Engagement Assistant

Milestone Retirement; The Dalles (OR); On-site; USD 40,000 - 52,000; Full time

Benefits offered by this job

Medical, Dental, Vision (full-time)

401(k) with employer match

Generous PTO

Pet insurance

Perks at Work

Employee Assistance Program

Voluntary benefits options

Job summary

Milestone Retirement is seeking an Engagement Assistant to support resident activities in our Independent and Assisted Living communities. You will help residents participate in meaningful programs, coordinate outings, and assist with events that enrich daily life.

Ideal candidates have strong communication and organizational skills, with experience in assisted living preferred. This role offers opportunities to engage residents, collaborate with teams, and contribute to a caring community.

Qualifications

• High School Diploma or equivalent; higher degree preferred.

Responsibilities

• Complete Resident Interest Worksheets for all new residents within 7 days of move-in.

Skills

Written & verbal communication

Interpersonal skills

Organizational skills

Independence & decision making

Attention to detail

Teamwork & collaboration

Pleasant & professional demeanor

Self-motivation

Adaptability

Education

High School Diploma or equivalent

Associate or Bachelor’s in Social Services/Business or related field

Tools

Microsoft Word

Microsoft Excel

CDL (preferred)

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 preferred
• Experience with Microsoft Word and Excel preferred
• Commercial Driver’s License (CDL) 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.