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Crucial Learning

Master Trainer Contractor

🇺🇸 Remote - US 🕑 Contractor 💰 TBD 💻 Learning & Development 🗓️ November 9th, 2026
Training

Edtech.com's Summary

Crucial Learning is hiring a Master Trainer Contractor. The role is an independent contractor position facilitating Crucial Learning courses such as Crucial Conversations and Crucial Accountability for client organizations, both in person and virtually. Master trainers manage their own training calendar and work with senior client advisors and account teams to prepare for each event and follow up afterward.

Highlights
  • Deliver speeches and facilitate training on Crucial Conversations, Crucial Accountability, Crucial Influence, Getting Things Done, and The Power of Habit, in person and virtually.
  • Keep a Crucial Learning calendar current so the training availability on your schedule is accurately reflected.
  • Lead pre-event calls with senior client advisors and clients to understand the organizational barriers behind each training request.
  • Follow up by email and phone after each event with a summary, potential next actions, and the support needed to sustain the training.
  • Prepare for upcoming training events and client interactions and submit communications and invoices on time.
  • Requires a bachelor's degree and 3+ years of experience delivering training, including some both in person and virtually.
  • Strongly preferred: at least 7 courses taught with Crucial Learning content and a Crucial Conversations Trainer Certification earned before applying; experience with psychometric tools and assessments is a plus.
  • Must be able to take on at least 12 events per year and work as an independent contractor supplying their own laptop, internet, and workspace.
  • Remote within the US as an independent contractor, with no guaranteed number of training events or days.
  • This posting is collecting applications for anticipated facilitator opportunities beginning in 2027; Crucial Learning is not currently hiring Master Trainer contractors.

Master Trainer Contractor Full Description

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].