Leadership Enablement Associate

HOATalent

Leadership Enablement Associate supporting leadership effectiveness across The CAM Collective’s portfolio. Facilitating workshops, onboarding, and coaching programs while ensuring accountability and clarity.

Posted 6/29/2026full-timeChicago • Illinois • 🇺🇸 United StatesSenior💰 $75,000 - $95,000 per yearWebsite

About the role

Key responsibilities & impact

Facilitate quarterly rock review sessions across Member Companies
Facilitate annual planning (“boulder setting”) sessions
Support leadership teams in maintaining clarity on priorities and accountability
Ensure sessions stay structured, productive, and aligned with SVP direction
Maintain facilitation materials, templates, and session documentation
Partner with the Learning & Development team to design and deliver leadership development workshops
Support training programs for first-time managers, new Member Company Presidents, operational leadership teams
Help translate leadership principles into practical tools and exercises
Assist with development programs that build future leadership bench strength
Create facilitator guides, playbooks, and training materials
Support the creation of scalable leadership learning paths
Develop training modules for workshops, leadership sessions, and onboarding
Work closely with internal subject matter experts to capture and package best practices
Facilitate onboarding sessions for new Member Companies
Help leadership teams establish cadence, accountability structures, and operating rhythms
Ensure new MCs integrate smoothly into TCC’s leadership frameworks
Help manage TCC’s external executive coaching bench
Coordinate coach matching for leaders when development needs arise
Support SVPs in selecting appropriate coaches and defining engagement scope
Track coaching engagements and learning outcomes
Track participation, engagement, and feedback across leadership programs
Monitor consistency of operating cadence across MCs
Provide insights to leadership on program effectiveness and adoption
Continuously refine learning experiences based on feedback and outcomes

Requirements

What you’ll need

3–6 years experience in leadership development, consulting, operations, or organizational development
Strong facilitation skills in group settings
Experience creating professional training materials and presentations
Ability to translate leadership concepts into practical tools and discussions
Excellent organization and project management skills
High emotional intelligence and ability to meet leaders where they are
Curiosity and humility — someone who listens before prescribing solutions
Familiarity with EOS or similar operating frameworks (Preferred)
Experience supporting multiple business units or portfolio companies (Preferred)
Experience facilitating leadership workshops (Preferred)

Benefits

Comp & perks

Base compensation: $75,000–$95,000
Flexible hybrid work schedule
Medical, Dental, and Vision insurance
401(k) with company match
Short-term and long-term disability (company-paid)
Unlimited PTO

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Leadership DevelopmentFacilitation SkillsTraining Material CreationProject ManagementWorkshop FacilitationOnboarding FacilitationCoaching Engagement TrackingTraining Module DevelopmentAccountability StructuresOperating Frameworks

Soft Skills

Emotional IntelligenceCuriosityHumilityListening SkillsOrganizational Skills