, I’m Heather—a Financial Advisor (yes, a woman in a male-dominated industry!).

For years, I was told to “dress the part”—old-school style: blazers, heels, dresses, and lots of black. That uniform became my default.

Then I met Sailynn earlier this year, and everything changed. One of the first things she encouraged me to do? Break the mold. Step away from the “typical Financial Advisor look.” Ditch the black. Embrace color.

Bringing color back into my wardrobe didn’t just change how I looked—it changed how I felt. I walk out the door feeling more like me. More comfortable. Less stressed. More powerful.

It’s amazing what happens when you show up as your authentic self. My mindset has shifted. My business has grown.

Thank you, Sailynn. You’ve helped me bring light—and color—back into my life. Xx!

Click Here to Learn More About Heather

Fuel

Tools or resources you can use now to add clarity and ease to your business.

Book a complimentary Legacy Business Assessment call where we can put a plan in place to help transform your business into one that feels authentic to the real you. Find a time here!

Next Step

Your invitation to explore deeper transformation and growth when you're ready.

1) The Legacy Business School

A 90-day program to grow your business with laser-focused intention and ease. Using my unique blueprint, The Legacy Business System, you’ll learn strategies to reduce your working hours, grow your revenue, and stop wasting time on overwhelm. Self-guided with 1:1 support in a group setting. Learn More

2) BRAND NEW: The Scale-Ready Blueprint: How Ambitious Women Business Owners Can Break Through the 6-Figure Ceiling Without Working 50+ Hour Weeks!

Discover The 4 Hidden Business Pillars That Transform Your Exhausting 6-Figure Business Into A Streamlined 7-Figure Operation Download Your Complimentary Copy

3) The Concierge Club

Transform Your Business, Reclaim Your Life! Join The Concierge Club, an exclusive 90-day 1-1 coaching experience built around The Legacy Business System—my proven blueprint for creating a profitable, purpose-driven business. Together, we’ll align your goals, simplify your operations, and build a mission-driven team—empowering you to achieve lasting success with ease, balance, and clarity. Learn More