Head Counselor for Caddie Program

Daniel Murphy Scholarship Fund

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Chicago, IL, us on site Until 8/23/2026 First posted March 22, 2025 Last posted March 22, 2025
Job description

The Daniel Murphy Scholarship Fund (DMSF) is Chicago’s largest high school scholarship organization serving high potential students from limited resourced communities. DMSF provides financial and programmatic support to scholars to attend and excel at top tier high schools in the Chicago area and at boarding schools around the country.

 

DMSF seeks to hire two Head Counselors for its Caddie Program. The Caddie Program allows student scholars to gain job experience, earn money, improve communication skills, and potentially apply for the Chick Evans Scholarship- a full tuition and housing scholarship for high-achieving caddies with limited financial means.

The Head Counselor has overall responsibility for the Scholars who participate in the summer Caddie Program. The job entails living with the Scholars in the dorm, transporting them to work in the morning (in vehicles provided by DMSF), picking them up at the conclusion of their work day, and supervising them for the balance of the day. The Head Counselor will typically have free time between 9am - 2pm, as well as from Sunday evenings until Tuesday mornings, when most Scholars go home. DMSF anticipates hiring educators, teachers, or college/graduate students to serve as Assistant Counselors.

DMSF seeks to hire two Head Counselors for the Caddie Program, one for the boy’s program and one for the girl’s program.

Responsibilities include:

● Living in dorms with Scholars

● Ensuring the Caddies are routinely transported to and from work each day

● Supervising Scholars while at the dorms and coordinating weekly activities, such as guest speakers, social events, and workshops

● Transporting Scholars to and from weekly First Tee programming to learn the game of golf

● Providing Scholars transportation to trains on Sunday afternoon and from trains on       Tuesday morning if their clubs are not accessible to the station

● Maintaining records of tips and loops per Caddie

● Maintaining all logistics related to food service and vehicle maintenance (e.g. ensuring vehicles have gas)

● Enforcing DMSF policies and procedures

● Reporting to DMSF on a regular basis about Scholars and the program

● Communicating with parents as it relates to Scholar transportation logistics, behavior, illness, or free time activities, etc.

● Undergraduate degree required

● Experience working with and supervising young adults

● Excellent supervisory and communication skills

● Valid driver’s license and an infraction-free driving record for the past two years

● General understanding of the game of golf and caddying is helpful but not required

DMSF is an organization that prioritizes workplace culture, collaboration, timely and thorough communication and effective project management.

All your information will be kept confidential according to EEO guidelines.

About this role

Summary

Supervise and support high school caddies, manage logistics, and coordinate activities in Chicago.

Job title

Head Counselor for Caddie Program

Experience level

experience working with and supervising young adults

Industry

education

Location requirements

Chicago, IL, on-site with some flexible hours

Salary

Not specified

Management role

No

Skills & keywords

Required skills

supervisioncommunicationdriver’s licenselogistics

Preferred skills

golfyouth development

Specializations

supervisiontransportationprogram managementyouth development
Locations

Structured locations inferred from the posting.

Chicago, IL, USA

On-site City