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About the role
Key responsibilities & impact- Architect and execute a company-wide people strategy aligned to Ciullo’s multi-entity growth roadmap
- Deploy and expand AI-powered HR tools across recruiting, onboarding, performance management, and workforce analytics
- Build scalable, intelligent people processes that replace manual workflows with AI-assisted systems
- Lead organizational design across all portfolio companies
- Own recruiting strategy from executive hires to high-volume roles across all business units
- Build world-class onboarding and development programs that drive retention and time-to-productivity
- Create leadership pipelines and succession plans for every critical role across the portfolio
- Partner with business unit leaders on workforce plans and headcount models 6–12 months ahead
- Define, protect, and evolve Ciullo’s culture across a distributed, multi-company structure
- Design engagement strategies that drive belonging, accountability, and performance
- Lead DEI strategy with measurable outcomes — not performative programs
- Build a feedback culture powered by real-time data and AI-assisted sentiment tools
- Coach and advise the CEO and senior leadership team on organizational effectiveness and team dynamics
- Build and facilitate leadership development programs for directors and above
- Directly mentor the SVP of HR — expanding their executive presence and preparing them to operate at the CHRO level
- Cascade leadership development throughout the entire people function
- Design competitive, market-benchmarked compensation frameworks across all business units
- Oversee benefits strategy, vendor management, and total rewards philosophy
- Ensure HR compliance across all jurisdictions — employment law, labor regulations, and policy
- Partner with Finance on workforce budgeting, headcount planning, and people-cost optimization
Requirements
What you’ll need- 12+ years of progressive HR leadership experience with at least 5 years in a VP or C-suite people role
- Proven experience scaling people functions in startup or high-growth environments — you have built from 0 to 1 and from 1 to 100
- Demonstrated AI-first approach — you actively use AI tools in your work and have implemented AI-powered HR systems at scale
- Experience leading people strategy across multiple business units, departments, or portfolio companies simultaneously
- Exceptional change management skills — you thrive in ambiguity and lead others through it with confidence
- Track record of operating at both the strategic and operational level — you can think 3 years ahead and still roll up your sleeves
- Deep expertise in organizational design, compensation architecture, talent acquisition, and culture development
- Strong executive presence and communication skills — you are a trusted advisor to CEOs and boards
Benefits
Comp & perks- Medical, dental, and vision benefits
- Unlimited PTO with a 10-day minimum encouraged
- 401(k) Plan with 3.5% Company Match
- Company-provided equipment
- Fully remote
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
AI-powered HR toolsorganizational designtalent acquisitioncompensation architectureworkforce analyticschange managementpeople strategyleadership developmentemployee engagement strategiesHR compliance
Soft Skills
executive presencecommunication skillscoachingmentoringstrategic thinkingoperational effectivenessadaptabilityteam dynamicsrelationship buildingfeedback culture
