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Scaling with Confidence: Women Founders on Growth, Leadership & Systems

Scaling with Confidence: Women Founders on Growth, Leadership & Systems

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In this episode of The Intersection, host and WSHC+B partner Chanae L. Wood sits down with three women who aren't just building businesses — they're scaling them. Khaliah Moody (Steady Strides Behavior Solutions), Carrita Tanner-Cloud (Creativity Justified), and Jodi Cullity (ELEVENO Pickleball) share honest conversations about building systems, raising capital, overcoming imposter syndrome, and stepping confidently into leadership.

From landing deals with the NFL, Microsoft, and Delta, to raising $5 million in capital, to running a seven-figure behavioral health agency in one of America’s toughest markets, these women reveal the mindset shifts, strategies, and hard-earned lessons that helped take their businesses to the next level. Whether you’re launching a business or preparing to scale, this episode delivers practical insights and inspiration for every stage of growth.

YouTube Video: https://youtu.be/FQvrLp1Bl0g

HOSTS:

Chanae L. Wood, WSHC+B Partner

https://www.wsh-law.com/team/partner/chanae-l-wood/

https://www.linkedin.com/in/chanae-l-wood-4a61ab57/

GUEST:

Khaliah Moody

Owner & Clinical Director

Steady Strides Behavior Solutions

https://www.linkedin.com/in/khaliah-moody/

Carrita Tanner-Cloud

Founder and CEO

Creativity Justified

https://www.linkedin.com/in/carritaelysetanner/

Jodi Cullity

Founder and CEO

ELEVENO Pickleball

https://www.linkedin.com/in/jodicullity/

EPISODE 12 BREAKDOWN

[00:00:15] - [00:01:33] Welcome & Women in Business Discussion. Host Chanae L. Wood introduces three powerhouse entrepreneurs to discuss scaling, structure, and systems.

[00:01:33] - [00:15:25] Women Are Leading the Entrepreneurial Surge. Carita explains how women leave corporate spaces to build inclusive, intentional businesses of their own. Jody describes how her eatertainment pickleball concept at Gillette Stadium.

[00:15:25] - [00:29:01] Systems & Structure: The Foundation for Scale

Carita breaks down why systems are the single most important business investment — systems first, then people.Khalia identifies gaps before scaling protects your reputation, your team, and your clients. Carita discusses hiring, firing and protecting your reputation.

[00:29:01] - [00:39:57] Stepping Into Authority as a CEO. Khalia reflects on managing 53 employees while overcoming self-doubt. Carita shares her work with NFL, Microsoft, and Delta.

[00:39:57] - [00:44:26] Closing Statements. Closing statements and Quick-fire reveals shared.

WEISS SEROTA HELFMAN COLE + BIERMAN

2800 Ponce de Leon Blvd., Suite 1200 Coral Gables, FL 33134

Website: https://www.wsh-law.com/

SPONSOR: A Crafty Chick Miami!

The company that's "Bringing floral dreams to life in the heart of Miami."

Visit their Instagram page at: @acraftychickmiami

Subscribe to The Intersection: wsh-law.com/news-updates

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