Principal Software Engineer

About Plenful

Plenful is on a mission to transform healthcare operations from the inside out. Fresh off our $50M Series B and backed by Notable Capital, Bessemer Venture Partners, TQ Ventures, Susa/Kivu Ventures, and other leading investors, we’re building the category-defining AI workflow automation platform that healthcare teams rely on to operate smarter, faster, and more efficiently. Our technology empowers healthcare operators across hospital and health systems, pharmacies and payors to eliminate manual work, reduce administrative burden, and improve compliance, all while unlocking critical revenue to fund programs for their in-need patient populations.

Built by healthcare operators for healthcare operators, Plenful is driven by a deep understanding of the challenges facing today’s care teams. We’re passionate about equipping healthcare workers with world‑class tools that deliver real, measurable impact, and we’re proud to serve 90+ leading health systems across the country. If you’re excited to help shape the future of healthcare, we’d love to meet you.

Plenful is hiring a Principal Software Engineer to lead the design and development of the core data systems that power our scalable automation platform. This role focuses on building foundational infrastructure for managing complex workflows, system state, and historical data in a high-reliability environment.

This is a highly technical, hands‑on role centered on system architecture and platform design. You'll create durable, extensible data models and services that let other engineering teams build efficiently and safely on a shared foundation.

You'll work across cloud infrastructure (AWS), relational databases (Postgres), backend services (Python), workflow orchestration systems, and modern frontend technologies (React, Type Script).

• Define and evolve core data models for workflows, system state, actions, and outcomes.
• Design scalable, maintainable abstractions across platform services.
• Establish clear boundaries between systems and services that support team autonomy.

• Architect systems for managing workflow state and historical data across distributed infrastructure.
• Keep high‑throughput systems performant, reliable, and scalable.
• Make informed tradeoffs in data modeling, indexing, and access patterns.

• Design systems that support traceability and observability of system behavior.
• Make sure data models and storage systems support auditing, versioning, and evolution over time.
• Build mechanisms that maintain data consistency and integrity.

• Establish best practices for schema management, testing, and data quality.
• Improve system reliability and cut operational overhead through strong architectural patterns.
• Work with engineering teams to keep the platform consistent.

You'll know it's working when data systems scale reliably to support growing product and customer needs, architecture stays clear and maintainable so teams move faster, operational burden drops through better system design, and data governance and consistency hold across the platform.

• You've spent 12+ years owning data architecture in large‑scale production systems.
• You have deep relational database and distributed systems expertise.
• You've evolved schemas in complex, regulated domains.
• You have clear judgment on normalization vs. denormalization, performance tradeoffs, and system boundaries.
• You've handled mission‑critical incidents in production.
• You're comfortable operating in ambiguous, fuzzy problem spaces.
• You can code hands‑on in a Python‑heavy backend environment, with strong reliability instincts including observability, testing, and QA rigor.
• Bonus points for experience in healthcare, fintech, or infrastructure environments; exposure to modern, high‑throughput infrastructure; a practical understanding of applied AI systems; and comfort in customer‑facing technical discussions.

• Mission-Driven, World-Class Team — Join an exceptional group of professionals aligned around a meaningful mission and committed…