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← Counterpart

VP of Engineering

Counterpart
Location
Remote
Posted
1 month ago
Department
Technical Platform
What they actually want (must-haves)
  • 12+ years of engineering leadership experience
  • Experience leading engineering organizations through multiple company-stage transitions
  • Strong point of view on AI-native engineering
  • Deep technical fluency in system architecture, AI and data infrastructure, and deployment pipelines
  • Customer empathy and product sense
  • Experience leading fully distributed teams with high trust and accountability
Nice to have
  • Experience in regulated industries (insurance, fintech, healthcare, or similar) is a strong plus
What the job really is

As the VP of Engineering at Counterpart, you will lead a flat engineering organization focused on scaling operations through AI-driven solutions. Your responsibilities include setting the technical vision, managing engineering operations, and overseeing talent development while ensuring compliance with industry regulations. You will collaborate closely with the CEO and other leaders to refine software development processes and represent the technology strategy to the board and external partners.

Benefits
  • Fully remote workplace
  • Unlimited Vacation
  • Work from Anywhere
  • Stock Options
  • Health, Dental, and Vision Coverage
  • 401(k) Retirement Plan
Things to weigh
  • No salary listed
  • Focus on AI-native engineering may require adapting to new methodologies
  • High level of responsibility in a flat organization may lead to significant pressure
Job score3.8/5
Benefits5/5
Freshness4/5
Career value5/5
Role clarity5/5
Pay transparency0/5

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