Onboarding Training Facilitator

Company Overview: Wider Circle is a mission-driven healthcare organization working to improve health outcomes for older adults and complex populations by addressing social and clinical barriers to care. We partner with health plans and providers across the country to run community health programs, connecting members with neighbors and Wider Circle staff who help them stay engaged in care and healthy at home. Our approach has been shown to build trust, improve members' experience, and reduce unnecessary hospital visits — and it's been featured in published health research. Today, Wider Circle runs its programs in hundreds of communities nationwide and serves members and patients both in-person and via telehealth.

About the Role: Training is delivered live over video conference to new hires distributed across the country, so you'll need to be as effective coaching a webcam room as you'd be in person. Wider Circle's culture and care model are unique, and getting new hires ready to begin working with patients quickly — to a consistent standard — matters directly to patient experience and program outcomes. Most of your time will go toward onboarding Care Navigators, who are Wider Circle's first point of contact with patients. You'll train them to build trust with patients via phone and video interactions, complete health assessments, take clear and consistent notes, and schedule intake appointments. You'll also introduce them to Wider Circle's culture and the tools and systems we use to manage patient interactions. This is a contract engagement reporting into Wider Circle's Learning & Development team. You'll take existing onboarding curricula and facilitator guides and use them with new hire cohorts — facilitating live remote sessions, managing logistics, grading and coaching, and feeding field-level insight back into the materials themselves. You will be an active partner in improving materials over time by noticing what isn't landing, flagging it, and helping fix it.

Requirements: What You BringThe following are required for this role:

• Experience facilitating training in a healthcare, call center, care coordination, or comparable regulated environment — you're comfortable with HIPAA and compliance-sensitive content
• Demonstrated experience delivering live, remote training to new hire cohorts, including role-play, real-time coaching, grading assessments and troubleshooting technical challenges that can arise in remote training environments
• Strong scheduling and coordination skills — you can juggle multiple cohorts, managers, and calendars without dropping details
• Comfort giving direct, specific feedback on homework and assessments in a way new hires can act onExcellent written and verbal communication — you can hold a virtual room, explain a workflow clearly, and write feedback that lands
• Instructional design experience — you can suggest or draft improvements to materials, not just deliver them as-is – and can work with subject matter experts to turn their knowledge into engaging, interactive training
• Relationship-building skills: you build trust with managers quickly and know how to solicit honest feedback, not just collect compliments
• Organized and detail-oriented — accurate attendance, completion, and assessment records matter here
• Comfortable with LMS platforms (we use TalentLMS) and standard tools like Slack and Google Suite; able to learn Healthie or similar care platforms
• Ability to work independently and manage your own schedule in a remote, fast-changing environment
• Comfortable ramping up on and delivering training for a new role's curriculum on relatively short notice

Rate: $30–35/hour

Type: Independent contractor, 1099

Location: Remote (U.S.)

Hours: 30–40/week

Duration: Three months, with potential to renew as a contractor or convert to employee status depending on performance and business needs

Reports to: Learning & Development team