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!

Why Join Charter Senior Living?

We’ve Got You Covered

• Get paid today with ZayZoon

• 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

Our Mission

To Enhance the Human Spirit

Our Core Values

• Serve with Heart

• Serve with Purpose

• Serve with Courage

• Have Fun While Serving

Position Summary

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.

Responsibilities

Occupancy Growth & Sales Support

• 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

Community Sales & Marketing Support

• 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

Training & Operational Support

• 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

Customer Experience

• 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

Qualifications

• Previous senior living, healthcare, hospitality, leasing, or sales experience preferred

• Assisted living or memory care experience strongly preferred

• Strong communication and relationship-building skills

• Excellent organizational and multitasking abilities

• Self-motivated and goal-oriented mindset

• Ability to work independently and collaboratively

• Compassionate and customer-focused attitude

• CRM or lead management system experience preferred

• Willingness to travel and support multiple communities as needed

What Makes a Great Fit

We are looking for someone who:

• Enjoys helping seniors and families during important life transitions

• Thrives in fast-paced, goal-oriented environments

• Leads with professionalism, positivity, and accountability

• Builds strong relationships and community connections

• Is organized, adaptable, and solutions-focused

• Balances occupancy goals with exceptional customer experience

What Our Associates Say About Charter

“It truly feels like family at Charter.”

“The residents become an extension of my family.”

“They truly live out their mission and values.”

“I love working for a company that genuinely puts people first.”

If you are looking for a rewarding opportunity where you can support occupancy growth while making a meaningful difference in the lives of seniors and families every day, apply today to join Charter Senior Living!