Engagement Assistant, Assisted Living

Milestone Retirement; Stillwater (OK); On-site; USD 30,000 - 40,000; Full time

Benefits offered by this job

Medical, Dental, Vision

401(k) with employer match

Generous PTO

Pet insurance

Employee Assistance Program

Job summary

Milestone Retirement in Stillwater, OK is seeking an Engagement Assistant to enrich resident lives in our communities. The role focuses on coordinating meaningful programs and assisting residents.

The ideal candidate should have a high school diploma (or equivalent), experience in Assisted Living, and strong interpersonal skills. Benefits include medical, dental, vision, and generous PTO. Join us to help residents stay active and engaged!

Qualifications

• Minimum of three years’ experience in Assisted Living and Memory Care preferred.
• Current Oklahoma CNA certificate preferred.
• Oklahoma current driver's license required.

Responsibilities

• Complete Resident Interest Worksheets for new residents within 7 days of move‑in.
• Orient residents to the engagement program and opportunities.
• Promote programs to maximize resident participation.

Skills

Strong written and verbal communication skills

Self‑motivated with decision-making ability

Excellent organizational skills

Interpersonal and community relations skills

Education

High School Diploma or equivalent

Associate or Bachelor’s degree in Social Services or related field

Tools

Microsoft Word

Microsoft Excel

Job description

Why You’ll Love Working at Milestone

Milestone is one of the fastest-growing senior living operators, with 100+ years of combined industry and hospitality experience. We focus on teamwork, creativity, and making a real impact for our residents and staff.

Perks & Benefits

• Medical, Dental, Vision (full‑time employees)
• 401(k) with employer match
• Generous PTO
• Pet insurance
• Perks at Work
• Employee Assistance Program
• Voluntary benefits options

About The Role

We’re seeking an Engagement Assistant to support resident activities in our Independent and Assisted Living communities. Reporting to the Engagement Specialist, you’ll help residents participate in meaningful programs, coordinate outings, and assist with events that enrich the daily lives of our residents.

What You’ll Do

• Complete Resident Interest Worksheets for all new residents within 7 days of move‑in
• Orient residents to the engagement program and available opportunities
• Follow scheduled activities with minimal changes; assist in arranging entertainment within budget
• Promote all programs to maximize resident participation
• Support quarterly events that may also serve as marketing opportunities
• Help organize resident outings, including trips, medical visits, and destination activities
• Assist with transportation and mobility during outings
• Ensure a safe work environment for yourself and others, following Safety Committee standards
• Foster teamwork, take initiative, and support coworkers, residents, and visitors
• Perform other duties as assigned

What We’re Looking For

• High School Diploma or equivalent required; Associate or Bachelor’s degree preferred in Social Services, Business, or related field
• Minimum of three years’ experience in Assisted Living and Memory Care preferred
• Current Oklahoma CNA certificate preferred
• Oklahoma current driver's license
• Experience with Microsoft Word and Excel preferred
• Strong written and verbal communication skills
• Strong interpersonal and community relations skills
• Self‑motivated with the ability to work independently and make decisions
• Excellent organizational skills and attention to detail
• Pleasant, professional, and personable demeanor

Physical Requirements

• Ability to stand, walk, sit, use hands, reach, stoop, kneel, crouch, climb, and balance
• Ability to talk, hear, and use vision effectively
• Occasional weekend, evening, or night work and on‑call as needed
• Possible exposure to communicable diseases, blood‑borne pathogens, latex, and other hazards
• Ability to lift and assist residents or equipment as needed, up to 50 lbs occasionally
• Frequent interaction with coworkers, residents, and vendors

Join Milestone to help residents stay engaged, active, and connected every day.

Milestone is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.