Director, People & Culture - SoftWritersThe Opportunity We're seeking a transformational Director, People & Culture to help shape the future of our organization through high-performance leadership, accountability, and AI-enabled workforce transformation. This highly visible leader will serve as a trusted advisor, coach, and change catalyst, partnering with leaders across the business to strengthen culture, accelerate organizational effectiveness, and drive meaningful business outcomes through people, process, and technology.
As a player-coach, you'll oversee key People & Culture programs, talent processes, HR operations, and enabling technologies while helping our workforce embrace AI-native ways of working. Approximately 20% of this role will be dedicated to supporting organizational AI enablement efforts and workforce transformation initiatives.
Location: Pittsburgh, PA (North Shore) - Hybrid (Core office days: Tuesday, Wednesday, Thursday)
Reports to: VP, People & Culture
What You'll Do Accountability Culture & Organizational Effectiveness- Champion a culture of ownership and accountability, partnering with leaders to set clear expectations and performance standards.
- Upskilling and coaching leaders on performance management, feedback, and accountability conversations build the practices and communication rhythms that make high performance sustainable.
- Own the employee engagement strategy end-to-end: survey administration, results analysis, and action planning that translates insight into measurable improvements in ownership and execution.
AI-Nativity & Workforce Transformation- Serve as a visible champion for AI-native ways of working, dedicating approximately 20% of capacity to the AI Enablement Team.
- Lead AI Hackathon Sprints and capability-building initiatives that challenge and empower teams to re-imagine workflows and processes through an AI-first lens.
- Coach leaders and employees on practical AI applications that improve efficiency, decision-making, and innovation, driving adoption through effective change management.
- Partner across the business to identify and implement opportunities for AI-enabled transformation.
People Team Leadership & Operations- Lead and continuously improve performance management, talent management, and learning & development programs that build leadership and organizational capability.
- Guide leaders through employee relations matters and complex people issues.
- Oversee HR systems and technology platforms (UKG, Lattice, SharePoint, Microsoft 365, and emerging AI tools), leveraging workforce and people analytics to inform decisions.
- Ensure compliance with employment laws and maintain company policies and the employee handbook.
Core Competencies
Relentless Accountability- Creates clarity around expectations and ownership; holds self and others to commitments.
- Navigates difficult conversations with courage and consistency.
- Translates goals into measurable actions and outcomes.
AI-Native Leadership- Models AI-native ways of working and coaches others to use AI effectively and responsibly.
- Continuously explores new technologies, with a focus on fundamentally improving work - not simply automating it.
Strategic People Leadership- Builds trust and credibility across all levels of the organization.
- Leads through change, ambiguity, and complexity, aligning people strategy with business priorities.
- Uses data, technology, and sound judgment to make informed decisions.
- Demonstrates emotional intelligence, adaptability, integrity, and professionalism.
What We're Looking For Required: - 10-12 years of progressive Human Resources experience.
- 5-7 years of HR leadership experience at the Manager, Director, or equivalent level.
- Demonstrated success leading organizational change, workforce transformation, and technology-enabled initiatives.
- Strong ability to influence senior leaders and drive change across complex organizations.
- Experience building high-performing teams and fostering a culture of accountability and continuous improvement.
- Bachelor's degree in Human Resources, Business, Psychology, or a related field.
Preferred: - Master's degree in a related discipline.
- Experience leveraging HR technology, workforce analytics, and AI-enabled tools.
- Experience leading AI adoption, digital transformation, or future-of-work initiatives.
- Professional certifications such as SHRM-CP, SHRM-SCP, PHR, SPHR, ATD, or equivalent.
Key Leadership Competencies - Relentless Accountability: Creates clarity around expectations, ownership, and results while holding self and others accountable.
- AI-Native Leadership: Models effective and responsible AI usage while helping others embrace emerging technologies.
- Strategic People Leadership: Builds trust, influences change, and aligns people strategies with business priorities.
- Data-Driven Decision Making: Uses workforce insights, technology, and sound judgment to guide decisions.
- Emotional Intelligence: Leads with integrity, adaptability, professionalism, and strong interpersonal skills.
Why You'll Love Working Here Meaningful Work: Help shape the employee experience and organizational culture that supports innovation, growth, and improved patient outcomes.
Modern Work Environment: Brand new, high-tech office with stunning Pittsburgh city views, located directly on the North Shore waterfront.
Recognized Top Workplace: Consistently voted one of the best places to work in Pittsburgh.
Work-Life Balance: - Hybrid work environment
- Remote-Work Bank for added flexibility
- Paid parking provided
- PTO day on your birthday
- Floating holidays
Comprehensive Benefits: - Competitive salary
- 401(k) with company match
- 100% paid parental leave
- Medical, dental, and vision coverage
- Life and disability insurance
Growth-Focused Culture: - Leadership development opportunities
- Continuous learning and upskilling
- Cross-functional collaboration
- Career growth opportunities
Our Values in Action - Innovators, Thought Leaders, Teachers: We invest in growth and encourage learning at every level.
- Accountability and Ownership: We take initiative, own outcomes, and celebrate results.
- Customer-Centric: Everything we do supports the pharmacies and patients we serve.
- Unyielding Integrity: We make ethical decisions and lead with transparency.
- One Team, Family Spirit: We win together through collaboration, trust, and mutual respect.
Ready to Apply? If you're passionate about developing people, driving organizational transformation, and helping build an AI-native workforce, we'd love to hear from you. Join SoftWriters and help shape the future of work while supporting technology that improves lives.
Note: This position does not sponsor work visas and requires the ability to work hybrid from our Pittsburgh office. Relocation assistance is not provided.
