Operations Manager - Customer Success and Strategic Support (Pupil Transportation)
Location: Remote
Starting Salary: $67,500 - $70,500 Per Year
What's in it for you
(Benefits vary if not hired for full-time permanent)
- Health insurance
- PTO (120 hours accrued per year starting)
- 13 Paid company-wide Holidays (Note: Occasional work on standard holidays may be required; compensated with a flexible day off)
- 401k plan
- Annual $250 home office stipend
- Competitive salary, commensurate with experience
- Work in an inclusive, caring, and values-driven environment
- Make a critical difference for children, families, and educators
Weekly Hours: 40-55 Hours/Week
General Shift Hours: Preferred standard schedule is approximately 9:00am-5:30pm Central Time. Specific hours will shift depending on business needs, ranging from 6:00am EST to 6:00pm PST.
Role Overview
We are seeking an Operations Manager – Customer Success & Support who will provide high-level leadership across our operations department. This person will join a high-growth, high-volume, fast-paced business and play a critical role in ensuring exceptional daily service for hundreds of children and school districts, as well as a fulfilling and sustainable employment experience for drivers and supporting staff.
This is a hands-on leadership role requiring operational expertise, customer-facing strength, and flexibility. You will thrive in ambiguity, communicate clearly, and quickly earn trust with staff, drivers, and district partners.
Who you are
- A strong leader confident in setting expectations, even without direct reports.
- Flexible, adaptable, and thrives in environments where priorities shift daily.
- Customer-focused with strong relationship-building skills.
- Ambitious, eager to grow, and open to increasing levels of responsibility.
- Calm under pressure, detail-oriented, and driven to exceed metrics.
- A solutions-oriented problem solver.
- Tech-savvy and comfortable navigating multiple online platforms.
- Able to travel annually (at a minimum), potentially more for training or district meetings.
What you'll do
- Analyze data to develop weekly action plans to achieve goals (fulfillment rate, on-time arrivals, satisfaction).
- Provide manager-level leadership across regions as needed.
- Provide direction, feedback, and accountability to assistants, coordinators, and specialists.
- Lead escalations during on-call shifts.
- Support routing and change requests.
- Collaborate on strategic initiatives and process improvements.
- Support recruitment, screening, onboarding, and training of new Operations team members.
- Model calm, solutions-oriented leadership.
- Contribute to department-wide strategic plans and budget/forecasting decisions.
Required Qualifications
- At least 5 years of relevant experience; 3-5 years of leadership or management experience (ops, logistics, etc.).
- Bachelor's Degree or higher in a relevant field.
- Strong written and verbal communication skills.
- Proficiency with online platforms, data tracking, and remote team tools.
- Ability to provide feedback and coaching across levels.
- Working computer with camera/microphone and reliable internet.
- Ability to travel up to 30% of the time.
Preferred Qualifications
- Master's Degree in a relevant field.
- Strong knowledge of pupil transportation industry processes and regulations.
- High-level routing and dispatching experience.
- Experience in customer service or account management.
- 2+ years of full-time remote work experience.
About Us
At BuckledIn, we eliminate transportation as a barrier to children's success. We match students with part-time drivers who provide safe, reliable transportation to and from school.
Our Values:
- Excellence Everywhere: We set the standard.
- Driven to Learn: Curious, open-minded, and always improving.
- Trust is Everything: We earn trust through consistency, respect, and follow-through.