VP, Sales (East)

Benefits

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*HealthJoy is a Remote-first company, but the person in this position must reside in the Eastern portion of the US. Come for the mission. Stay for the experience. Let's keep things simple: we are an unbelievably talented, hard-working, and compassionate team driving towards a mission that impacts every single one of us - even you! Healthcare benefits are complex, underutilized and a mystery for most users. We're removing that complexity. Now more than ever, employers are adding value to their employees' benefits like telemedicine and mental health services. HealthJoy's industry-changing tech platform consolidates those benefits into a simplified benefits experience, saving users time and money. With over $100M in fundraising to date, and the successful closing of our recent Series D, HealthJoy has garnered workplace awards for Inc. 's Fastest Growing Startups and Built In Chicago's Best Places to Work while growing globally to nearly 400 team members. We're continuing down the path of high growth and high impact, and this role is a key member of the Sales Team making that happen. Your impact. The Vice President, Sales in our Eastern region will lead the team in driving strategic vision and revenue growth. The role involves building and managing a high-performing sales team, collaborating with cross-functional teams, and developing sales strategies aligned with market demands and customer needs. This role requires a balance of strategic leadership and hands-on execution in a "player/coach" capacity, allowing you to engage directly in key deals while guiding the team. Responsible for achieving team-based revenue growth targets in your region Partner with sales leaders to develop strategy and go to market initiatives that maximize revenue in your region Provide training and feedback to direct reports to improve their sales acumen, including presentation skills, deal cycle management and negotiation Work to saturate the the client portfolio with current broker relationships Develop new broker relationships to expand our distribution footprint Assist in the delivery of product demonstrations & delivery of customer pitches and company overviews Select, hire, counsel/coach, motivate, and develop new and current sales team members Supervise and manage a sales team to meet monthly goals: activity, pipeline, forecast opportunities, and revenue targets Provide accurate reporting on sales activity and forecasting to senior sales management and executive team Sound development of internal and external relationships resulting in excellent work outcomes Exhibit strong tenacity and a proactive mindset, consistently pursuing broker and employer meetings and taking decisive action to drive results. Possess strong sales discovery skills, adept at uncovering employer and broker needs, pain points, and priorities through strategic questioning and active listening. Demonstrate executive presence with exceptional presentation, communication and writing skills tailored for engaging with C-suite executives. Comfortably engages in social settings, showcasing adaptability to meet new people and actively participate in diverse interactions. Willingness to step out of your comfort zones and engage with brokers, TPAs, partners, employers, and prospects. Develop their market by creating and fostering new broker relationships and identifying new broker partnerships. Articulate the HealthJoy cost-containment value proposition, demonstrating how our platform impacts employer business outcomes and enhances the healthcare experience for members. Work in partnership within Sales, Marketing, Customer Success, Product and Sales Enablement; therefore cross-company engagement and orchestration is essential. Demonstrate a deep understanding of the HealthJoy product offerings and effectively communicate how our solutions can deliver cost-saving benefits to brokers and their clients. Foster productive collaboration across various organizational levels and departments, ensuring positive and effective working relationships. Use Salesforce for deal tracking, forecasting and performance management of the team Able to learn the complexities of the healthcare, benefits and navigation industries, and can articulate and run demos using our technology. Your experience. Demonstrated sales leadership experience and accountability for team growth targets; Minimum of 5-7+ years experience in a leadership role, managing senior sales professionals in a field environment Minimum of 10 years of related field sales experience selling directly into benefits brokers/consultants, or through an adjacent channel-heavy motion into benefits agencies (PEO, voluntary benefits, ancillary carriers, TPAs, pharmacy benefits, benefits-adjacent fintech) Proven track record leading layered sales organizations focused on Mid-Market / Enterprise deals ($50K-$500K+ ARR) Familiarity with channel-based sales approach and understanding of what makes reseller

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