improving family life, 

knowledge and understanding!

Cress V. Diglio started his career in Business Brokerage in 1999 at the age of 28.  Despite being one of the youngest Brokers in the Industry he was able to achieve immediate success.  Since that time he has been involved in over 500 successful transactions.  In 2002 Cress was the only agent in Corporate Investment Internationals history to win every year end company award. 

 In 2010-2011 Cress was recognized for having the largest closed transaction in the entire Sunbelt Franchise worldwide. The Business Brokers of Florida recognized Cress as Central Florida’s Top Dollar Producer in 2011.  During his first year with Transworld Business Advisors in 2014 Cress became a member of their prestigious President’s Club.

Cress is well respected in the Business Broker Community.  He has been an active member of the IBBA since 2003. Cress is a graduate of the IBBA Train the Trainer program and is a Certified Instructor.  He served four years as head of the CBI exam and two years as the IBBA Education Chair.  In November 2013 Cress was presented with the honor of Fellow of the IBBA.  In 2015 Cress received the highest honor in his profession when he was named Chairman of the International Business Brokers Association.

Cress is extremely active in his local community.  He proudly serves on the Board of the City of Life.  Cress also serves on the Board of Governors at the Citrus Club. He was the Citrus Club’s first ever Philanthropy Committee Chair and is the co-founder of The Diamonds are Forever Casino Night Extravaganza benefiting charities in Central Florida.  In 2009 Cress was recognized by the Orlando Business Journal as one of Orlando’s top 40 under forty.

Cress Diglio

Board Members

Leah Shepherd

Leah Shepherd is President and Co-Founder of Shepherd + Wolfe, an integrated marketing firm focused on event production, promotional partnerships and creative design.  Prior to establishing Shepherd + Wolfe, she was Vice President of Event Marketing for Thompson Wesley Wolfe, an Orlando based public relations and marketing firm.

Her two decade career includes extensive sports marketing experience with management roles in the NFL and NBA. As Orlando community and public relations director for the Tampa Bay Buccaneers she successfully launched the teams’ pilot fan and media outreach programs in Central Florida.  She was a top producing corporate partnership manager with the Orlando Magic, handling key national sponsors Anheuser-Busch, Sprint and Dodge. She launched her career in the hospitality industry, spending five years with Marriott Hotels, where she was honored as the Sales Coordinator of the Year and Director of Sales of the Year.

A graduate of Florida State University, Shepherd is a lifelong resident of Central Florida and is actively involved in her community with the following agencies;

Orange County Children & Family Services—Board Member
City of Life Foundation—Board Member
USO Central Florida—Campaign Committee