Holiday Retirement
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Holiday Retirement – Why Work For Us?

​​A pioneer then, a leader now​​

When we founded Holiday Retirement in 1971, we set out to create an independent retirement lifestyle unlike anything seniors had ever experienced before -- cheerful communities filled with friendly neighbors and staff who feel more like family, live-in managers dedicated to the safety and satisfaction of each resident, innovative activities, programs and travel opportunities for fun and personal growth, and all the chores and daily details of life taken care of. When people talk about life at Holiday, they can’t help but smile and burst with memorable experiences. And that’s because of something we call the Holiday Touch.

The Holiday Touch is all about going above and beyond to make every day special for our residents. Today, we invite you to become part of the Holiday family and experience the Holiday Touch for yourself. Discover a satisfying career working for a company that truly treasures seniors -- where everything you do, in whatever capacity, is contributing to their happiness and wellbeing. Join a team that strives to create a welcoming atmosphere in which residents know they’re right where they belong. In the process, we’re confident you’ll find the place where you belong, too.

Imagine defining the future of retirement, a destination that many spend a lifetime planning for. As North America’s largest independent senior living provider, Holiday Retirement associates are working toward the singular goal of producing a world-class senior living experience. If you have a passion for helping others, are driven to excellence, and find the challenge of continuous innovation exciting, we’d love to talk to you.

​​​​​Community Positions​​​​

​​​​Community Manager: Managers are the heart of a Holiday community, working together to manage day-to-day operations while sharing their lives with our independent senior residents.​​​​

Community Sales Leader: As a Community Sales Leader at Holiday Retirement you’ll use your proven sales skills to maximize occupancy for our independent senior living communities.

Chef/Server: Test your culinary prowess in an unlikely place. At Holiday, it’s about more than just sustenance. It’s four million made-from-scratch meals served with pride.

Maintenance: Simply put, the work you do will have a significant impact on residents' quality of life. You’ll perform tasks like general building repair, grounds keeping, and most importantly, ensuring safety.

​​Housekeeping: With a housekeeping career at Holiday, you’ll perform one of the most valuable services we offer - assisting residents with "the little things," an integral part of the Holiday Touch. ​​

​​​Corporate Positions​​

​​​Corporate Team Member: At Holiday, we are serious about helping seniors enjoy a well-earned retirement.​​ We don’t just develop. We define. Join the leading innovator in senior housing technology and one of the top 5 largest cloud-based platforms in the world.


​​​​Our seniors aren’t the only ones benefiting from your employment here – you will, too. Employees receive a competitive compensation package that includes:​​

  • Paid Training
  • Health Care Plan
  • Dental Plan
  • Vision Plan
  • Life Insurance
  • Short & Long-term Disability
  • 401 (K), United States or RRSP, Canada
  • Paid Vacation
  • Paid Holidays
  • Holiday Retirement’s exclusive travel program
  • Bonus Packages​​

​With more than 300 Holiday Retirement communities across the United States and Canada, there is sure to be a location just right for your career.



























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​​Our Story​​​

​​​​Holiday Retirement was founded by William E. Colson, often recognized as the father of Independent Retirement Living, with his father Hugh Colson in 1971. At the time, William was operating Colson & Colson construction, specializing in building high-level care facilities for seniors – referred to as “nursing homes”.​​​​

William and his father realized that while seniors were benefitting from the quality care they received in these facilities, they could be benefiting even more from a nurturing, community environment that met seniors’ other needs: social, physical, educational and spiritual, at an affordable, all-inclusive monthly rate.

They opened their first independent retirement community in Vancouver, Washington in 1971. Today there are more than 300 Holiday Retirement senior living communities across the United States and Canada, and tens of thousands of seniors are enjoying the one-of-a-kind lifestyle only Holiday can provide.

Although we have grown in size, we remain true to the core values instilled by William E. Colson, and are as committed now as he was then to improving the lives of seniors.

A History of Growth​

1971 – William E. Colson and his father Hugh Colson found Holiday Management Company. First community, Kamlu Retirement Inn-Vancouver opens in Vancouver, Wash. on Nov. 1.

1977 – Edgewood Downs in Beaverton, Oregon opens on June 1 and is Holiday Management Company’s second community.

1985 – Harrison Regent in Ogden, Utah opens on July 1, 1985 and begins Holiday Management Company’s expansion east. The company’s first nine communities were exclusively located in the western region of the U.S. (Washington, Oregon, California, and Idaho). Communities are also opened in Colorado (Pueblo and Colorado Springs), and Texas) (Amarillo).

1987 – Holiday Management Company changes name to Holiday Retirement Corp. and opens first Canadian community, The Victorian in Victoria, British Columbia, on August 1, 1987.

1988-2009 – Holiday Retirement adds at least two communities to the portfolio every year.

1998-1999 – Holiday Retirement experiences record growth by adding 44 total communities.

2007 – William E. Colson sells Holiday Retirement to Fortress Investment Group LLC of New York. Colson passes away from colon cancer on May 20, 2007.

2008 – Jack R. Callison Jr. is named Chief Executive Officer.

2009 – Holiday Retirement makes $82,500 donation to American Cancer Society.

2010 – Three seniors win free rent for life through Holiday Retirement’s national Swing into Spring promotion.

2011 – Holiday Retirement donates $1.2 million to Outward Bound for Veterans and $61,000 contribution to Outward Bound Canada, Veterans Program in March. Holiday Retirement adds first community since 2009, acquiring The Chateau in McKinney, Texas on July 1.

2012 – Home office relocates from Salem, Oregon to Lake Oswego, Oregon on April 16, 2012.
Holiday Retirement acquires Parkview in Allen (Allen, Texas) on March 1, Village at the Falls(Menomonee Falls, Wisconsin) and The Regent (Corvallis, Oregon) on June 29, and Holiday at the Atrium (Glenville, New York) on July 31.

A Proud Tradition of Giving​

​​​​Holiday Retirement is honored to be among the senior living industry’s philanthropic leaders, supporting numerous organizations and causes.​​

Our more than 300 communities were founded on the spirit of service. We firmly believe in the power of giving back to others, and we happily offer residents regular volunteer opportunities through our award-winning Seniors Serving Seniors/Seniors Serving Society program.

Collectively, Holiday Retirement is dedicated to participating in a variety of charitable endeavors and causes, both locally and beyond. Holiday Retirement donated $82,500 to the American Cancer Society in 2009 and $1.2 million to the Outward Bound for Veterans program in 2012.

Want to get involved with us? Contact a community near you to get started.​

Outward Bound for Veterans

Since its inception, ​Holiday Retirement's Outward Bound initiative has helped 600 deserving veterans experience life-changing journeys.

2013 - Holiday Retirement pledged to raise another $1.2 million to continue the Veterans course.​

2012 - Holiday Retirement donated $1.2 million to fund​​ the Outward Bound for Veterans course for 600 veterans.

2011 - Holiday Retirement made its first donation of $61,000 to Canada's Outward Bound program.

Holiday Retirement Photos

Holiday Retirement Reviews

387 Reviews
387 Reviews
Rating Trends

Recommend to a friend
Approve of CEO
Holiday Retirement President & CEO Kai Hsiao
Kai Hsiao
128 Ratings

    Manager with a Resident Mom

    • Comp & Benefits
    • Work/Life Balance
    • Senior Management
    • Culture & Values
    • Career Opportunities
    Current Employee - Floating Manager
    Current Employee - Floating Manager

    I have been working at Holiday Retirement part-time for more than 10 years


    As co manager & floating manager in about 30 Holiday units over a 15 year period, I am proud to say Holiday has been very good to us. We have full benefits, no traffic jams, are well fed and housed with wonderful staff & residents wherever we go, even on vacation in our units across the US. When mom became a resident, I learned the family and resident side of the story, and must say mom has thrived. Health, social life, and financially, Holiday has bent over backwards to make her life comfortable. She says "I never dreamed I could be living this well at 96." Most of our residents are quite happy and thankful.


    Management teams who micro manage and don't follow the Holiday guidelines. Some residents are very needy & management is so pressured to rent apartments, many come needing more care than we are legally allowed to give them. Need to clarify those concerns when doing discovery.

    Advice to ManagementAdvice

    Too many power struggles between managers & co-managers. Need smart pairing of management teams. Peace & joy in the building is the main goal and management must get along better....maybe people skill classes..
    Quarterly mandatory training for servers who work weekends & evenings would maximize efficiency and avoid unfinished tasks & working past end of shift.

    Positive Outlook
    Approves of CEO

Holiday Retirement Interviews

Updated 17 Sep 2014
Updated 17 Sep 2014

Interview Experience

Interview Experience


Getting an Interview

Getting an Interview


Interview Difficulty


Interview Difficulty




    Community Manager Interview

    Anonymous Employee
    Anonymous Employee
    Application Details

    I applied online - interviewed at Holiday Retirement.

    Interview Details

    We first applied for the position online and were contacted by recruiter via email within 2 days. She set up a phone interview with both my partner and I. The main portion of the interview consisted of her explaining the company and the role to us. There were few questions in regards to our employment history. She then scheduled a 1 on 1 interview with the regional recruiter that took place 3 days later in a city a few hours from our home. The interview took place at one of the communities. The community was beautiful and the residents seemed to be very happy. The regional recruiter was very professional and asked us standard questions in regards to our work history, skill levels, and ability for my partner and I to work together 24hrs/day. After he left the building we sat with the Senior Manager of that community and learned more information about the company and the job. The job sounded very fulfilling, salary plus bonus and paid living expenses seem to be substantial.

    The recruiter told us to expect a call from the RD within the next 2 days. After 2 days of waiting and no word from the RD we contacted the recruiter to find out that the RD was out of the office that particular week but we were assured that we would hear from him the following week.

    Still waiting....

    Interview Questions
    • All questions were pretty basic. If you've had any success in management and sales you will have no problem.   Answer Question
    No Offer
    Positive Experience
    Average Interview

Holiday Retirement Awards and Accolades

Something missing? Add an award
Best Senior Communities, Best Senior Living Awards, 2013

Additional Info

Headquarters Lake Oswego, OR
Size 5000+ Employees
Founded 1971
Type Company - Private
Industry Real Estate

The simplest definition of Holiday Retirement is that we’re a robust family of more than 300 senior living communities that provides seniors a safe, carefree, all-inclusive independent retirement lifestyle. But really, we’re so much more than that. As a pioneer, and the nation’s leading provider of Independent Retirement Living, our residents know that they’re experiencing a... More

Mission: We are in the business of providing security, comfort and value to seniors seeking an independent and fulfilling lifestyle. We provide The Holiday Touch.

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