Director, AI Delivery & Operations

SoftWriters, Inc.; Pittsburgh, Northern (Allegheny County, KY); Hybrid; USD 180,000 - 230,000; Full time

Benefits offered by this job

Hybrid work policy

Remote-Work Bank

Paid parking

Birthday PTO

Floating holidays

Parental leave

401(k) with company match

Medical, dental, vision

Job summary

SoftWriters, Inc. in Pittsburgh is seeking a Director of AI Operations & Delivery to lead the Alpha Lab's agentic AI platform initiatives and drive operational excellence across product and engineering teams.

You will shape delivery strategy, assemble and scale a blended team, maintain architectural awareness of Azure-based infrastructure, and align roadmaps with business goals while maintaining a culture of innovation and patient-centered outcomes.

Qualifications

• 5+ years in software engineering, product management, or engineering leadership.
• 3+ years managing high-performance blended or cross-functional teams (product + engineering preferred)
• 2+ years hands‑on experience with AI/ML systems, agentic systems, or orchestration platforms
• Deep technical depth in at least one of: cloud architecture (Azure/AWS), distributed systems, agent frameworks, LLM integrations, or platform engineering
• Proven ability to bridge product and engineering, comfortable translating between product vision and technical execution
• Demonstrated success in startup or R&D environments
• Experience with agentic systems, multi-agent orchestration, or AI-driven automation
• Healthcare, pharmacy, or regulated industry background
• Experience scaling cross-functional teams in innovation labs or R&D centers
• Strong product mindset: roadmap prioritization, customer/user empathy, go-to-market thinking
• AWS or Azure cloud infrastructure expertise
• Background in SDLC best practices

Responsibilities

• Delivery Leadership: Own delivery outcomes for agentic initiatives present and future. Drive sprint execution, unblock teams, manage dependencies with engineering and IT.
• Blended Team Leadership: Build and lead a high-performance product + engineering team (currently ~4 people; scaling). Recruit, develop, and retain top talent across product and engineering disciplines.
• Product & Engineering Alignment: Own the day-to-day integration of product thinking and engineering execution. Define features, roadmap prioritization, and technical tradeoffs with shared ownership.
• Agentic Fleet Operations: Establish processes for creating, deploying, monitoring, and scaling agentic systems. Own the operational framework for agent lifecycle management and team capability building.
• Technical Depth: Maintain hands‑on familiarity with agentic architecture, cloud infrastructure (Azure), agent frameworks, and LLM integrations. Contribute to architectural decisions; unblock engineering on technical design questions.
• Cross‑Functional Alignment: Partner with VP of Engineering, IT/Cloud leadership (Azure governance), and broader product leadership on roadmap and technical constraints.
• Operational Excellence: Establish metrics, dashboards, and processes for delivery visibility, quality, and risk management. Scale operations as team grows.

Skills

Delivery leadership

Cross-functional leadership

AI/ML systems

Agentic systems

Cloud architecture

Job description

SoftWriters, Inc. in Pittsburgh is seeking a Director of AI Operations & Delivery to lead the Alpha Lab's agentic AI platform initiatives and drive operational excellence across product and engineering teams.

You will shape delivery strategy, assemble and scale a blended team, maintain architectural awareness of Azure-based infrastructure, and align roadmaps with business goals while maintaining a culture of innovation and patient-centered outcomes.