VP, Engineering

H
HopSkipDriveTransportation Technology
Remote USA; This role will be fully remote in one of the following states AZ, CA, CO, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OK, OR, SC, TN, TX, UT, VA, WA, WIFull-TimeVp
Salary240,000 - 270,000 USD per year
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Job Details

Required Skills
AWSAndroidGCPRuby on RailsReactiOS

Requirements

  • Deep technical credibility in architecture and system design.
  • Breadth across Ruby on Rails, React, iOS, Android, and cloud infrastructure (AWS or GCP).
  • Experience evolving developer workflows to leverage automation and AI agents.
  • Proven leadership managing engineering managers and teams of 30-60 engineers.
  • Experience with organizational design and talent development.
  • Strong asynchronous communication skills.
  • Ability to balance technical hygiene, reliability, and business needs.

Responsibilities

  • Lead and scale a high-performing engineering organization by building trust and establishing career growth paths.
  • Engage in system design and architecture discussions across Ruby on Rails, React, iOS/Android, and modern infrastructure.
  • Pioneer the integration of AI and agentic capabilities into the software development lifecycle.
  • Own engineering department delivery, operational excellence, reliability, and technical health.
  • Partner with CPTO and product leadership to align vision with technical strategy.
  • Manage engineering department budgets including headcount, contractors, software, and infrastructure.
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240,000 - 270,000 USD per year
Apply Now