Participant Uses in When to Exercise Clause

When to Exercise from Stock Appreciation Rights Award Agreement

You have been granted Stock Appreciation Rights (this Award) on the following terms and subject to the provisions of Attachment A and the Long Term Incentive Plan (the Plan) of Health Insurance Innovations, Inc. (the Company). Unless defined in this Award (including Attachment A, this Agreement), capitalized terms will have the meanings assigned to them in the Plan. In the event of a conflict among the provisions of the Plan, this Agreement and any descriptive materials provided to you, the provisions of the Plan will prevail.

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.

When to Exercise from Amendment to Employment Agreement

THIS FIRST AMENDMENT TO EMPLOYMENT AGREEMENT (this Amendment) is dated as of November 9, 2015 (the Effective Date), by and between Health Insurance Innovations, Inc., a Delaware corporation (the Company) and Michael W. Kosloske (Executive).

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.

When to Exercise from Stock Appreciation Rights Award Agreement

You have been granted Stock Appreciation Rights (this Award) on the following terms and subject to the provisions of Attachment A and the Long Term Incentive Plan (the Plan) of Health Insurance Innovations, Inc. (the Company). Unless defined in this Award Agreement (including Attachment A, this Agreement), capitalized terms will have the meanings assigned to them in the Plan. In the event of a conflict among the provisions of the Plan, this Agreement and any descriptive materials provided to you, the provisions of the Plan will prevail.

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.

When to Exercise from Stock Appreciation Rights Award Agreement

You have been granted Stock Appreciation Rights (this Award) on the following terms and subject to the provisions of Attachment A and the Long Term Incentive Plan (the Plan) of Health Insurance Innovations, Inc. (the Company). Unless defined in this Award (including Attachment A, this Agreement), capitalized terms will have the meanings assigned to them in the Plan. In the event of a conflict among the provisions of the Plan, this Agreement and any descriptive materials provided to you, the provisions of the Plan will prevail.

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.

When to Exercise from Stock Appreciation Rights Award Agreement

You have been granted Stock Appreciation Rights (this Award) on the following terms and subject to the provisions of Attachment A and the Long Term Incentive Plan (the Plan) of Health Insurance Innovations, Inc. (the Company). Unless defined in this Award Agreement (including Attachment A, this Agreement), capitalized terms will have the meanings assigned to them in the Plan. In the event of a conflict among the provisions of the Plan, this Agreement and any descriptive materials provided to you, the provisions of the Plan will prevail.

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.

When to Exercise from Stock Appreciation Rights Award Agreement

You have been granted Stock Appreciation Rights (this Award) on the following terms and subject to the provisions of Attachment A and the Long Term Incentive Plan (the Plan) of Health Insurance Innovations, Inc. (the Company). Unless defined in this Award Agreement (including Attachment A, this Agreement), capitalized terms will have the meanings assigned to them in the Plan. In the event of a conflict among the provisions of the Plan, this Agreement and any descriptive materials provided to you, the provisions of the Plan will prevail.

When to Exercise. Except as otherwise provided in the Plan or this Agreement, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may exercise his or her SARs that are then exercisable under Section 2, in whole or in part, by following the procedures set forth in this Section 3. If partially exercised, the Participant (or in the case of exercise after the Participants death or incapacity, the Participants guardian, legal representative, heir or legatee, as the case may be) may thereafter exercise the remaining unexercised portion of the SARs, to the extent that they are then exercisable under Section 2, by following the procedures set forth in this Section 3.