Dr. Guggino is a second-generation American. His maternal and paternal grandparents emigrated from Sicily in the late 1800s to Tampa, Florida where they became involved in the cigar industry and farming. Guggino's father, Joe worked as a painter for the Seaboard Air Line Railroad for 40 years. During this time, his mother Giovanna hand rolled Churchill cigars at Santaella and Garcia Y Vega cigar factories.

Guggino attended St. Joseph grammar school and Jesuit High School in Tampa. He studied at the University of Tampa under a music scholarship and graduated with a dual major in Science and English. He matriculated at the University of Miami medical school in Miami, Florida. After his junior year he married Judy Gayzik of Orlando, Florida. Following his graduation he did a rotating internship at Tampa General Hospital. He joined the United States Public health service where he was stationed in Staten Island, New York. It was there that Dr. Guggino and Judy's two sons, Joseph and Steven were born. During his four-year stay in Staten Island he did a year of general surgery, two years of ophthalmology research in glaucoma and a year of residency in ophthalmology. He completed his residency in ophthalmology at George Washington University in Washington DC. He studied an additional year at the National Children's Medical Center in Washington where he completed his fellowship In Pediatric Ophthalmology.

Dr. Jack Guggino and his family returned to Tampa in 1974 were he began his solo practice specializing in Pediatric Ophthalmology at 3109 Swann Ave.

Dr. Guggino has written numerous papers relating to the disciplines of general surgery and general and pediatric ophthalmology. He served as team ophthalmologist for the Tampa Bay Buccaneers for 20 years. He was also a ringside physician and Commissioner for the State of Florida boxing commission for 16 years. He is a member of the American Academy of Ophthalmology, a member of the American Association For Pediatric Ophthalmology and Strabismus, a Fellow of the American College of surgeons, the Hillsborough County medical Society and the American Medical Association. He is a strong supporter and leader in his community, a philanthropist particularly supporting children's needs.

Giacomo Guggino was the first in the Guggino family to graduate from high school. He feels a great deal of gratitude to his parents who like so many other first-generation Americans and immigrants struggled to provide a better life for their children. Guggino's attraction to the tobacco industry started when he was in kindergarten. He fondly remembers his mother picking him up after her day at the factory from St. Joseph convent on Spruce and Armenia, across the street from the Santaella cigar factory. That pleasant and enticing aroma of the Cuban tobacco leaf still generates nostalgic memories of his mom and her hard work in the hot and humid cigar factories. It was this recollection and vocation to honor her memory that prompted Guggino to blend the cigar that surfaced these childhood memories.

Together with his high school friend John Oliva, owner of Oliva Tobacco Company, and all its resources Guggino blended a cigar that reminded him of the Cuban leaf, produced an exquisite aroma, a complex taste, and one that was consistent in construction and quality. Giacomo's Cigars was founded in 2011 after his "hobby cigar" received local and statewide attention.

Guggino continues to practice pediatric ophthalmology after 38 years. He and Judy have five grandchildren and remain active in the community. At the time of this writing his father Joe is 102 years old and in good health. One of Guggino's cigars, the Box Pressed Perfecto is sub labeled the 102 in honor of his father.