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Work Study Jobs in Chester, VA (NOW HIRING)

Driver

Richmond, VA ยท On-site

$22 - $24.49/hr

Drive students to and from work study placements * Transport students to athletic events, field trips, and school activities * Conduct daily pre-trip and post-trip vehicle inspections * Maintain a ...

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Work Study information

See Chester, VA salary details

$20.2K

$115.3K

$189.6K

How much do work study jobs pay per year?

As of Aug 3, 2026, the average yearly pay for work study in Chester, VA is $115,295.00, according to ZipRecruiter salary data. Most workers in this role earn between $78,200.00 and $144,500.00 per year, depending on experience, location, and employer.

What are work study jobs?

Work study jobs are part-time positions offered to students, typically through a federal or institutional financial aid program, to help them earn money while attending school. These jobs are often located on campus or with approved off-campus employers and are designed to be flexible with students' class schedules. Work study positions can include roles in administrative offices, libraries, research labs, or community service organizations, and they provide valuable work experience while helping to offset educational expenses.

What is the difference between Work Study vs Intern?

AspectWork StudyIntern
CredentialsUsually requires enrollment in a college or universityMay require enrollment or recent graduation
Work EnvironmentOn-campus or related to academic institutionVaries; can be on-site or remote in various industries
Employer & IndustryEducational institutions, government, some nonprofitsBusinesses, organizations across multiple industries
PurposeFinancial aid and work experience for studentsGaining work experience, networking, or exploring careers

Work Study positions are primarily designed for students enrolled in college, offering financial aid and relevant work experience within academic or related environments. Internships are broader, often targeted at students or recent graduates seeking industry experience across various sectors. While both provide valuable work exposure, Work Study is more focused on supporting education costs, whereas internships emphasize career development.

What are the key skills and qualifications needed to thrive as a Work Study, and why are they important?

To succeed as a Work Study, you generally need strong organizational skills, time management, and the ability to balance academic and work responsibilities, often with eligibility based on financial aid requirements. Familiarity with basic office software, campus systems, and sometimes data entry tools is typically required. Reliability, professionalism, and effective communication help students stand out in diverse campus work environments. These skills are essential for meeting job expectations, supporting campus operations, and maintaining academic performance.

How do work study positions typically balance job responsibilities with academic schedules?

Work study positions are designed to accommodate students' academic commitments, with supervisors often offering flexible scheduling and reduced hours during exam periods. Students are generally expected to communicate their class schedules and workload in advance to ensure shifts do not conflict with academic requirements. While workload varies by department, most roles emphasize efficient time management and prioritize academics, fostering a supportive environment for student employees. Many work study roles also provide opportunities to develop professional skills and network within the institution.
What cities near Chester, VA are hiring for Work Study jobs? Cities near Chester, VA with the most Work Study job openings:
Infographic showing various Work Study job openings in Chester, VA as of July 2026, with employment types broken down into 82% Full Time, 15% Part Time, 1% Temporary, and 2% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $115,295 per year, or $55.4 per hour.

Transportation Manager

Cristo Rey Richmond High School Inc

Richmond, VA โ€ข On-site

$55K - $65K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 25 days ago


Job description

Description:

Cristo Rey Richmond Transportation Manager


About Cristo Rey

The Cristo Rey Network of high schools delivers a career focused, college preparatory education in the Catholic tradition for students with limited economic resources. Through the unique integration of rigorous academic curricula, four years of professional work experience, and support to and through college, Cristo Rey students are achieving their aspirations for postsecondary success at rates exceeding their peers.


Who We Are:

  • Values-Driven: We educate the whole student: academically, spiritually, and socio-emotionally.
  • Growth Opportunities: We prioritize our faculty and staff’s learning and growth.
  • Invested Students and Engaged Families: Our students’ families seek out our schools.
  • National Community: Our faculty and staff are a proud part of a national movement.

Learn more about what we value and what it is like to work in our school.


Position Summary

Cristo Rey Richmond High School is seeking a highly organized, service-oriented Transportation Manager to lead all aspects of the school's transportation program. Reporting to school leadership, the Transportation Manager ensures students arrive safely, efficiently, and on time for school, Corporate Work Study placements, athletic events, and extracurricular activities.

This position oversees daily transportation operations, supervises drivers, manages fleet maintenance and compliance, coordinates logistics across multiple departments, and serves as the primary liaison among Academic Administration, the Corporate Work Study Program, families, transportation staff, and school leadership.

This is an exceptional opportunity for a transportation professional who enjoys leading people, solving operational challenges, and making a meaningful impact on students every day.


Compensation: $55,000–$65,000 annually, based on experience

Benefits include:

  • Health, dental, and vision insurance
  • Retirement benefits
  • Paid holidays
  • Paid time off
  • Professional development opportunities
  • Additional earning opportunities through athletic events, field trips, and special transportation assignments
What You’ll Do
Transportation Operations
  • Oversee all daily student transportation operations.
  • Develop, manage, and adjust Corporate Work Study transportation routes, hub assignments, and driver schedules.
  • Drive transportation routes as needed, including Hub ? School, School ? Corporate Work Study, Corporate Work Study ? School, and School ? Home.
  • Coordinate transportation for athletics, field trips, extracurricular activities, and school events.
  • Plan daily transportation logistics based on attendance, work placements, weather, traffic conditions, and operational needs.
Collaboration & Communication
  • Partner with Academic Administration to coordinate transportation logistics, attendance updates, and student needs.
  • Collaborate closely with the Corporate Work Study Program to support student work placements and deployment schedules.
  • Coordinate transportation services with Athletics, Campus Ministry, College Counseling, faculty, and other departments.
  • Serve as the primary transportation dispatcher during active transportation periods.
  • Maintain real-time communication with drivers and respond effectively to delays, emergencies, and operational changes.
  • Serve as the primary point of contact for transportation communication with students, families, school leadership, and corporate partners.
Leadership & Staff Development
  • Recruit, hire, onboard, supervise, train, and evaluate transportation staff.
  • Assign routes, manage schedules, substitute coverage, overtime, and leave.
  • Foster a culture of accountability, professionalism, customer service, and safety.
  • Maintain driver certifications, evaluations, training records, and compliance documentation.
Fleet Management & Safety
  • Oversee maintenance and daily readiness of the school's transportation fleet.
  • Coordinate inspections, preventive maintenance, repairs, licensing, registrations, insurance, emissions testing, cleaning, GPS systems, and fleet documentation.
  • Investigate transportation accidents and incidents and complete required reporting.
  • Ensure compliance with federal, state, and local transportation regulations.
  • Maintain comprehensive maintenance and compliance records while promoting a culture of safety.
Program Administration
  • Partner with the Chief Financial Officer on transportation budgeting, vendor management, fleet planning, and financial oversight.
  • Coordinate transportation vendors and service contracts.
  • Recommend fleet improvements, replacement schedules, and operational efficiencies.
  • Research and implement new transportation technologies and best practices.
  • Build strong relationships with Corporate Work Study partners through regular communication and collaboration.
  • Support school-wide initiatives and perform other duties as assigned.
Who You Are

Successful candidates will demonstrate:

  • Strong leadership and supervisory skills
  • Excellent organizational and problem-solving abilities
  • Outstanding communication and customer service skills
  • Sound judgment and calm decision-making under pressure
  • A collaborative approach to working across departments
  • A commitment to student safety, operational excellence, and mission-driven work
  • Passion for serving students and families
Required Qualifications
  • High school diploma or equivalent
  • Three to five years of student transportation experience, including experience as a bus driver
  • Supervisory, dispatch, or transportation leadership experience preferred
  • Valid Commercial Driver's License (CDL), or willingness to obtain one within an agreed-upon timeframe after hire
  • Clean driving record
  • Ability to pass a DOT physical, drug screening, TB screening, and criminal background check
  • Knowledge of transportation operations, fleet maintenance, dispatch systems, and applicable transportation regulations
  • Strong leadership, communication, organizational, and multitasking skills
Preferred Qualifications
  • CPR and First Aid certification
  • Bilingual (English/Spanish)
  • Experience working in K–12 schools or student transportation
  • Experience in a faith-based or mission-driven organization
  • Experience using transportation routing or fleet management software
How to Apply

If you are a transportation professional who enjoys leading teams, solving complex logistical challenges, and making a meaningful difference in students' lives, we encourage you to apply.

At Cristo Rey Richmond High School, every transportation decision helps students access a rigorous college-preparatory education and invaluable Corporate Work Study experiences that prepare them for college, careers, and lifelong success.

Join us as we help transform Richmond. One student at a time.


DEIC Commitment

The Cristo Rey Network shares the national office’s Diversity, Equity, Inclusion, and Cultural Competency commitment statement for interested applicants.

Requirements: