Regional Director of Sales

At Watermark Retirement Communities, we believe meaningful work starts with purpose. Our mission is to create extraordinary, innovative communities where people thrive—and that includes the residents we serve and the dedicated associates who bring that mission to life every day. If you are passionate about making a difference, growing your career, and being part of a team that values connection, compassion, and forward-thinking care, we are excited to welcome you to Watermark. A new era of Senior Living starts with you!

For more than 30 years, Watermark has helped shape the future of senior living—and we are just getting started. Here, your skills, ideas, and passion can make a meaningful impact as we continue to evolve, innovate, and elevate the experience for residents and associates alike. Join a team where your contributions matter, your growth is supported, and your work helps define what excellence in senior living looks like for years to come.

The Regional Director of Sales is a strategic sales leader responsible for driving occupancy growth across a defined region through expert business development, data-informed decision-making, and compassionate leadership. This individual will coach and lead community sales teams, develop regional sales strategies, and execute high-performance sales plans to outperform industry competitors.

Key Responsibilities

• Develop and execute strategic regional sales plans to increase occupancy and revenue.


• Provide hands-on coaching and mentorship to community-level sales teams to improve performance and close ratios.


• Utilize data analytics and market intelligence to assess trends, identify opportunities, and optimize sales strategies.


• Build and maintain strong referral relationships with professional partners and local influencers.


• Analyze competitor positioning and proactively address market challenges.


• Lead with a compassionate, mission-driven approach that aligns with Watermark’s core values.


• Collaborate with operations, marketing, and corporate leadership to align regional goals with company objectives.

Top Skills & Abilities

• Strategic Selling Expertise: Proven ability to develop and implement complex sales strategies with measurable results.


• Business Development Acumen: Track record of creating and expanding professional referral networks and partnerships.


• Data-Driven Mindset: Strong analytical skills with experience leveraging CRM systems, KPIs, and market data.


• Closing Mastery: High-level proficiency in consultative selling and closing high-value contracts.


• Leadership & Coaching: Experience managing and developing high-performing sales teams across multiple locations.


• Industry Insight: Deep understanding of senior living, healthcare referral systems, and competitive dynamics.


• Customer-Centric Approach: Passion for helping seniors and families make informed, life-enhancing decisions.

Qualifications

• Bachelor’s degree in Business, Marketing, Communications, or related field (Master’s preferred).


• 5+ years of progressive sales leadership experience in senior living or healthcare.


• Demonstrated success managing multi-site sales teams and exceeding performance metrics.


• Excellent communication, presentation, and negotiation skills.


• Willingness to travel within the assigned region (Approximately 50% Travel).


• Reside within Eastern or Central USA

Why Watermark?

• Nationally recognized, forward-thinking leader in industry


• Inclusive, purpose-driven culture


• Opportunities for growth and professional development


• Competitive Base Salary + Generous Commission Structure


• Excellent Benefits


• 401K Program


• Vacation, Holiday and Sick Pay

Watermark Retirement Communities, Inc, is an equal opportunity employer, Minority/Female/Disability/Veteran/LGBTQ/Sexual Orientation/Gender Identity or Expression-proudly embracing diversity in all of its manifestations.

Watermark Retirement Communities is not accepting unsolicited assistance from search firms for this employment opportunity. All resumes submitted by search firms to any employee at Watermark Retirement Communities or its subsidiaries via-email, the Internet or in any form and/or method without a valid written search agreement in place for this position will be deemed the sole property of Watermark Retirement Communities. No fee will be paid in the event the candidate is hired by Watermark Retirement Communities as a result of the referral or through other means.