At Chestnut Hill, our workplace is but an empty husk without a culture that makes people want to be there.

While a fun workplace and good pay is one thing, we understand that those are not the only considerations when selecting where you want to work. That’s why we also offer competitive benefits to all our employees. See below to learn more about each benefit!

Insurance & 401K

Financial stability starts with reliable insurance. There is no financial stability if you don’t have care when something goes wrong. That’s why we offer medical, dental, vision, and life insurance. And every employee has the opportunity to sign on for our 401K matching options so they can prepare for retirement early.

Chestnut Hill’s Employee Benefits

  • Competitive Pay
  • Medical Insurance
  • Dental Insurance
  • Vision Coverage
  • Life Insurance
  • 401K Matching
  • Tuition Reimbursement
  • Paid Time Off
  • Free Meal Every Shift
  • Belief in Work/Life Balance
  • Low Resident to Staff Ratios
  • Leadership & Advancement Opportunities
  • Investment in Continuing Education

Free meal – every shift

When you walk into the home office of Arrow Senior Living, our management company, in St. Charles, Missouri, you may notice a somewhat sizeable dining table taking up the space. It’s pretty hard to miss. Why is it there? Because we know how important a good meal is to sustain us physically and mentally. Not only that, but it provides an important opportunity to rest, socialize, and recharge our energy supplies. We eat lunch together every day and we want you to join us.

Every employee at Chestnut Hill is invited to enjoy a meal during each shift. Take a break and relax – you earned it. Give your body the break it desires, the delicious food it craves, and the nutrients it needs to function on the next level.


Working in senior living is not easy. We never said it was. But as demanding as it can be, it is just rewarding. Not only from interactions with incredible coworkers and awesome residents, but in the way we work with you to help you go places in life. At Chestnut Hill, we move forward together by focusing on achieving meaningful goals and reaching important milestones.

So tell us: what are your goals? Looking to bank PTO to take an amazing vacation with family? Would you like to really focus on your career advancement? How about continuing education? Or perhaps you’ve dreamed of taking your professional career in a different direction? Let’s talk – and let’s work to make your goals a reality.