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Flagstone Senior Living logo

Engagement Assistant

Flagstone Senior Living·The Dalles, Oregon

Part TimeOn Site2-5 yrsPosted 1 month ago
Practice for this role

Engagement Assistant

About the role

The Engagement Assistant supports resident activities by coordinating outings, events, and meaningful programs within the community. They are responsible for orienting new residents to the engagement program and ensuring all activities are conducted safely and effectively.

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.

Requirements

Candidates must have a high school diploma or equivalent, with a preference for an Associate or Bachelor's degree in Social Services or a related field. A minimum of three years of experience in assisted living and strong interpersonal communication skills are preferred.

  • high school
  • associate degree
  • bachelor degree
  • Teamwork
  • Microsoft Excel
  • Microsoft Word
  • Organizational skills
  • Communication skills
  • Interpersonal skills
  • Attention to detail
  • Self-motivation
  • Transportation assistance
  • Mobility support
  • Safety compliance
  • Decision making
  • Resident engagement
  • Event coordination
  • Community relations

Benefits

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

Posting details

Employment type
Part Time
Work arrangement
On Site
Experience
2-5 yrs
Location
The Dalles, Oregon
Posted
Jul 30, 2026
Application
Employer website
Flagstone Senior Living logo

Hiring organization

Flagstone Senior Living

Milestone Senior Living offers assisted living, senior care and memory care in 8 locations in Wisconsin and 1 in Minnesota. We pride ourselves on our staff training and our beautiful campuses.

IndustryHospitals and Health Care
TypePrivately Held
Size201-500 employees
View profile

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Market context

Oregon engagement assistant roles stay people-focused

In Oregon, engagement assistant openings in assisted living often reflect steady demand for staff who can support resident activities and daily connection. These roles are competitive because employers look for strong interpersonal communication, prior assisted living experience, and sometimes an associate or bachelor’s degree in social services or a related field. Review the AI-summarized requirements and benefits on this platform to save time, then tailor your application to show resident engagement experience and teamwork.

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Flagstone Senior Living logo

Flagstone Senior Living

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