Careers at Aspen

Aspen Square Management is a privately owned, entrepreneurial company founded over sixty years ago by Harold Grinspoon. We are based out of West Springfield, Massachusetts, and remain one of the top fifty apartment owners and management companies in the country. The apartment industry is a very competitive and local industry where old fashion ingenuity, street smarts and hard work have a direct impact on success. It is because of the skills and dedication of our many long standing employees that we have enjoyed success through purchasing, renovating and providing quality management for hundreds of apartment communities throughout the United States. We are proud of the work we have done upgrading the quality of life for our hundreds of thousands of residents over the years, and look forward to providing the same service in the sixty years ahead of us.

The Aspen Square Story...

  • "The best part of my job is working with the smart, dynamic and dedicated people that make up the Aspen Family. The culture is really unique - fun, fast-paced and challenging all at the same time."


    Director of Property Management
  • "Aspen has provided me the opportunity to work side by side with many people that at this point I would consider like family to me. Taking a job with Aspen has been one of the best decisions I have ever made."


    District Operations Supervisor
  • "Traveling with Aspen has allowed me to work with a variety of creative people in my career, each one of them inspiring me to stretch the boundaries of my creative professional interests."


    Senior Traveling Manager
  • "Aspen has provided me the opportunity to work with an amazing family of people all while seeing the country and getting to do what I enjoy."


    Senior Traveling Manager
  • "I love that the Aspen culture promotes creativity and collaboration. I am so fortunate to have the opportunity to work with and learn from such talented coworkers, both in the Home Office and all over the country."


    Director of Payroll
  • "Working for Aspen for the past 17 years, has allowed me the opportunity to develop and grow my career while still maintaining a work/life balance."


    Community Manager
  • "I have been a part of the Aspen Family for 34 years. I love the support you get and the resources that are available to achieve and exceed your goals. Your potential is unlimited with Aspen."


    District Operations Supervisor
  • "I love working for Aspen because they genuinely care for all of their employees and have given me the opportunity to grow with company. Aspen has provided me with lifelong friends and an incredible working environment for almost two decades."


    Accounts Payable
  • "Aspen has made a long-lasting impact in my career and in my life, because it is a family oriented organization that cares not only about the employee, but also about the employee’s family. I will forever cherish my knowledge and friendships attained during my over ten years working with this amazing company."


    Senior Traveling Manager
  • "Having two families, Aspen and my own, I fully enjoy spending time with both. At work I have great love and respect for all the folks I spend my time and come in contact with."


  • "From make ready tech to foreman, Aspen has afforded me the opportunity for advancement, all with the support and training required for success. Aspen has tremendous opportunities for advancement, travel, as well as personal and professional development."


    Property Foreman

Join the Team

Join the Aspen team and work at one of our 100 beautiful communities across the country. We are hiring for the following positions & more:

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If you think you have what it takes to succeed in this industry and are prepared to make a difference, we encourage you to consider joining our team and pursuing a career here at Aspen Square Management.