Heels 2 Sneakers

03/30/2026

She thought it would just be her. She looked up and had a whole staff.

Arrie Simpson built The Heart of Counseling & Wellness PLLC into a group practice of seven therapists — and then turned around and founded Josephine’s Way, a nonprofit dedicated to making sure nobody has a reason not to get the mental health care they need.

In this episode she gets real about the loneliness of leadership, her own journey with imposter syndrome and rejection, why Black women absolutely can work together, and why healing is always done in community.

This one hits different.

🎙️ New episode out now — https://youtu.be/UdUzNSGkWB0?si=P-R8uXONIIGTqr5y

Girl, you got this!

She left a practice she loved because God made it crystal clear it was time. She thought it would just be her. She looked up and had a whole staff.In this ep...

03/22/2026

She walked into a room full of men who asked,
“What qualifies you to be here?”

She fixed the locomotive they couldn’t… and kept going.

Nikeva Lawrence went from electrical engineer to inspecting locomotives across the country to owning SouthWind Events — one of the most intentional wedding planning businesses you’ll ever encounter.

In this episode, she gets real about building a business with integrity, learning that “no” is a complete sentence, and why being calm in chaos is actually a God-given gift.

This one will make you laugh, nod, and take notes.

🎙️ Watch the full episode now:
👉 https://youtu.be/puD1tRzxEwM

Girl, you got this.

She inspected and repaired locomotives as a 22-year-old Black woman walking into rail shops full of older white men who questioned why she was there. She fix...

03/15/2026

She was told no by every bank.

Her contractor took her money and disappeared.
Then COVID hit — right before she was supposed to open her doors.

But Oladoyin (Doyin) Ajilore didn’t quit.

She put her home up as collateral, paid eight employees to stay home just to protect her license, and kept a promise she made to a cousin she lost to leukemia.

The result?

Dreamers Academy and Dreamers Academy II — two Black-owned early childhood education centers built on resilience, purpose, and community.

Her story is powerful.
Her journey is real.
And this conversation will stay with you.

🎙️ New episode of I Swear I’m An Introvert premieres TODAY at 6PM CST on YouTube.

Set your reminder and join us for the premiere:
👉 https://youtu.be/eqPBBVzz-GM

Girl, you got this.

Episode 2: I Swear I’m An Introvert — The Promise Behind Dreamers - Meet Oladoyin (Doyin) AjiloreShe made a promise to a cousin fighting leukemia. A contract...

03/08/2026

Today feels like the perfect day to share something that is incredibly close to my heart.

In honor of International Women’s Day, I am officially launching the new season of I Swear I’m An Introvert. 🎙️

I created this podcast because I believe our little brown girls deserve to see women who look like them building businesses, leading communities, and walking boldly in who they were created to be.

This platform celebrates Black women entrepreneurs, leaders, and visionaries who are creating impact and legacy every single day.

While this podcast proudly celebrates Black women, the message is for every woman who has ever questioned if she was enough, ready enough, or bold enough to pursue her purpose.

The truth is… you already are.

✨ Episode 1: “Unapologetically Savvy – Meet Your Host, Your Savvy SheEO” is now live.

🎧 Watch here:
https://youtu.be/pCV3HqJ75-c

And remember what we say at the end of every episode…

Girl, you got this.

Episode 1: I Swear I’m An Introvert — Unapologetically Savvy - Meet Your Host, Lindsey T. EvansBefore we introduce you to the women breaking barriers this se...

05/08/2025

I am proud to be speaking at with a powerful community of women transforming financial services. Join me in Chicago: aaafainc.org/2025WIIN

09/18/2024

NAWBO Chicago Advocacy Committee and the SBAC present an Illinois Legislative Panel Discussion! Hear from your state legislators about issues impacting women-owned businesses today — and bring your own questions.

Register and Sponsor today, seating is limited: bit.ly/NAWBO-SBAC-LegislativePanel24

Thursday, September 26
Hera Hub Chicago (River North)
405 W Superior Street, Room 200C

8:30 am: Registration and Refreshments
9:00 – 10:00 am: Panel Discussion
10:00 – 11:00 am: Networking

Featuring:
State Representative/Majority Leader, Robyn Gabel
State Senator/Minority Leader, John Curran
State Senator, Laura Fine
Moderator, Stephanie Posey, Posey Law Group

Our host: Hera Hub is a spa-inspired, female-focused (gender-inclusive) coworking space and business accelerator, based in River North. The company has seven locations across the country. Over the last decade, Hera Hub and its family of brands have helped over 14,000 women start or grow their businesses.

08/01/2024

📢 Join us for a FREE webinar: "Are You Ready For A Bookkeeper?" 📢

🗓️ Date: Thursday, August 1st
⏰ Time: 9:30 AM CST
⏳ Duration: 30 minutes

Are you a small business owner wondering if it's time to bring in a bookkeeper? Join our expert team at Liberty Pointe Consulting for a quick, insightful webinar where we'll discuss:

The signs your business needs a bookkeeper
The benefits of professional bookkeeping
How to choose the right bookkeeper for your needs
Don't miss out on this opportunity to get your financial questions answered and take your business to the next level!

🔗 Register now: https://www.libertypointeconsulting.com/webinar-registration