Sales Director

The main responsibilities of the Sales Director at HealthSherpa involve targeting ambitious personal and organizational enrollment and revenue goals, developing market sales plans, and driving customer buying decisions. You'll need to understand our market landscape and competitors to effectively broaden carrier adoption of our platform while overcoming objections and achieving assigned quotas.

To qualify for the Sales Director position at HealthSherpa, candidates should have at least 5 years of direct sales experience within multi-stakeholder enterprise organizations, ideally with deal sizes exceeding mid-6 figures. Experience in selling to carriers or within a carrier environment, along with significant knowledge of ACA, is essential for success in this role.

HealthSherpa supports its Sales Director by providing a robust compensation package that rewards success, including a base salary of $150,000 - $200,000, bonuses, equity, and comprehensive benefits. The company fosters a remote-first environment that encourages collaboration and innovation, enabling its Sales Director to thrive in reaching enrollment and revenue targets.

Preferred experience for the Sales Director role at HealthSherpa includes a strong background in direct sales with a focus on enterprise organizations, particularly in the ACA space. Candidates who have effectively communicated with senior business leaders will thrive, as success hinges on the ability to navigate complex stakeholder dynamics and achieve buy-in for business decisions.

The salary range for the Sales Director position at HealthSherpa is between $150,000 and $200,000, complemented by bonuses and equity options. The base pay varies based on individual qualifications, skills, and experience, ensuring competitive compensation in a rewarding work environment.

When answering this question, focus on outlining a systematic approach that includes market analysis, identification of key stakeholders, and tailored engagement strategies. Emphasize your ability to adapt your sales techniques based on audience needs and the competitive landscape.

Explain your techniques for handling objections, such as active listening to understand client concerns, addressing them directly with facts, and offering solutions that align with their goals. Use specific examples from past experiences to illustrate your effectiveness.

Highlight your understanding of HealthSherpa’s mission and unique value proposition, emphasizing its innovative approach to making ACA coverage accessible. Discuss how this aligns with your values and sales philosophy, showcasing your passion for the role.

Be prepared to share a detailed example of a specific achievement where you surpassed your goals. Focus on the strategies you implemented, the challenges you faced, and how your actions directly contributed to positive results.

Describe your organizational skills and strategies for time management, such as using CRM tools, setting up regular check-ins, and developing custom plans for each account based on their specific needs and potential for revenue growth.

Discuss the importance of personal connection, active listening, and empathy in building relationships. Provide examples of how you've successfully built rapport in the past, leading to long-lasting partnerships.

Explain your approach to continuous learning, such as subscribing to industry publications, participating in relevant webinars, and networking with industry professionals. Highlight how this knowledge informs your sales strategy.

Share a specific example of a complex negotiation, discussing the stakes, the methods you employed to reach a mutually beneficial agreement, and the outcome. Focus on your strategic thinking and adaptability throughout the process.

Discuss your method for conducting market research, including analyzing demographics, competitor offerings, and market gaps. Emphasize the importance of data-driven decision making in your approach.

Articulate your aspirations and how they align with the role at HealthSherpa. Emphasize your desire for growth, continuous learning, and contributions to the organization’s mission while interpreting these goals as a pathway for professional development.