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Remote Retired School Teacher Jobs in Kentucky (NOW HIRING)

Life Insurance Sales

Louisville, KY · Remote

$50K - $100K/yr

I was a former school teacher of 7 years. In my third week I made more in that week than I ever had ... We provide training, support, and 1-on-1 mentorship to our agents in this 100% remote role. Warm ...

We are looking for teachers and tutors with virtual tutoring experience to provide 1:1 or group ... This is a remote job! * Set your own availability and change it at any time * Set your own hourly ...

We are looking for teachers and tutors with virtual tutoring experience to provide 1:1 or group ... This is a remote job! * Set your own availability and change it at any time * Set your own hourly ...

We are looking for teachers and tutors with virtual tutoring experience to provide 1:1 or group ... This is a remote job! * Set your own availability and change it at any time * Set your own hourly ...

We are looking for teachers and tutors with virtual tutoring experience to provide 1:1 or group ... This is a remote job! * Set your own availability and change it at any time * Set your own hourly ...

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Remote Retired School Teacher information

What is the difference between Remote Retired School Teacher vs Remote Substitute Teacher?

AspectRemote Retired School TeacherRemote Substitute Teacher
CredentialsRetirement credentials, teaching certificationActive teaching certification, substitute license
Work EnvironmentOnline tutoring, curriculum development, mentoringOnline classroom supervision, short-term assignments
Employer & IndustrySchool districts, online education platformsSchool districts, online tutoring services

Remote Retired School Teachers typically leverage their teaching experience in online tutoring or curriculum design after retirement, often working independently or with education platforms. Remote Substitute Teachers are usually active teachers filling in for short-term assignments remotely, requiring current certification. While both roles involve education and online work, retired teachers focus on mentoring and content creation, whereas substitute teachers handle temporary classroom supervision.

What are the most commonly searched types of Retired School Teacher jobs in Kentucky? The most popular types of Retired School Teacher jobs in Kentucky are:
What cities in Kentucky are hiring for Remote Retired School Teacher jobs? Cities in Kentucky with the most Remote Retired School Teacher job openings:
Infographic showing various Remote Retired School Teacher job openings in Kentucky as of May 2026, with employment types broken down into 58% Full Time, 29% Part Time, and 13% Contract. Highlights an 48% In-person, and 52% Remote job distribution.
University Supervisor Alternative Administration Route Principal or School Counselor

University Supervisor Alternative Administration Route Principal or School Counselor

University of the Cumberlands

Williamsburg, KY • On-site, Remote

Part-time

Posted 5 days ago


Job description

Get Set for Cumberlands!
Join our team of student-focused individuals working together in order to encourage intellectual and spiritual growth, leadership and service.
CURRENT STUDENT or EMPLOYEE? Please log into Workday and use the Career Tile to find and apply to jobs from our internal career sites.
Under the direction of the Advanced Program Director in the School of Education, the University Supervisor position is responsible for providing supervision to Alternative Administration Route principal or school counselor candidates, either virtually and/or in person. This position serves candidates located within the state of Kentucky.
Job Responsibilities:
  • Facilitate clear communication among participating stakeholders.
  • Collaborate with the School of Education to monitor, assess, and provide feedback to Alternative Administration Certification Route Principal or School Counselor Candidates.
  • Be willing to schedule virtual meetings with possible travel to schools to observe and conference with Alternative Administration Certification Route Principal or School Counselor Candidates.
  • Provide mentoring plans, timesheets, track candidate progress, and additional feedback as required for Alternative Administration Certification Route Principal or School Counselor Candidates.
  • Maintain regular communication with Alternative Administration Certification Route Principal or School Counselor Candidates and District-based Mentors through virtual office hours and e-mail.
  • Maintain clear and timely records for the School of Education Advanced Graduate Programs.
  • Participate in all required trainings and functions.
  • Offer perspective that addresses the needs of all candidates, both traditional and non-traditional.
  • Respond to Alternative Administration Certification Route Principal or School Counselor Candidates questions in a timely manner (within 24-hours).
  • Communicate with the School of Education and Advanced Graduate Programs concerning issues or potential situations that could arise with candidates and other stakeholders.
  • Follow university policies and procedures.

QUALIFICATIONS:
  • A current and valid Kentucky teaching certificate in P-12 Principalship or P-12 School Counselor.
  • Master's degree and/or Rank 1 in School Principal or School Counselor.
  • Strong interpersonal communication and critical thinking skills.
  • Knowledge of and interest in educational standards and initiatives.
  • Experience in teacher supervision, mentoring, and leadership.

Compensation: Fixed rate per student per semester
Benefits: No
Job Type: Adjunct
Job Location: Remote
Cumberlands is different by design. Our employees exemplify our motto in the pursuit of a
"life-more-abundant."