Director, Product Management

Director of Product Management - SoftWriters

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 Director of Product Management to join our Core Product team and lead the next chapter of product excellence at SoftWriters. This is a senior leadership role — net-new and purpose-built — to elevate the craft, velocity, and impact of product management across the organization.

You'll coach and develop a team of PMs, build scalable product operations, and model the AI-native mindsets and habits that will power our next phase of enterprise-grade workflow transformation.

Location: Hybrid - Pittsburgh, PA (Core office days: Tuesday, Wednesday, Thursday)

Reports to: VP, Platform Operations

What You'll Do

• Coach and develop individual product managers, raising the bar for product craft across discovery, prioritization, writing, and customer workflow validation
• Actively use and champion AI tools in daily product practice — research synthesis, writing, prioritization, stakeholder communication — and teach the team to do the same
• Design and operate portfolio management, release coordination, and operational governance systems that enable high-velocity delivery
• Establish and maintain operational metrics and KPI reporting tied to business outcomes — customer adoption, workflow efficiency, time-to-value, and automation utilization
• Partner closely with the VP of Platform Operations on product strategy, roadmap prioritization, and investment decisions
• Contribute to AI governance standards and guardrails — establishing policy around how AI features are built, validated, and shipped responsibly
• Lead the team's shift from backlog management toward accountability for business results and customer workflow outcomes
• Represent the product management perspective with engineering, quality, and executive stakeholders

Required — What We're Looking For

• 5+ years of experience in product management, with at least 2 years in a leadership or people management role
• Bachelor's degree in Computer Science, Business, or a technology-related field; advanced degree preferred
• Demonstrated success coaching and developing PMs, with a track record of raising team capability and output quality
• Enterprise software product delivery experience, including cross-functional leadership across engineering, quality, and design
• Strong product craft: discovery, customer workflow mapping, prioritization frameworks, writing, and acceptance criteria
• Hands-on AI tool usage in a professional product or organizational context
• Experience designing operational processes and managing portfolio visibility across multiple product teams
• Excellent communication and stakeholder management skills, with ability to represent the product perspective at the executive level

Preferred

• Experience in healthcare technology or highly regulated workflow software
• AI or automation product experience — either as a PM or PM leader
• Familiarity with AI governance, guardrails, or responsible AI policy in a product context
• Background in agentic systems or enterprise workflow automation products
• Experience building or scaling a product operations function from the ground up
• Knowledge of Jira, Aha, Azure DevOps, or similar product and portfolio management tooling

What Sets You Apart

• Proactive, hands-on experimentation with AI tools to accelerate team velocity and product outcomes
• Ability to operate in ambiguous, fast-moving environments and bring structure without slowing things down
• Strong intellectual curiosity and a continuous improvement mindset
• Talent for translating complex customer workflows into clear product priorities
• A leadership style that builds psychological safety, raises the bar, and develops people

Why You'll Love Working Here

Meaningful Work: Your insights directly influence decisions that impact patient safety and pharmacy operations.

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 policy with flexible hours
• Remote-Work Bank for additional flexibility
• Paid parking provided
• PTO day on your birthday
• Floating holidays

Comprehensive Benefits

• Competitive salary
• 100% paid parental leave
• 401(k) with company match

Growth-Focused Culture

• Continuous learning and development opportunities
• Cross-functional collaboration
• Clear career advancement paths

Our Values in Action

• Innovators, Thought Leaders, Teachers
• Accountability and Ownership
• Customer-Centric
• Unyielding Integrity
• One Team, Family Spirit

Ready to Apply?

Join a team where your expertise drives meaningful impact across a mission-driven healthcare technology company. We're looking for someone who is curious, collaborative, and excited to grow with us.

Note: This position does not sponsor work visas and requires ability to work hybrid from our Pittsburgh office. Relocation assistance is not provided.

SoftWriters, Inc. is an equal opportunity employer. All qualified candidates will receive consideration for employment without regard for race, color, religion, gender, sexual orientation, national origin or citizenship status, age, disability, genetic information or veteran status.