Milton Hershey School Logo Residential Living Assistant - Relocation To Hershey, PA Required

Quick Apply

Description:

Hershey, PA On-Site | Year-Round | Starting Salary $49,080 + Excellent Benefits + Housing + Utilities + Positively Impact Youth

Milton Hershey School (MHS) is one of the world’s best pre-K through 12th grade private schools, where approximately 2,200 students from disadvantaged backgrounds are provided with a cost-free home and a top-notch education. Thanks to the generosity of Milton and Catherine Hershey in 1909, the school is fully endowed today, with the resources to ensure students can thrive. The school has prepared over 12,000 graduates to lead fulfilling and productive lives and is expanding to serve more students.

MHS is hiring Residential Living Assistants (ALSO KNOWN AS FLEX TRANSITIONAL LIVING ASSISTANTS - FTLAs) to live in campus residences to supervise and mentor high school seniors, preparing them for independent living after graduation. FTLAs play a vital role - teaching and role-modeling life skills including self-responsibility, goal setting, time management, personal finance, healthy relationships and more. They also create and supervise developmental and recreational activities, accompany students to Sunday chapel services, collaborate with staff to continually enhance the program, and provide coverage in student homes as needed.

Schedule & Compensation

  • Year-round position with a schedule of 9 consecutive workdays followed by 3 days off

  • Minimum annual salary of $49,080

  • Comprehensive benefits package including medical, dental, and vision insurance, paid time off, and after a year of service - a 403(b) savings plan

  • Housing and utilities are provided!

  • Paid training and up to $2,800 relocation assistance

Qualifications:

  • Bachelor’s degree required

  • Valid driver’s license in good standing; ability to become certified to drive a 9-passenger van

  • Experience mentoring, teaching, or coaching youth

  • Exceptional interpersonal and leadership skills, including the ability to proactively problem-solve, influence, and collaborate

  • Strong organizational skills, while also maintaining a high degree of flexibility

  • Proficient with Microsoft Office, Google applications, and social media platforms

  • Must demonstrate integrity and professionalism—MHS staff serve as role models for students

Additional Requirements for Live-In Role:

  • In this on-campus residential position, occupancy is limited to the employee and, if applicable, their legally married spouse. No other individuals, or pets, may reside in the provided accommodations

  • Overnight guests must be pre-approved

  • No smoking or weapons permitted

  • No alcohol consumption while on duty

This position is more than just a job —it’s a life style that positively impacts young lives!

Apply Here

5 Questions You Should Ask During the Interview


Here are 5 questions we think you could ask during your interview. Use them as a guide to help you write your own questions.

Remember: Always have at least 5 questions prepared for the interview. If you do not, you run the risk of looking unprepared.

What does success look like in this role, and how is it measured?

Why ask this? You want to ensure you have a clear understanding of expectations before accepting the role. Knowing how success is measured helps you hit the ground running and avoid surprises about performance evaluations. It also signals to the employer that you're results-driven.

Can you describe the team dynamic and the company culture?

Why ask this? Skills and experience matter, but if the work environment isn’t a good fit, you won’t be happy or productive. This question helps you gauge whether the company values collaboration, how teams interact, and whether the culture aligns with your work style and values.

What are the biggest challenges facing the person in this role right now?

Why ask this? Every job has challenges, and it’s better to know them upfront. This helps you assess whether the role is a good fit for your strengths and whether the company is realistic about its expectations. If they hesitate to answer, it could be a red flag.

How does the company support work-life balance and employee well-being??

Why ask this? Burnout is real, and some companies expect employees to sacrifice personal time for the job. By asking this, you’ll get a sense of how they value work-life balance, flexibility, and well-being—things that are crucial for job satisfaction and long-term success.

These questions help you make an informed decision while also showing your professionalism and strategic thinking!