Senior Living Sales Specialist

Charter Senior Living
- Remote IL or WI area

Pay: $90,000-$110,000/yr

Looking for our next all-star Sales Specialist with assisted living, senior living sales, hospitality, customer service, or occupancy development experience!

At Charter Senior Living, we are dedicated to enhancing the lives of our residents through compassionate care, meaningful relationships, and exceptional service. Our mission — To Enhance the Human Spirit — extends not only to our residents, but also to the associates, families, and communities we support every day.

We are seeking a motivated, relationship-driven, and organized Sales Specialist to support occupancy growth, lead conversion, and sales initiatives across our communities.

This role is ideal for someone who thrives in a fast-paced environment, enjoys building connections, supporting community sales teams, and helping families find the right senior living solution.

If you are passionate about customer experience, occupancy growth, and making a meaningful impact in the lives of seniors and families, we would love to meet you!

• Get paid today with Zay Zoon

• Free medical insurance plan options

• Medical, dental, and vision insurance

• Paid training

• Paid time off and holiday pay

• Career growth and advancement opportunities

• Supportive leadership and engaged company support team

• Environment where your voice is heard and appreciated

• Opportunity to make a meaningful impact in the lives of seniors and families

• Serve with Heart

• Serve with Purpose

• Serve with Courage

• Have Fun While Serving

The Sales Specialist supports the Sales & Marketing and Operations teams in achieving occupancy, revenue, and customer experience goals across assigned communities.

This role assists with sales strategy execution, lead management, tours, follow-up, conversion improvement, and community marketing initiatives while ensuring communities maintain strong presentation standards and exceptional customer service.

The Sales Specialist also provides training, support, and guidance to community teams to help strengthen sales performance and occupancy growth.

The ideal candidate is organized, self-motivated, professional, and passionate about helping seniors and families navigate the senior living journey.

• Support occupancy and revenue goals across assigned communities

• Assist with inquiry management, tours, and follow-up processes

• Help improve conversion ratios including:

  • Inquiry-to-tour

  • Tour-to-deposit

  • Deposit-to-move-in

• Utilize relationship-based selling techniques to support occupancy growth

• Ensure communities remain “tour ready” at all times

• Assist Executive Directors and Sales & Marketing teams with implementation of marketing plans

• Support community outreach and networking initiatives

• Participate in lead generation activities and community events

• Help maintain accurate sales tracking and CRM documentation

• Provide sales support, coaching, and guidance to various communities as needed

• Assist with onboarding and training related to sales systems and customer experience

• Support best practices related to lead management and occupancy development

• Collaborate with operations and leadership teams to support community success

• Build positive relationships with prospective residents, families, and referral partners

• Help guide families through the senior living decision-making process

• Ensure exceptional hospitality and communication throughout the sales journey

• Support smooth transitions from inquiry through move-in

• Previous senior living, healthcare,…