RemoteLeaf Logo
Log in Sign up

Seasonal Training Guide - West Coast Contractor Role

3 weeks, 1 day ago
United States
Contract
Mid Level
Training Specialist
Project and Program Management
Apply Now
Wayfinder

Wayfinder

Wayfinder designs SEL + Life Readiness curriculum for K 12 schools that develops healthy self esteem, belonging, and purpose. Founded @stanforddschool to help students navigate their life with purpose. Build #SEL + future ready skills at your school wi...

Education Services
11-50
Founded 2017
$2M raised
View All Jobs 4

Description

  • Deliver virtual or on-site professional learning sessions for school partners as assigned.
  • Develop and maintain expertise in specific trainings from the Wayfinder Professional Learning catalog.
  • Efficiently manage, gather, and share information related to training engagements.
  • Prepare and facilitate dynamic sessions that leave participants with actionable takeaways.
  • Support educators in understanding and implementing Wayfinder in their classrooms.
  • Work independently on assigned tasks while adapting to shifting priorities in a fast-paced environment.
  • Travel within the continental U.S. for training and facilitation work.
  • Collaborate with the Senior Director of Learning + Development and other internal team members.

Requirements

  • Must be based on the West Coast, USA.
  • Availability during August and September is critical due to peak training volume.
  • Bachelor’s degree in Education or a related field.
  • Experience delivering professional learning to educators in both virtual and in-person settings.
  • Experience teaching in or supporting teachers in a school or district.
  • Minimum of 1 year teaching or supporting Wayfinder in a school or district is preferred.
  • Experience working directly with educators to support success with a product or program is preferred.
  • Proficiency with Zoom, Google Meets, Microsoft Teams, Google Tools for Education, Clever, Slack, Google Drive, spreadsheets, and Google Calendar.
  • Strong, consistent internet bandwidth and access to your own computer.
  • Ability to travel within the continental U.S. 50–75% of the time.
  • Ability to work from a quiet space for delivering virtual professional development.
  • Strong stage presence, interpersonal communication skills, and project management ability.
  • Comfort working independently in a startup-like environment where priorities can change quickly.

Benefits

  • Virtual facilitation pay of $100–$125/hour.
  • Prep and follow-up pay of $50–$55/hour for up to 2 hours.
  • In-person facilitation pay of $500–$550 per session.
  • Travel expenses covered upfront by Wayfinder, with no reimbursement required.
  • Seasonal contractor opportunity with onboarding in June and a July 2026 start date.
  • Opportunity to work with a mission-driven organization focused on purpose, belonging, and future-ready education.

Interested in this position?

Apply directly on the company website

Apply Now

Similar Roles

Mercer Advisors

Talent Developer I

Mercer Advisors 251-1K Capital Markets

Mercer Advisors is hiring a Talent Developer I to deliver training and operational support for its National Client Service Team, helping new and existing team members succeed while supporting wealth management clients.

United States Full-time Junior Customer Success Training Specialist
$62k-$73k
1 hour ago
NEORIS

Consultor de Change Management Sênior (GMO) – SAP S/4HANA

NEORIS 5K-10K Internet Software & Services

Consultor(a) de Change Management Sênior para atuar em um rollout SAP S/4HANA da EPAM/NEORIS no Brasil, com foco em gestão da mudança, adoção do sistema e estabilização pós-implantação em trabalho remoto.

Brazil Full-time Senior Project Manager Training Specialist
1 hour, 15 minutes ago
GR8 Tech

Learning and Development Specialist

GR8 Tech 251-1K IT Services

GR8 Tech is hiring a Learning and Development professional to execute and manage learning initiatives that support employee development and continuous learning across a global, remote-first B2B iGaming platform.

Anywhere Full-time Junior Training Specialist
2 hours ago
PracticeTek

Customer Support Specialist I - Payments

PracticeTek 51-250 Health Care Providers & Services

PracticeTek is hiring a customer-focused Customer Support Payment Specialist to manage TopsPay Premier accounts, lead onboarding, and help dental and orthodontic clients adopt services successfully in a remote healthcare technology environment.

United States Full-time Junior Customer Support Training Specialist
$35k-$55k
8 hours, 22 minutes ago

You're on a roll! Sign up now to keep applying.

Sign Up

Already have an account? Log in

Used by 14,729+ remote workers