Director of Sales, Government Solutions (Medicare Advantage) at THE HELPER BEES INC

Description

Join our winning team, recently honored as on Forbes’ list of America’s Best Startup Employers for 2025!

The Helper Bees (THB) was created to fill an obvious need in an underserved community. Inspired by love and brought to reality through passion and determination, The Helper Bees was founded to empower older adult citizens and their families in their search for quality, affordable in-home care providers. We do this by providing older adults the ability to easily review, choose, and access affordable quality in-home helpers.

The Helper Bees mission is to help people stay home longer through data-driven services that transform both the payer and the care-recipient experience.

At THB, we define our company culture through our Core Values:

• Quickly iterate through solutions - We move at a fast pace which requires quick iterations to find a path to a repeatable solution
• Seek ways to create immediate impact - Be thoughtful and proactive in how you make an impact on your team. Actively look for ways to make a fast, positive impact.
• Bee the teammate you want to work with - We work as a team, help each other and encourage each other
• Ask questions, answer questions - You can't iterate through solutions if you don't ask the right questions which is why there is an expectation that questions should be asked. When you know the answer, being a good teammate means chiming in to get others up to speed.
• Take the time to celebrate wins - It's so easy for a team that is heads down to forget about all the great things they've accomplished. That's why we make it a priority to remind ourselves to create space to celebrate wins, big or small.

Job Summary:

The Director of Medicare Advantage Sales at The Helper Bees is a pivotal role in the Government Solutions vertical, focusing on expanding and enhancing the company's presence in Medicare Advantage program markets. This pivotal role is responsible for executing the strategic vision for The Helper Bees Government Solutions, with a primary focus on helping drive revenue through new business growth and market expansion in Medicare Advantage.

Supervisory Responsibilities:

• Account Executive(s), Medicare Advantage
• Business Development Representative(s), Medicare Advantage

Duties/Responsibilities:

• New Business Development: Lead the identification, pursuit, and conversion of new health plan clients in the Medicare Advantage space, consistently delivering against aggressive new revenue targets.
• Strategic Growth Ownership: Responsible for executing the Executive Leadership Team’s strategic vision for The Helper Bees’ Medicare Advantage growth, with a focus on acquiring new payor clients and expanding market share within existing mid-market customer accounts.
• Growth Process Execution & Scale: Execute and support The Helper Bees’ existing sales and business development processes, contributing to their ongoing evolution and enhancement. Drive a tailored approach to the Medicare Advantage market, and scale that strategy to accelerate growth across the segment.
• Team Building & Leadership: Develop and lead a high-performing Medicare Advantage sales team by establishing clear, structured processes for goal-setting, KPI tracking, and coaching. Foster a results-driven, winning culture grounded in accountability and performance excellence.
• Product Intelligence & Innovation: Serve as The Helper Bees’ Medicare Advantage subject matter expert, providing structured, data-driven insights to the Executive Leadership Team on emerging client needs and service gaps. Influence product development and innovation roadmaps to ensure alignment with MAO priorities and evolving market demands.
• Competitive & Policy Intelligence: Monitor national and state-level Medicare Advantage trends, RFPs, and competitor moves to ensure The Helper Bees remains differentiated, agile, and well-positioned in the evolving market.
• Executive Representation: Own and manage a calendar of 15+ Medicare Advantage conferences, trade shows, and industry events. Ensure The Helper Bees is represented at the highest level, reinforcing brand presence and cultivating strategic relationships.
• Reporting & Accountability: Deliver regular performance updates to the VP of Growth and executive leadership, including sales forecasts, pipeline health, and strategic risks/opportunities.
• Other duties as assigned 

Requirements

Performance Metrics:

• New Business Revenue: Achieve annual targets for net new Medicare Advantage sales revenue.
• New Logo Acquisition: Secure a targeted number of new Medicare Advantage health plan clients annually.
• Pipeline Development: Maintain a healthy sales pipeline with 3x–5x coverage relative to revenue targets.

Required Skills/Abilities:

• Travel Requirements: Willingness and ability to travel up to 40% of the time to attend client meetings, industry events, and team engagements
• 7+ years of proven success in Medicare Advantage market growth, with a strong track record of driving new business development and revenue generation through payor sales.
• Deep understanding of Medicare Advantage programs, procurement cycles, bid process, Stars, and the operational priorities of MAOs.
• Excellent communication and executive presence, with the ability to influence and engage executive leadership.
• Demonstrated success in complex, multi-million-dollar enterprise sales with extended sales cycles and diverse stakeholder management across payer organizations.
• Strategic sales leadership, including experience building and executing scalable go-to-market strategies in complex, highly regulated environments.
• Team-building expertise, including recruiting, training, and mentoring high-performing sales teams focused on consultative enterprise sales.
• Data-driven decision-making and forecasting, with strong CRM fluency and the ability to manage pipeline health, deal velocity, and performance metrics.
• Entrepreneurial mindset, with a hands-on, results-oriented approach to overcoming challenges and seizing market opportunities.
• Must be 18 years of age or older

Education and Experience:

• Bachelor’s degree in business, sales, or a related field; or equivalent experience. MBA or equivalent advanced degree preferred.
• Extensive experience in a senior growth-focused role, ideally within the Medicare Advantage solutions sector.
• Demonstrable success in achieving significant revenue growth.

Physical Requirements:

• Ability to remain at your designated workstation for the duration of the workday
• Constantly operates a computer and other office productivity machinery, such as a phone and Voice over Internet Protocol (VoIP).
• The ability to communicate information and ideas so others will understand. Must be able to exchange accurate information in these situations.
• The ability to observe details at close range (typically on a computer screen)
• Ability to lift and carry up to 25 pounds.
• Ability to navigate airports, conference venues, and customer sites, which may include extended periods of walking, standing, and occasional stair climbing.
• This position offers the flexibility of remote work at approved locations within the United States. Candidates must have a reliable internet connection and a designated work environment conducive to professional phone calls and sensitive data. Enjoy the convenience and comfort of working remotely while contributing to our team's success.

The Helper Bees is committed to building a workplace where diversity, equity, and inclusion are valued and prioritized. We are an equal opportunity employer that welcomes all qualified applicants without discrimination based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any non-merit based or legally protected grounds.

The Helper Bees provides reasonable accommodations to qualified individuals with disabilities during the job application and interview process. To request accommodation, please let your recruiter know.

As part of our standard hiring process, selected candidates may be required to undergo a background check and/or drug screen. The Helper Bees adheres to applicable federal, state, and local laws regarding these screenings, and the results will be considered in accordance with applicable regulations.    

The Helper Bees was recently made aware of a fraudulent entity posing as our organization and requesting personal information. Please be aware of and protect yourself from scams. Visit the careers page of our website to view all current job openings.