> Markdown version of [/jobs/ext/2115357-vp-engineering](https://www.wearedevelopers.com/jobs/ext/2115357-vp-engineering). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # VP, Engineering - **Company:** Greenhouse Software, Inc. - **Location:** United States (Remote available) - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Artificial Intelligence, Amazon Web Services, Computing Platforms, Software Quality, Distributed Systems, Machine Learning, Systems Development Life Cycle, Software Engineering, System Availability, Large Language Models, Machine Learning Operations, Microservices - **Published:** August 19, 2026 - **Apply:** https://job-boards.greenhouse.io/ocrolusinc/jobs/6099289004 ## About the Role Non-negotiables * 14+ years in software engineering with at least 5 years in engineering leadership; has scaled through Series C or equivalent growth * Strong IC background - progressed through the Architect or Principal Engineer route with deep ownership of architecture, system design and technical decision-making * Hands-on experience shipping AI/ML systems to production: LLMs, RAG, agentic workflows or document intelligence - not just oversight * Proven ability to build and scale large-scale distributed platforms with high availability and reliability requirements * Has partnered with a CTO or CEO on technical strategy; comfortable in the executive seat * Deep expertise in distributed systems, cloud-native microservices architecture at scale (AWS preferred) Strong signal * Background in fintech, document AI, IDP (Intelligent Document Processing) or regulated data-intensive industries * Experience running engineering in a human-in-the-loop or hybrid AI/human system * Built or rebuilt engineering culture - hiring bar, onboarding, performance, career ladders - from a growth-stage baseline * Familiarity with modern developer productivity tooling and AI-augmented SDLC practices * Comfortable operating across US and India time zones with globally distributed teams ## Description We're at an inflection point. Large language models, agentic AI and our proprietary human-in-the-loop verification engine are converging. The VP, Engineering will own how that transformation happens - in our product, our platform and how our teams build. This is a player-coach role: a hands-on technical leader who progressed through the IC route - Architect or Principal Engineer - gets into the weeds when it matters, and leads at the executive level. You build the team and stay in the game. WHAT YOU'LL OWN Engineering delivery and velocity * Own end-to-end engineering execution: roadmap planning, sprint cadence, release quality and cross-team dependency management * Partner with the Product teams to align engineering capacity with product priorities; surface honest tradeoffs early * Drive a culture of high velocity and high trust - ship fast, learn fast, fix fast AI-native platform and product * Lead the engineering strategy for integrating LLMs, agentic workflows and AI-native development practices into Ocrolus products at scale * Drive adoption of modern developer productivity tools and AI-augmented engineering workflows across all teams * Define standards for AI output quality, hallucination control, cost governance and production reliability * Compress idea-to-ship cycles for GenAI features; set the bar for moving from prototype to production * Partner with the ML and AI Transformation teams to embed AI into internal workflows, not just external products Architecture, scalability and reliability * Remain deeply hands-on: lead architecture reviews, own critical system design decisions and drive technical decision-making - not from a distance * Own the technical roadmap across distributed systems, platform architecture, scalability and reliability for your engineering domain * Set and enforce engineering standards: code quality, observability, incident response and security * Make high-stakes architectural calls that balance speed, cost and long-term maintainability Engineering organization * Lead and grow a distributed engineering org across the US and India as one of three VP Engineering leaders; partner closely with peer VPs under the CTO * Manage directors and senior managers; coach them into leaders who scale with the company * Set the hiring bar, build the interview machine and recruit senior talent in a competitive AI-era market * Own DEI and retention outcomes within your domain Executive and cross-functional leadership * Represent engineering at the executive level; contribute to the narrative on technology execution, risks and investments * Own your domain's engineering budget: headcount planning, tooling spend and cloud cost optimization * Partner with Sales and Customer Success on enterprise commitments, SLA design and escalation resolution ## Related Videos - [Shipping Faster with Less: Render on Cloud Hosting, AI Workloads, and the Future of DevOps](https://www.wearedevelopers.com/videos/1894-shipping-faster-with-less-render-on-cloud-hosting-ai-workloads-and-the-future-of-devops) - [Microservices: how to get started with Spring Boot and Kubernetes](https://www.wearedevelopers.com/videos/242-microservices-how-to-get-started-with-spring-boot-and-kubernetes) - [Let's Talk Quality! - Lilia Gargouri](https://www.wearedevelopers.com/videos/1815-let-s-talk-quality-lilia-gargouri) - [Introduction to Azure Machine Learning](https://www.wearedevelopers.com/videos/368-introduction-to-azure-machine-learning) - [Your next 10x engineer isn't in your city. Refactor accordingly.](https://www.wearedevelopers.com/videos/100103-your-next-10x-engineer-isn-t-in-your-city-refactor-accordingly) - [Cloud Chaos and Microservices Mayhem](https://www.wearedevelopers.com/videos/104-cloud-chaos-and-microservices-mayhem) ## Related Articles - [Navigating the AI Shift](https://www.wearedevelopers.com/magazine/629-navigating-the-ai-shift) - [How We Built a Worry-Free System That Runs for 10+ Years – And What We’d Do Again](https://www.wearedevelopers.com/magazine/751-how-we-built-a-worry-free-system-that-runs-for-10-years-and-what-we-d-do-again) - [How to Become an AI Engineer](https://www.wearedevelopers.com/magazine/331-how-to-become-an-ai-engineer) - [Highest Paying Tech Companies for Developers](https://www.wearedevelopers.com/magazine/220-highest-paying-tech-companies-for-developers) - [Best US AI Conferences for CTOs in 2026: Build vs. Buy, Vendor Evaluation, and Peer Intelligence](https://www.wearedevelopers.com/magazine/736-best-us-ai-conferences-for-ctos-in-2026-build-vs-buy-vendor-evaluation-and-peer-intelligence) - [Fully Remote Software Engineer Jobs](https://www.wearedevelopers.com/magazine/447-fully-remote-software-engineer-jobs)