Earn $350–$1,000 Per Week | No CDL Required | Part-Time Weekdays
REGUWISE - School Transportation
Now Hiring for the 2026–2027 School Year
Hillsborough County, Florida 33619
Looking for meaningful part-time work with a predictable schedule?
REGUWISE - School Transportation is actively seeking dependable Independent Contractor Drivers to support alternative student transportation throughout Hillsborough County.
Whether you're retired, semi-retired, self-employed, driving for Uber or Lyft, or simply looking to earn extra income while making a positive difference in your community, we'd love to hear from you.
We're continuously building our professional driver team for immediate and upcoming route assignments throughout the school year. Drivers who complete the onboarding process early will receive priority consideration as new opportunities become available.
If you enjoy working with children, value flexibility, and take pride in providing exceptional customer service, this could be the opportunity you've been looking for.
Why Drive with REGUWISE?
✔ Earn approximately $350–$1,000 per week depending on route assignments
✔ Predictable weekday schedule
✔ Part-time work with your middle-of-the-day free
✔ No evenings
✔ No weekends
✔ No major holidays
✔ No summer routes
✔ Use your own qualifying vehicle
✔ No Commercial Driver's License (CDL) required
✔ Professional onboarding, training, and ongoing support
✔ Make a meaningful difference in the lives of local students and families every day
About REGUWISE- School Transportation
REGUWISE- School Transportation is committed to providing safe, dependable, and professional alternative student transportation services throughout Hillsborough County.
We believe every student deserves reliable transportation provided by caring professionals who understand that safety, punctuality, and kindness matter every single day.
Our drivers are more than transportation providers—they become trusted partners for students, parents, and schools. That's why we look for individuals who take pride in their work, enjoy helping children, and understand the importance of outstanding customer service.
As a School Transportation Driver
You're much more than someone behind the wheel.
You become an important part of a student's school day and a positive representative of our organization.
We're looking for drivers who are:
The way you make students and families feel will be remembered long after each ride.
Minimum Qualifications
Applicants must have:
No Commercial Driver's License (CDL) is required.
Work Schedule
This is a 1099 Independent Contractor opportunity using your own qualifying vehicle.
Most routes operate approximately:
This predictable split-shift schedule provides recurring weekly income while leaving the middle of your day available for another job, personal appointments, family responsibilities, or simply enjoying your day.
Why Drivers Choose REGUWISE
At REGUWISE – School Transportation, we believe our drivers are our greatest asset.
We value professionalism, integrity, reliability, and respect. Our goal is to create an environment where drivers feel supported, appreciated, and equipped to succeed.
When you join REGUWISE, you're joining an organization committed to excellence, safety, and making a positive impact in the communities we serve.
Ready to Join Our Team?
We're actively recruiting qualified Independent Contractor Drivers for current and future transportation opportunities throughout Hillsborough County.
If you're looking for rewarding part-time work with predictable weekday hours, competitive earnings, and the opportunity to make a real difference in the lives of local students, we'd love to hear from you.
Complete our quick, mobile-friendly application today and become part of the REGUWISE School Transportation team.
Your next opportunity could be just one application away.
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