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Crucial Learning

Master Trainer Contractor

🇺🇸 Remote - US 🕑 Contractor 💰 TBD 💻 Learning & Development 🗓️ November 12th, 2026
Training Corporate

Edtech.com's Summary

Crucial Learning is hiring a Master Trainer Contractor to facilitate its corporate training programs, including Crucial Conversations and Crucial Accountability, for clients both in person and virtually. As an independent contractor, the trainer manages their own training calendar, prepares for each engagement, and follows up with clients afterward so the training leads to lasting change. The trainer works with Crucial Learning’s client advisors and account teams to understand what each client needs.

Highlights
  • This posting is open to collect applications from qualified facilitators for anticipated opportunities beginning in 2027; Crucial Learning is not currently hiring Master Trainers.
  • Deliver speeches and facilitate training on Crucial Learning’s products, including Crucial Conversations, Crucial Accountability, Crucial Influence, Getting Things Done, and The Power of Habit, both in person and virtually.
  • Lead pre-event calls with senior client advisors and clients to understand organizational barriers and the reason for training, then follow up by email and phone with a summary of the event and next actions.
  • Keep a Crucial Learning calendar current with training availability, plan and prepare for upcoming events, and submit communication and invoices on time.
  • Take part in the Master Trainer community through quarterly support and informational communication and occasional professional development.
  • Bachelor’s degree and 3+ years of experience delivering training, with some experience both in person and virtually.
  • Teaching at least 7 courses with Crucial Learning content and holding a Crucial Conversations Trainer Certification before applying are strongly preferred; experience with psychometric tools and assessments is a plus.
  • Ability to take on a minimum of 12 events per year, though Crucial Learning cannot guarantee the number of events or days for contractors.
  • Independent contractor role in which the trainer provides their own laptop, email, reliable internet, and a suitable physical office space.
  • Access to professional development programs, facilitation resources from speech decks to training materials, and a community of practice for facilitators.

Master Trainer Contractor Full Description

Master Trainer Contractor
Department: Unassigned Department
Job Location: Remote (US)

Notice to Applicants: We are not currently hiring Master Trainer contractors. This posting is open to collect applications from qualified facilitators for anticipated opportunities beginning in 2027. If you're interested in future opportunities with Crucial Learning, we encourage you to apply. Additional information is available in the application.

Master Trainer (Independent Contractor Position)

The Impact you Will Have:
Our Master Trainers contract with Crucial Learning to facilitate exemplary training experiences both in-person and virtually. As the Master Trainer Pool Contractor, you will be responsible for managing your training calendar, planning and preparing for upcoming facilitation engagements. You’ll also be responsible for connecting with Crucial Learning team members and clients to understand organizational barriers and address the need and reason for training delivery and for delivering successful and high quality training experiences and partnering with Crucial Learning account teams to ensure sustainable follow-up and next actions.

What You’ll Do:
Every day is different as a contractor runs and maintains their own business. However, the below activities reflect what a Master Trainer Contractor with Crucial Learning can expect…
  • Manage a Crucial Learning-calendar using our tools to accurately reflect the training availability on your schedule
  • Foster relationships with Sr. Client Advisors and Crucial Learning employees to showcase your facilitation skills
  • Prepare and plan for upcoming speeches, training events, and client interactions
  • Attend and lead pre-event calls with Sr. Client Advisors and Clients to understand organizational barriers and the need/reason for training
  • Deliver high-quality speeches and facilitate impactful training on each of the Crucial Learning’s products (Crucial Conversations, Crucial Accountability, Crucial Influence, Getting Things Done, and The Power of Habit) both in-person and virtually
  • Conduct email and phone post-event follow-up that includes a summation of the event, identifies potential next actions, and support needed for training sustainability
  • Submit communication and invoices in a timely manner with customer service in mind
  • Engage in a variety of Master Trainer Community support activities including quarterly support and informational communication as well as occasional opportunities for professional development

What You’ll Need:
  • Bachelor’s degree
  • 3+ years of experience delivering training overall (some experience needed both in-person and virtually)
  • A minimum of 7 courses taught with Crucial Learning content strongly preferred
  • Crucial Conversations Trainer Certification (achieved prior to application) preferred
  • The ability to take on a minimum of 12 events per year should the event needs arise
  • Experience with psychometric tools and assessments is also a plus
  • The ability to work as an independent contractor
  • The ability to provide independently the technical resources for facilitation (i.e. in accordance with US law a contractor is to provide their own laptop, email, reliable internet service, conducive physical office space, etc.)
  • Efficient and effective communication skills both written and verbal
  • Quickly learn company tools and internal processes
  • Must be detail oriented and well organized, have the ability to work independently, exercise good judgment, and respond quickly to a variety of requests
Facilitation & Training-Specific Skills:
  • Familiarity with learning and development in a variety of industries
  • Cognitive understanding of the Crucial Learning’ content
  • An understanding of the intention of the content and the ability to align with Crucial Learning’ delivery directions
  • Ability to apply relevant business examples to the content
  • Ability to handle tough questions from participants and clients and use those questions as a learning opportunity
  • Ability to relate training content to real-life examples for a variety of clients
  • Ability to effectively engage learners across training modalities
  • Exemplary training, facilitation, engagement, and public speaking skills

What You Get:
  • Access to some of the richest professional development programs.
  • Access to a variety of resources to support your facilitation success from speech decks to training materials.
  • Access to a community of practice focused on honing their facilitation skills and changing the world for good.
  • Ongoing internal support from Crucial Learning

Please note: Crucial Learning cannot guarantee the number of training events or days for contractors. We will work with you to create visibility with clients and our sales team and to understand the kind of availability you’d like to have for training with us. All of the above come with proprietary agreements and all business conducted using Crucial Learning content must be done through Crucial Learning Account Teams. In addition to your application, please send a video of you facilitating to [email protected].