Robert Caldwell Crosby

Robert Caldwell Crosby, age 77, died on Monday, June 6, 2022, in San Antonio, TX. Born on April 24, 1945, in McAlester, OK, to parents, Frances Lucille Caldwell and William Vincent Lee Crosby. He was preceded in death by, his parents, Lucille, and William Crosby; his father-in-law, John McConnell, and his brother-in-law, Mickey Wakely. Robert is survived by his wife, Kate Crosby, his sister Carol Eberly, his children, Craig Crosby and wife Kathy, Todd Crosby and wife, Kim, and daughter, Ashley Belden and husband, Bob. In addition, he is survived by his grandchildren, Kendall, and Rylan Crosby; Cole and Chloe Crosby; and Charlie, Bobby, and Lily Belden; and the mother of his children, Melanie Evans. His mother-in-law Pat McConnell, sister-in-law, Jane Wakely and his niece and nephews, Samantha, Jake, and Luke Wakely and great niece, Parker Wakely and soon to arrive great nephew, Ward Wakely also survive. Many close friends are left to honor his memory

Robert spent over 50 years in the insurance industry as an agency owner with both Faught Insurance in Houston, Texas and Crosby, Bigelow, Fitzgerald Insurance Associates in San Antonio. He was a Managing Partner with Wortham Insurance in San Antonio. After retiring from Wortham Insurance in 2015, he immediately assumed the role of Executive Director of the Independent Insurance Agents of San Antonio. He had found his passion! Since 2015, he had committed to supporting, educating, and growing the face of independent insurance agent in San Antonio. His most recent endeavor will be his legacy. He formed a collaboration with the Alamo Colleges and The National Alliance to develop a Youth Apprenticeship Program that allows underserved youth to find career paths in the insurance industry. He was on the cusp of finalizing the inauguration of this initiative when he passed away. The fulfillment of his goals to launch this program are the epitome of his passion to give back to the industry he so loved. Robert held both CICS and CRM certifications. Late in life he discovered that he was a Member by blood of the Choctaw Nation. This was one of the things he was most proud of and shared when ever he had an opportunity. He was dearly loved and will be dearly missed by all of his friends and family.

The family will receive friends from 5:00 p.m. to 9:00 p.m., on Monday, June 13, 2022

Porter Loring North Mortuary

2102 N. Loop 1604 E; San Antonio, TX 78232.

Services for Robert will be held at 2:00 pm on Tuesday, June 14, 2022

Our Ladys Chapel

University of the Incarnate Word

4301 Broadway, San Antonio, TX 78209

Our Celebration of Roberts Life is on Tuesday, June 14, 2022, from 5 pm to 7 pm.

The San Antonio Country Club

4100 N. New Braunfels Ave; San Antonio, Tx 78209

In lieu of flowers, memorial contributions may be made to The Independent Insurance Agents Foundation of San Antonio; 84 NE Loop 410, Suite 260, San Antonio, TX 78216; the University of the Incarnate Word, 4301 Broadway; San Antonio, TX.