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Upward Bound Head Resident Advisor
Company: Rollins College
Location: Winter Park, FL
Employment Type: Full Time
Date Posted: 03/19/2026
Job Categories: Education, Collegiate Faculty, Staff, Administration
Job Description
Upward Bound Head Resident Advisor


Upward Bound Head Resident Advisor


Job
Summary:
Upward Bound Program is a pre-collegiate program based at Rollins College that provides college-preparatory programs and assisting resources to 72 college-bound high school students from Orange County Public Schools District (Jones, Evans, Wekiva, and OakRidge. Our students are motivated learners from socioeconomic backgrounds considered statistically less likely to complete a four-year degree. They range from general level to honors to Advanced Placement and International Baccalaureate.

The Pre-Collegiate Programs Office at Rollins College is seeking a Head Resident Advisor (RA) for the summer Upward Bound Program.

This is a summer live-in temporary position from June 21, 2025 - July 2, 2026 (approximately three weeks, not including Fridays and Saturdays for student engagement). Reporting to the Upward Bound Program Coordinator, Assistant Director, and Director, this position provides experiential learning opportunities for undergraduate and graduate students, or other qualified individuals, wishing to gain practical experience in working with youth in academic and social development. Our Head Resident Advisors will be living and working with high school students in a college dormitory Sunday evenings through Thursday evenings. Through this position, an RA will enhance leadership, organizational, problem-solving and communication skills in a safe, educational environment, while enhancing their ability to establish and maintain meaningful student relationships. The RA will lead students in recreational activities with a social skill-building focus.

Primary Responsibilities
  • Providing leadership to the program's residential component.
  • Supervising high school students.
  • Planning and developing student activities.
  • Advising students with regard to their adaptability to a college campus and discipline issues in collaboration with the other Residential Advisor, Program Director, Program Coordinator, and other staff members.
  • Implementing and enforcing residence hall and college policies and safety procedures.
  • Organizing study groups, tutorials, discussion sessions and other academic and social activities.
  • Assisting with the program's meals component.
  • Assisting with the implementation and coordination of summer goals, objectives, and evaluation procedures.

Minimum Qualifications:



Candidates selected for the Head Resident Advisor position are expected to participate in a summer training session two weeks before the Upward Bound summer component begins from June 3-5, 2026.
  • Experience working with teenagers in a camp setting or a residence hall.
  • Relevant academic background that reflects a commitment to academic excellence.
  • Must be at least 20 years of age.
  • Must possess excellent communication and interpersonal skills.

Level 2 Background Screening Requirement

Once an offer of employment is made, the candidate must pass a Florida Level 2 Background Screening prior to their start date. The cost of the fingerprinting is the responsibility of the candidate. The cost is approximately $70.00+ and payment is collected when the appointment is scheduled.

Upward Bound Resident Advisors cannot start working until all background screening results are returned and cleared or until they have received an approved exemption.

Preferred Qualifications:
  • Experience working with high school aged youth.
  • Direct experience working as a Resident Advisor.
  • Undergraduate or graduate students pursuing an advanced degree in human development, education, counseling, or related fields.
Additional Position Information:
Resident Advisors live on campus and are required to work while students are on campus. Candidates selected for the Resident Advisor positions are expected to participate in a summer training session two weeks before the Upward Bound summer component begins.
  • Service Months: June 3 - July 2, 2026
  • Student Move-In: June 18th
  • Student Move-Out: July 2nd

  • Work Hours:
    • Morning: Breakfast 7:00-8:00am
    • Morning Meeting: 8:10-8:30am
    • Personal Time: 8:30-3:00pm (RA on-duty)
    • Afternoon/Evening: 3:15-11:00pm (overnight with students)

  • Work Schedule:
    • Sunday-Thursday
    • RA's are off on Friday and Saturday
    • Students check-in on Sunday evenings (3:00pm) and return home on Thursday afternoons.
  • Compensation:
    • $21.50 per hour
    • Room and board (housing and meals) provided (Meals are not provided on Friday-Saturday).
    • There are no benefits associated with this position.
Instructions to Applicants:
To apply, please submit an application and upload the following materials:
  1. Resume
  2. Cover Letter (optional)

Screening of applications will begin immediately and continue until positions are filled.

About Upward Bound:

Upward Bound is a campus-based college-preparatory program assisting 72 college-bound high school students from Orange County. During the school year the program provides college-prep advancement instruction, guidance in preparing for college admission, tutorial services and academic advisement to further enhance the participants' academic development and preparation for post-secondary educational opportunities and curriculum advancement for the school year. Our students are motivated learners from socioeconomic backgrounds considered statistically less likely to complete a four-year degree. They range from general level to honors to Advanced Placement and International Baccalaureate.

To learn more about the Upward Bound Program please click here.

Equal Employment Opportunity:



Rollins College is an equal opportunity institution. Rollins does not discriminate on the basis of sex, disability, race, age, religion, color, national or ethnic origin, ancestry, marital status, veteran status, sexual orientation, gender identity, gender expression, genetic information, physical characteristics, or any other category protected by College policy or federal, state, or local law for employment and in our educational programs and activities. To learn more about our commitments, visit click here. Any applicant who requires reasonable accommodations for any part of the application or hiring process may contact us by phone or in writing to mailto:humanresources@rollins.edu" href="https://apptrkr.com/get_redirect.php?id=7011515&targetURL=mailto:humanresources@rollins.edu" target="_blank">humanresources@rollins.edu | 407.646.2102.

FLSA Status:

Non-Exempt

To apply, visit https://jobs.rollins.edu/jobs/upward-bound-head-resident-advisor-orlando-florida-united-states-winter-park-fl

Rollins is the best college in Florida, but don't just take our word for it. See what the experts are saying. Explore all of the ways Rollins is top ranked-from our academic excellence and expert faculty to our unparalleled campus and one-of-a-kind study abroad opportunities.



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