X0306 4 2019-02-13 0 0001561387 Health Insurance Innovations, Inc. HIIQ 0001569128 Hershberger Michael D C/O HEALTH INSURANCE INNOVATIONS, INC. 15438 NORTH FLORIDA AVE., SUITE 201 TAMPA FL 33613 0 1 0 0 CFO, Secretary and Treasurer Class A Common Stock 2019-02-13 4 S 0 1074 40.00 D 39179 D Stock Appreciation Rights 10.45 2021-05-21 Common Stock 10000 10000 D Stock Appreciation Rights 4.95 2022-07-01 Common Stock 15000 15000 D Stock Appreciation Rights 4.99 2022-09-16 Common Stock 22500 22500 D Stock Appreciation Rights 5.20 2023-09-16 Common Stock 40972 40972 D Sales made pursuant to a 10b5-1 plan previously adopted by the Reporting Person. These stock-settled stock appreciation rights were granted under the long Term Incentive Plan of Health Insurance Innovations, Inc. (the "Plan") and vest 20% on the first three anniversaries of grant date and 40% on the fourth anniversary, subject to the terms of the Plan and an award agreement under the Plan. These stock-settled stock appreciation rights were granted under the Plan and vest 25% on the first and second anniversaries of grant date and 50% on the third anniversary, subject to the terms of the Plan and an award agreement under the Plan. /s/ Michael D. Hershberger 2019-02-14