HopSkipDrive

1 month ago

VP, Engineering

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI

Last checked: 3 hours agoStatus: Live

Job Summary

Seasoned engineering leader responsible for scaling a remote-first engineering org, driving architectural decisions across Rails, React, and mobile platforms, and integrating AI into the development lifecycle while maintaining delivery discipline and platform health.

Location: United States

Workplace: Remote

Employment Type: Full time

Job Function: Software Engineering

Seniority: Sr. Director level

Key Responsibilities

•Lead and scale a high-performing engineering organization by building trust, diagnosing strengths, and creating career growth paths and structural changes to elevate performance.
•Engage in system design and architecture discussions, navigating trade-offs across our platform and modern infrastructure investments.
•Pioneer integration of AI and agentic capabilities into the software development lifecycle, including workflows, testing methodologies, and QA guardrails.
•Own delivery and operational excellence of the Engineering department, ensuring predictable execution, reliability, and technical health.
•Collaborate with CPTO, SVP of Product, Design, Data, and Operations to align product vision with technical strategy and drive unified outcomes.

Pay and Benefits

Equity and Bonus:Equity

Perks:Equity401kHealth InsuranceRemote WorkLife InsuranceVisionDental

Key Requirements

•Proven leadership at scale, including experience managing engineering managers and designing organizational structures for teams of 30-60 engineers.
•Deep technical credibility with ability to engage in architecture and system design discussions across Ruby on Rails, React, and native mobile clients, plus modern cloud infrastructure (AWS or GCP).
•Experience evolving developer workflows to leverage automation and AI agents, and driving developer adoption.
•Track record of balancing technical hygiene, reliability, architecture investments, and near-term customer and business needs.
•Excellent asynchronous communication and ability to empower remote teams with clear documentation and structured delegation.

Experience:TransportationEducationSaaSWebMobileCloudAI

Skills:Ruby on RailsReactIOSAndroidAWSGCPAIAutomationQACI/CD

Languages:English

Tech Stack:Ruby on RailsReactIOSAndroidAWSGCPAICI/CDQA

Company Brief

HopSkipDrive

Provides on-demand, vetted-driver transportation services for children and seniors, partnering with school districts, families, and care providers to offer safe, scheduled, and ad hoc rides through a tech-enabled platform.

Industry: Mobility Platforms

Company Size: Large (251 to 1,000 employees)

Growth: Scaleup

Funding: Series D

Headquarters: Los Angeles, United States

Founded: 2013

Website LinkedIn

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HopSkipDrive

1 month ago

VP, Engineering

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI

Last checked: 3 hours agoStatus: Live

Job Summary

Location: United States

Workplace: Remote

Employment Type: Full time

Job Function: Software Engineering

Seniority: Sr. Director level

Key Responsibilities

•Lead and scale a high-performing engineering organization by building trust, diagnosing strengths, and creating career growth paths and structural changes to elevate performance.
•Engage in system design and architecture discussions, navigating trade-offs across our platform and modern infrastructure investments.
•Pioneer integration of AI and agentic capabilities into the software development lifecycle, including workflows, testing methodologies, and QA guardrails.
•Own delivery and operational excellence of the Engineering department, ensuring predictable execution, reliability, and technical health.
•Collaborate with CPTO, SVP of Product, Design, Data, and Operations to align product vision with technical strategy and drive unified outcomes.

Pay and Benefits

Equity and Bonus:Equity

Perks:Equity401kHealth InsuranceRemote WorkLife InsuranceVisionDental

Key Requirements

•Proven leadership at scale, including experience managing engineering managers and designing organizational structures for teams of 30-60 engineers.
•Deep technical credibility with ability to engage in architecture and system design discussions across Ruby on Rails, React, and native mobile clients, plus modern cloud infrastructure (AWS or GCP).
•Experience evolving developer workflows to leverage automation and AI agents, and driving developer adoption.
•Track record of balancing technical hygiene, reliability, architecture investments, and near-term customer and business needs.
•Excellent asynchronous communication and ability to empower remote teams with clear documentation and structured delegation.

Experience:TransportationEducationSaaSWebMobileCloudAI

Skills:Ruby on RailsReactIOSAndroidAWSGCPAIAutomationQACI/CD

Languages:English

Tech Stack:Ruby on RailsReactIOSAndroidAWSGCPAICI/CDQA

Company Brief

HopSkipDrive

Industry: Mobility Platforms

Company Size: Large (251 to 1,000 employees)

Growth: Scaleup

Funding: Series D

Headquarters: Los Angeles, United States

Founded: 2013

Website LinkedIn