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Contract Instructor Jobs in Winnipeg, MB (NOW HIRING)

Flight Instructor with King Air Flight Line Opportunity Contract: 6 months Start date: July 1, 2026 We are seeking an experienced and personable Flight Instructor to work with a select group of ...

Contract Instructor information

See Winnipeg, MB salary details

$10

$32

$64

How much do contract instructor jobs pay per hour?

As of Aug 1, 2026, the average hourly pay for contract instructor in Winnipeg, MB is $32.21, according to ZipRecruiter salary data. Most workers in this role earn between $20.67 and $36.92 per hour, depending on experience, location, and employer.

What does a typical workday look like for a Contract Instructor?

A typical workday for a Contract Instructor often involves preparing lesson materials, delivering instruction to groups or individuals, and assessing learner progress through assignments or evaluations. You may work independently or collaborate with other instructors and administrators, depending on the program or organization. While some positions involve a set teaching schedule, others may require flexibility with hours or deliver content remotely. In addition to teaching, Contract Instructors frequently update curriculum materials and respond to student questions. This dynamic role requires balancing instructional responsibilities with ongoing communication and preparation to ensure educational objectives are met.

What is a Contract Instructor job?

A Contract Instructor is a teaching professional hired on a contractual basis to deliver courses at an educational institution. Unlike full-time faculty, they typically work on a fixed-term contract and may not have tenure or long-term job security. Their responsibilities often include preparing lesson plans, delivering lectures, grading assignments, and providing student support. The contract length and workload can vary depending on the institution and subject area.

What are the key skills and qualifications needed to thrive in the Contract Instructor position, and why are they important?

To thrive as a Contract Instructor, you need subject-matter expertise, instructional design knowledge, and experience in classroom or online teaching, often supported by a relevant degree or professional certification. Familiarity with e-learning platforms, presentation software, and learning management systems (LMS) is usually expected. Excellent communication, adaptability, and interpersonal skills help create engaging learning environments and effectively address diverse learner needs. These skills are essential to deliver high-quality instruction, adapt to different learning styles, and meet the goals of both learners and contracting organizations.

What are the most commonly searched types of Instructor jobs in Winnipeg, MB? The most popular types of Instructor jobs in Winnipeg, MB are:
Infographic showing various Contract Instructor job openings in Winnipeg, MB as of July 2026, with employment types broken down into 1% As Needed, 62% Full Time, 19% Part Time, 1% Temporary, and 17% Contract. Highlights an 81% Physical, 2% Hybrid, and 17% Remote job distribution, with an average salary of $66,993 per year, or $32.2 per hour.

Flight Instructor

Wings Over Kississing

Steinbach, MB • On-site

Other

This job post has expired 1 day ago. Applications are no longer accepted.


Job description

Flight Instructor with King Air Flight Line Opportunity


Contract: 6 months

Start date: July 1, 2026


We are seeking an experienced and personable Flight Instructor to work with a select group of individuals within our company pursuing their pilot licenses.


This is not a traditional flight school environment. Our staff are highly respected professionals and leaders within our organization; individuals with significant aviation related experience without the license to show for it. We are looking for an instructor who can teach with patience, professionalism, and emotional intelligence; who understands how to build confidence and competence simultaneously.


The training will be completed in the companies fully equipped 1977 RI72 Hawk XP with a semi-glass panel.


At our company, we place tremendous value on our people. We believe learning to fly should be an exciting and rewarding experience, not an intimidating one. The right instructor will create a supportive, encouraging environment tailored to each individual's schedule and learning style.


Requirements:

  • Valid Flight Instructor Rating
  • Multi-IFR Rating
  • Class 3, 2, or 1
  • Strong interpersonal and communication skills
  • Ability to teach mature, high-performing professionals in a respectful and confidence-building manner
  • Flexible scheduling availability
  • Professionalism, patience, and adaptability


What We Offer

  • Flexible scheduling with motivated adult learners
  • A positive, people-first company culture
  • Opportunity to join our flight line on the King Air once the individuals complete their licenses


This role is ideal for an instructor who enjoys teaching, values professionalism, and takes pride in helping people achieve meaningful personal goals.


If this sounds like a fit, we would love to hear from you.