Director of Product Management - SoftWritersWe'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 HereMeaningful 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
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.
