VP, People Services
Employment Information
Report this job
Job expired or something wrong with this job?
Job Description
VP leading Propeller's internal people strategy and AI transformation. Building a payroll and HR services practice for growth-stage companies.
Responsibilities:
- Serve as strategic advisor to the CEO and leadership team on organization design, workforce planning, and talent strategy
- Lead and develop the internal People team, including recruiting, HR, and compliance
- Design career architecture, compensation, and performance systems for client-facing professionals
- Shape talent strategy for attracting, developing, and retaining expertise
- Ensure Propeller's HR, payroll, benefits, and employment compliance are best-in-class
- Lead the people side of Propeller's AI transformation, including role redesign, AI fluency training, change management, and adoption measurement
- Redefine performance expectations as work shifts toward judgment and AI-enabled capabilities
- Partner with practice leaders and the Transformation practice on change management for client engagements
- Own the People Services practice end to end, including offering, pipeline, delivery, and P&L
- Grow payroll services and launch complementary HR offerings such as policies, handbooks, compliance, and advisory
- Drive business development with the GoToMarket team, embedded client teams, and referral partners
- Use AI and automation in service delivery and codify scalable practices
Requirements:
- 15+ years in HR and People leadership
- At least 7 years as head of HR or senior strategic HR partner in a professional services firm
- Finance, accounting, or advisory firm experience strongly preferred
- Strong, articulated point of view on transforming a professional services business and leading people change
- Direct experience building or running an HR services offering for small companies, including pricing, selling, and delivering it
- Track record leading HR functions through other leaders
- Deep working knowledge of multi-state payroll and tax
- Benefits administration experience
- Familiarity with major small-business payroll and HRIS platforms
- Command of US employment law and multi-state compliance
- Experience designing compensation, career paths, and performance systems for client-facing professionals
- Demonstrated AI fluency and current use of AI in HR workflows
- Commercial instinct, including owning a P&L, building pipeline, and closing business
- Executive presence and credibility with senior leadership and delivery teams
- SPHR or SHRM-SCP preferred
- Understanding of professional services firms, client trust, team continuity, credentialed professionals, and client-service dynamics
- Experience in a finance and accounting firm, Big 4, or advisory practice strongly preferred
- Experience serving small and growth-stage companies as clients is a plus
Benefits:
- Significant variable compensation tied to People Services practice performance and new business
- Equity participation
- AI/automation training
- Executive coaching
- Access to Propeller's network
- Remote-flexible work arrangement
- Generous paid time off and holiday pay
- Comprehensive health benefits
- Dental insurance
- Vision insurance
- Short- and long-term disability insurance
- Life insurance
- HSA contribution
- Paid Family Leave
- 401(k) match
- Remote work
Similar Jobs
Architect, ERP – People Systems
ERP and People Systems Architect designing Workday, integrations, and AI-enabled finance and HR systems. Supporting Evolent’s healthcare partnerships through secure, governed enterprise architecture.
People Operations Lead
People Operations Lead scaling HR systems, payroll, benefits, and automation. Supporting Valon’s AI platform powering mortgage servicing for major U.S. servicers.
People Operations Specialist
People Operations Specialist supporting HR operations for TeamSnap’s youth sports communication platform. Managing HRIS, payroll coordination, benefits, leave administration, compliance, and remote onboarding.
Recruiter, People Operations
Recruiter managing global hiring for Caliza’s cross-border banking infrastructure. Building recruiting processes and foundational people operations across the Americas and other markets.
Director People & Culture
Director People & Culture für eine wachsende IT-Sicherheitssoftwaregruppe. Aufbau der gruppenweiten People-Funktion sowie Steuerung von Integration, Restrukturierung und Organisationsentwicklung.
People & Culture Coordinator
People & Culture Coordinator supporting employee lifecycle, HR systems, reporting, and learning programs. Delivering remote HR operations for Wingman’s contractor workforce and Australian partners.
Senior People Business Partner
Senior People Business Partner advising Salesloft’s AI-powered revenue organization on Customer workforce strategy. Leading talent planning, organizational change, employee relations, and executive coaching remotely in the United States.
Senior People Partner
Senior People Partner helping n8n, an AI workflow automation company, scale manager capability, performance, and culture across Europe.
Senior Executive Assistant – Chief People Officer
Senior Executive Assistant managing the Chief People Officer’s office at Ciena, a global networking infrastructure company. Coordinating calendars, travel, expenses, and executive stakeholder support.
People Business Partner – Tech
People Business Partner supporting Engineering and Product teams at Sardine, an agentic financial-crime risk platform. Driving organizational design, performance, talent, and employee relations.
Deputy Principal – Culture, People & Partnerships
Deputy Principal leading culture, pastoral care and community partnerships for New Zealand’s first online charter school. Building connections among students, staff, whānau and iwi.
Director of Talent – People Operations
Director of Talent & People Operations leading recruiting, employee relations, and workforce planning for outdoor hospitality company Under Canvas. Managing seasonal hiring and HRBP support across dispersed camps.
People Operations Generalist
People Operations Generalist supporting employee relations, leave administration, and multi-state compliance. Helping MDpanel’s medical-opinion marketplace scale its people operations.
People Business Partner
People Business Partner advising Zapier’s Data and Product leaders on organizational design, performance, and employee relations. Supporting EMEA employment practices at automation company Zapier.
VP, People
VP of People leading HR, talent acquisition, and people operations for 9amHealth’s AI-enabled virtual chronic-care platform. Scaling workforce strategy, compensation, culture, and operations across a distributed team.
People Generalist
People Generalist supporting Twilio’s GTM and Marketing HR operations at Twilio, a global communications platform. Managing performance cases, HR analytics, and people programs across Canada.
People Business Partner
People Business Partner shaping performance, compensation, and employee relations for Splitero’s home-equity platform. Coaching managers and developing people programs within a remote-first startup.
People Generalist
People Generalist owning HR operations, payroll, benefits, and compliance at Zenity, an AI agent security company. Building scalable People processes and maintaining accurate employee records.
Senior People Partner – Fixed Term Leave Cover
Senior People Partner supporting G&A and GTM leaders at Lokalise, an AI-powered localization platform. Driving HR strategy, organizational design, compensation, and employee relations during a 12-month parental leave cover.
Director, People Partners
People Partner director leading HR strategy, analytics, Workday, and AI enablement for Marathon Health’s value-based primary care organization. Advising healthcare leaders and developing a six-person People Partner team.