Sr. Director of Program Operations

Tutored by Teachers - Chicago, Illinois or Remote - Full time

About Us

At Tutored by Teachers, we believe that when you put a teacher in front of a student, magic happens. Backed by some of the biggest names in EdTech venture including GSV, A-Street Ventures, and TMV, we are on a mission to close the opportunity gap and need a strong strategic, data-driven, and results-oriented leader for our Operations team. As the leader of our Program Operations team, you will be responsible for driving operational excellence at scale and ensuring the success and quality of our tutoring programs. You will lead the teams that serve as the bridge between our two sets of clients: customers, the schools or families who have invested in tutoring, and our Teacher-Tutors, talented educators who provide the tutoring. The right candidate understands how to set a vision and then bring that vision to life with processes and systems that are meant for scale and hyper-growth. Join us on our mission!

The Role

As Sr. Director of Program Operations you will:

  • Be accountable for everything in regard to program execution with a focus on ensuring that every student is receiving best-in-class high dosage tutoring
  • Lead with a people-first and data-driven mentality; continuously identifying efficiency improvement projects that invest in employee growth and program delivery
  • Hire, train, and support Program Operations Managers who are responsible for the success of individual programs as well as leading and mentoring Teacher-Tutors (TT) during the program
  • Collaborate with other departments to identify opportunities for improvement related to program delivery
  • Provide data-driven feedback with product to identify solutions to improve efficiency in program operations, TT experience, and student experience
  • Have a passion for identifying problems and designing innovative scalable solutions to fix them


  • 7+ years experience in operations within services or technology companies
  • Proven leadership and management capabilities
  • Experience with workforce management preferred
  • Experience in a fast-growing early stage company preferred
  • Excellent communication skills (verbal and written)
  • Experience working with Product teams
  • Self-drive and able to manage multiple projects simultaneously
  • Highly comfortable with ambiguity and ability to shift priorities as needed
  • Commitment to TbT’s mission to close the opportunity gap and promote inclusivity


We currently offer the following benefits:

  • 100% healthcare coverage for you and your family
  • Access to 401k to help save for the future
  • Well-rounded wellness benefits including access to free and low cost mental health resources and support services
  • Fully remote work environment and a flexible schedule
  • Company-owned laptop + home office equipment
  • Annual in-person team retreats
  • 3 weeks of vacation in the first year and an unlimited vacation policy after year 1 to help recharge

Tutored by Teachers is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you have a disability or special need that requires accommodation, please let us know.

Tutored by Teachers requires COVID-19 vaccines for all employees and guests attending TbT events or entering TbT offices or partner school sites.

Apply for this job

Apply for this job



Experience Level

Mid Level

Tutored by Teachers

Tutored by Teachers is a fast growing, mission driven start-up working to close the opportunity gap. We're doing this by partnering with schools to serve high needs students with small group, teacher-led virtual learning.
Share this job
Get our email newsletterSign me up
Keep up to date with our email newsletterSign me up