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Linda Clifford began her career in insurance in 1968. She has held positions as a typist, customer service rep, Underwriter, sales representative, and finally agency owner. In her 52 years, she has owned three agencies and partnered with four individuals to start scratch agencies in various cities. Her greatest love is teaching insurance. She taught at CFCC for 23 years both the agents and life courses. She also taught for the Florida Association of Agents for their CPIW courses and Project Invest in the high schools. She served on their education committee for over 15 years.

In 1993 she sold her agency to Barnett Bank which resulted in a landmark Supreme Court decision giving banks the right to solicit insurance. She served as National Sales Director for Hartford Insurance and traveled the nation teaching banks how to sell insurance. Also, she worked for Staff Leasing as their President of Insurance where she learned the many facets of the employee leasing industry.