Outreach & Enrollment Trainer

Habitat Health

$100K — $120K *
Healthcare
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years of experience in sales, outreach, enrollment, or customer engagement with training or coaching responsibilities.
  • Track record of building training plans and competency frameworks.
  • Strong facilitation skills for onsite and virtual training.
  • Ability to create structure in a fast-paced environment.
  • Exceptional interpersonal and communication skills; high emotional intelligence.
  • Flexibility for hybrid work and travel to various health centers.
  • Required medical clearance and immunizations, valid CA driver's license with good driving record.

Responsibilities

  • Develop and implement 30/60/90-day training plans for new Outreach & Enrollment hires.
  • Create competency checklists to ensure readiness for independent work.
  • Conduct tailored onsite training at centers with O&E Supervisors.
  • Lead shadowing, call, and field auditing to deliver structured feedback.
  • Regularly audit O&E teams for consistency, quality, and compliance.
  • Analyze strengths and gaps in capabilities to guide training interventions.
  • Design role-specific and market-specific training programs for outreach to enrollment.
  • Create self-service training modules to enable scalable learning.
  • Oversee ongoing Learning & Development for continual upskilling post-initial training.
  • Ensure compliance with CMS, DHCS, and marketing regulations.

Benefits

  • Comprehensive medical, dental, and vision insurance.
  • Paid parental leave and disability coverage.
  • Life insurance and flexible spending accounts.
  • 401(k) plan with company match.
  • Generous paid time off and paid holidays.
Full Job Description
Estimated Start Date: 9/1/26

Role Scope: The Growth team focuses on amplifying the impact of the PACE model of care by educating and expanding access to the program. Our Outreach & Enrollment (O&E) teams are the front line of that effort - finding, engaging, and enrolling new participants across our markets.

The Outreach & Enrollment Trainer is critical in making these teams effective, efficient, and compliant. You'll own the training for new O&E hires and how the broader team continuously improves over time - from training plans and competency checklists, onsite trainings, call and field coaching, new market cohorts, and self-service modules. This is a sales-oriented training role: the goal is to develop confident, compliant reps who can engage prospects to generate and convert referrals. You'll work hand-in-hand with O&E Supervisors and carry a dotted line to Learning & Development.

Core Responsibilities & Expectations for the Role
  • Build and run 30/60/90-day training plans for new O&E hires in collaboration with Outreach & Enrollment supervisors, with clear milestones for each phase of ramp.
  • Create and maintain competency checklists that define what "good" looks like by role and confirm reps are ready before they work independently.
  • Deliver onsite training at our centers, partnering with O&E Supervisors to tailor it to each team and market.
  • Coordinate shadowing and call/field auditing alongside Supervisors, pairing new hires with strong reps and giving structured feedback. Lead new center cohort training, getting whole teams ready to conduct job duties on day one.
  • Audit O&E teams on a regular basis to check for consistency, quality, and compliance, and to find where reps need more support.
  • Identify and synthesize capability strengths and gaps both within and across centers to inform relevant interventions
  • Design role-specific, market-specific, and general O&E training programs, from outreach and prospecting through enrollment conversion.
  • Develop self-service and more sustainable training modules so learning scales without always needing a live trainer.
  • Own ongoing L&D for the O&E team, including refreshers, upskilling, and reinforcing best practices well past initial training.
  • Maintain training that reflects all CMS, DHCS, and Habitat Health marketing and compliance requirements.

Qualifications
  • 4+ years of experience in sales, outreach, enrollment, or customer engagement, including time spent training, coaching, or onboarding others.
  • Experience building training plans, competency frameworks, training materials, or job aids.
  • Confident facilitator, comfortable leading onsite and virtual training for new and tenured reps.
  • Self-starter who can build structure where none exists and operate in a fast-paced, evolving environment.
  • Strong interpersonal and written/oral communication skills; high EQ.
  • Willingness to work in a hybrid environment, with regular travel to Habitat Health centers and new markets.
  • Proof of medical clearance for communicable diseases, including a TB test.
  • Proof of all immunizations are up to date.
  • Proof of valid CA driver's license, personal transportation, good driving record and auto insurance as required by State law.

Preferred Qualifications
  • Bachelor's degree is preferred.
  • Experience in Medicare/Medi-Cal outreach, telephonic enrollment, healthcare sales, or a contact center environment.
  • Familiarity with TPMO/CMS marketing compliance requirements.
  • Experience with L&D tools, LMS platforms, or building self-service training content.
  • Familiarity with the PACE program or other elderly care organizations.
  • Bilingual: Spanish strongly preferred.

Essential Functions & Physical Requirements

The following statements describe the general nature of work and physical expectations common across roles at Habitat Health. Specific responsibilities may vary by position. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Team members in this role may be expected to:
  • Work in healthcare, administrative, community, or remote environments, depending on role needs.
  • Communicate effectively with participants, caregivers, team members, and other stakeholders in person, by phone, and through electronic systems.
  • Remain stationary and/or move about for extended periods, consistent with job duties.
  • Follow safety procedures, infection control protocols, and use personal protective equipment (PPE) when required.

Compensation:

The anticipated base salary range for this position is $100,000 - $120,000 annually and is also bonus eligible.

The final compensation offered will be determined based on factors including, but not limited to, the candidate's qualifications, skills, experience, education, certifications, geographical location, and business needs.

In addition, this position is eligible for a comprehensive benefits package, including medical, dental, and vision insurance; paid parental leave, short- and long-term disability coverage; life insurance; flexible spending accounts; a 401(k) savings plan that includes a match; paid time off; and company paid holidays.

Similar Jobs

More Jobs at Habitat Health

More Healthcare Jobs

Find similar Outreach & Enrollment Trainer jobs: