Regional Sales Director (Mid-Market, East (CST + EST))

Join Lively, a leading benefits solutions provider, as a Mid-Market Regional Sales Director. In this role, you will focus on winning employer clients with 250-3,000 benefits eligible lives, primarily through benefits brokers and consultants. You will conduct discovery, demos, handle objections, negotiate contracts, and close deals. This position requires a mix of transactional and solutions-oriented sales skills, and you will be responsible for driving new business sales within your territory, managing your sales activity, and meeting or exceeding personal sales quotas.

• Identifying, sourcing, and closing good-fit employer prospects using strong consultative selling skills.
• Driving new business sales within your territory and managing all sales activity in your assigned territory.
• Developing and expanding employee benefits broker channel relationships to drive sales strategies.

• Proven track record of meeting or exceeding quota and outperforming activity metrics
• Demonstrated ability to work effectively in a fast-paced, rapidly changing environment
• Desire and commitment to do what it takes to be successful in sales
• You are a relentless hunter conducting significant outbound activities including calls, emails, in-person meetings, events, etc
• Full-cycle selling from generating opportunities through close-winning business
• Working knowledge of health insurance (Consumer Driven Health) or employee benefits is required; previous brokerage and/or consultant experience is a plus
• Ability to communicate with customers in a clear, memorable, and inspirational way
• A good sense of humor and a down-to-earth personality. We work hard, have fun, and treat people with respect
• Impeccable presentation skills with the ability to influence and engage various audiences
• Highly interpersonal, solutions-oriented, and analytical in nature
• Must be proficient in Salesforce CRM, as well as other sales automation softwares to support a modern sales approach (Gong, Linkedin Sales Navigator)
• Positive outlook and a strong ability to take responsibility for their successes and failures
• 3+ years of experience as an account executive in SaaS, HR-tech, or benefits industries; having previously sold through employee benefits brokers
• Experience building out a territory and creating new business opportunities
• We encourage you to apply even if you do not meet all of the qualifications, but feel you would be a good fit for the position