Director, People & Culture

More than a technology company. Empower LTC Pharmacies. Save Lives. Build the Future of Healthcare Technology.

About SoftWriters

SoftWriters develops innovative IT solutions that empower long-term care (LTC) pharmacies to deliver life-saving medications more efficiently and accurately. As a voted top workplace in Pittsburgh, we combine meaningful work with a collaborative culture where your contributions directly impact patient care.

The 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.
  • Upskill and coach leaders on performance management, feedback, and accountability conversations to build sustainable high-performance practices.
  • 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.

Requirements

• 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 Qualifications

• 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.

Benefits

• 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

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.

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.