Director, Product Management

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.

About the role

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

Responsibilities

• 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

Requirements

• 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 Qualifications

• 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

Skills

• 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

Benefits

• Competitive salary
• 100% paid parental leave
• 401(k) with company match
• Paid parking provided
• PTO day on your birthday
• Floating holidays

Why join us

• 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, plus a Remote-Work Bank for additional flexibility.
• Growth-Focused Culture: Continuous learning and development opportunities, cross-functional collaboration, and clear career advancement paths.

Our Values

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