CONFERENCE INFO
ABOUT US
Ocala Leadership Conference is a leadership development company based in Ocala, Florida. Its mission is to provide accessible, high-impact leadership training and events to help professionals and businesses thrive. Through immersive experiences, practical tools, and world-class speakers, the organization aims to cultivate a stronger, more empowered leadership community throughout the region.
OLC LEADERSHIP BIO:
Founded by five established leaders—Charisse Rivers, Corin Caracciolo, Chester Weber, Mark Cummins, and Bryan Caracciolo—the Ocala Leadership Conference is poised to bring world-class leadership education right to the heart of Central Florida. (View full founder bio page below)
OUR VISION
At Ocala Leadership Conference, our vision is to inspire, equip, and empower leaders at every level by providing world-class leadership education and transformative experiences right here in Ocala. We are committed to building a thriving community of forward-thinking professionals by hosting impactful conferences and summits that elevate both business and personal growth. As Ocala continues to grow into a central hub in Florida, we envision our events becoming a catalyst for leadership excellence across the region and beyond.
SLEEP+ EAT
Where to Stay:
World Equestrian Center
Set on a sprawling 378-acre estate in northwest Ocala, the World Equestrian Center (WEC) is the largest equestrian complex in the U.S., home to over 29 competition arenas and two upscale on‑site hotels—the luxurious 248‑room Equestrian Hotel (AAA Four‑Diamond, with seven fine‑dining restaurants, spa, fitness center, boutique shops and pool) and the pet‑friendly Riding Academy Hotel with 390 studio and suite accommodations, RV park, and convenient gourmet market.
Visit the Ocala Marion Visitor Center for other hotel and restaurant accommodations.
Why Ocala?
Ocala has emerged as one of the fastest‑growing cities in the U.S.—ranking No. 1 on U‑Haul’s Growth Cities list in 2024, a distinction earned for three of the last four years. Centrally located between Orlando, Tampa and Jacksonville, it’s rapidly becoming a major hub in Florida, supported by robust economic development and a skilled, diverse workforce. Hosting the Ocala Leadership Conference here enables us to tap into this vibrant growth corridor and position ourselves at the center of Florida’s emerging business landscape.
WHAT TO EXPECT
1. Leadership Development That Drives Business Performance
The conference equips leaders at all levels with practical tools, strategies, and mindsets that improve decision-making, team management, and organizational performance—leading to higher productivity and profitability.
2. Talent Retention & Employee Growth
Investing in leadership training shows employees they are valued, boosting morale and reducing turnover. Companies that send teams to the conference will see stronger internal leadership pipelines and greater employee engagement.
3. Access to World-Class Insights Without Leaving Ocala
By bringing globally recognized speakers and educators to Central Florida, the conference gives companies local access to cutting-edge leadership education—saving time and cost while delivering a high return on investment.
4. Networking
They say it's all about who you know. This is the room to be in- with the deal makers, the leaders, the visionaries of our community and Central Florida. There will be moments for networking and meeting out like-minded business professionals.
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2027 EVENT
COMING SOON...