Vp, Engineering (apps & Solutions)

League Inc.

Remote
Fully remote
Ai-native delivery transformation leadership
Gcp cloud-native architecture expertise
Managing 50+ engineer organizations
League Inc. is seeking a VP of Engineering for Apps & Solutions to lead a transformation towards an AI-native delivery model within a remote work environment. The ideal candidate will have extensive experience in software engineering leadership and a proven ability to drive AI adoption across teams, while also managing executive-level relationships with enterprise clients

Job Summary

  • This VP role is a defining hire to shape how engineering operates at League for the next five years through an AI-native transformation.
  • The successful candidate will lead a 50+ engineer organization while setting the technical vision aligned with business objectives on Google Cloud Platform.
  • You must demonstrate deep fluency in regulated data environments like HIPAA and PIPEDA while driving measurable quality improvements and developer throughput.

Matching Summary

Match Score: 85

League Inc. is seeking a VP of Engineering for Apps & Solutions to lead a transformation towards an AI-native delivery model within a remote work environment. The ideal candidate will have extensive experience in software engineering leadership and a proven ability to drive AI adoption across teams, while also managing executive-level relationships with enterprise clients.

Skills & Requirements

Must-have

  • AI-native delivery transformation leadership
  • GCP cloud-native architecture expertise
  • Managing 50+ engineer organizations
  • HIPAA and PIPEDA compliance knowledge
  • Executive stakeholder relationship management
  • Microservices and full-stack development
  • Agentic capacity management implementation

Nice-to-have

  • Health tech or enterprise healthcare SaaS experience
  • Offshore team management comfort
  • High-stakes customer escalation handling
  • Strategic architectural trade-off engagement
  • Developer Experience Index improvement focus

Key Requirements

  • 15+ years software engineering experience
  • 8+ years senior leadership roles
  • Proven track record scaling 50+ engineer teams
  • Experience with HIPAA/PIPEDA compliance
  • Hands-on AI-assisted engineering workflow deployment

Work Rights

Not specified

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