Vp, Engineering (apps & Solutions)

League

Remote
Remote
Ai-native engineering transformation
Lead 50+ engineer organization
Gcp cloud-native architectures
League is seeking a VP of Engineering for Apps & Solutions to lead their AI-native engineering transformation and manage a team of over 50 engineers. The ideal candidate will have extensive experience in software engineering, a strong commitment to AI practices, and proven leadership in delivering enterprise-grade SaaS solutions

Job Summary

  • This VP role is a defining hire responsible for shaping how engineering operates at League for the next five years through an AI-native transformation.
  • The successful candidate will lead a 50+ engineer organization, set technical vision aligned with business objectives, and own executive-level relationships with strategic enterprise clients.
  • League expects all employees to thoughtfully leverage AI tools as part of their daily workflow to enhance productivity, problem-solving, and decision-making.

Matching Summary

Match Score: 85

League is seeking a VP of Engineering for Apps & Solutions to lead their AI-native engineering transformation and manage a team of over 50 engineers. The ideal candidate will have extensive experience in software engineering, a strong commitment to AI practices, and proven leadership in delivering enterprise-grade SaaS solutions.

Skills & Requirements

Must-have

  • AI-native engineering transformation
  • Lead 50+ engineer organization
  • GCP cloud-native architectures
  • HIPAA PIPEDA compliance experience
  • Executive customer relationship ownership
  • Go React mobile full-stack fluency

Nice-to-have

  • Health tech or enterprise healthcare SaaS background
  • Experience managing offshore or hybrid teams
  • Proven track record with micro-sprint methodologies
  • Agentic capacity management expertise
  • Strong executive presence with C-suite stakeholders

Key Requirements

  • 15+ years software engineering experience
  • 8+ years senior leadership roles
  • HIPAA PIPEDA regulated data environment experience
  • Scaling engineering organizations of 50+ engineers
  • Hands-on experience deploying AI-assisted engineering workflows

Work Rights

Not specified

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