Vice President of Engineering

We’re hiring a Vice President of Engineering to lead the teams that build and run our products, including infrastructure, development, platform, site reliability (SRE) and delivery. This is a hands-on operator role. The CPTO sets direction; you make that direction real in production.

You will lead an engineering organization of 20+ people through a meaningful evolution:

• Moving our established customer base to Omatic Cloud. You’ll lead the engineering effort to bring existing connector use cases to our cloud services on a defined timeline.
• Evolving how we organize. We’re moving from traditional teams to outcome-oriented teams across Platform, Cloud Services, Delivery and SRE.
• Building a stronger platform layer in Azure. You’ll build on our existing cloud foundations to speed up service development and improve resilience.

What You’ll Own

• Team structure and operating model. Set up outcome-focused teams with clear charters, backlogs, metrics and leads.
• Reliability and release discipline. Establish reliability as a practice: published SLOs and error budgets, a sustainable on-call rotation, incident review and a defined release process.
• Roadmap delivery. Work with Product to deliver the roadmap predictably and to report engineering progress, capacity and spend in terms the business can act on.
• Customer migration outcomes. Partner with Product and Customer teams to move customers to Omatic Cloud smoothly.
• Talent and culture. Hire, develop and retain strong engineers, and build a culture where documentation and knowledge sharing count as delivery.
• AI-enabled engineering. Evolve our software development lifecycle to take advantage of AI-assisted development.

How You’ll Work

• Cadence: You’ll run the engineering leadership meeting and co-own priorities with Product. You’ll chair release and incident reviews and present a monthly engineering report to the CPTO and CFO.
• Cross-functional partnership: You’ll work closely with the CPTO, Product and Finance, and contribute to board-level reporting.
• Planning: You’ll co-author the annual budget and headcount plan.

Cloud Computing, Web Client Plug-ins, Customer Relationship Management (CRM), Microsoft Windows Azure, Nonprofit, Government Organizations, Team Lead/Manager, Software Engineering, Use Cases, Multiplatform/Cross-Platform, * Experience as the senior engineering leader of an organization of 15 to 50 people, reporting to a CTO, CPTO or CEO, ideally in a private equity-backed or similarly capital-disciplined software company

• A practical, forward-looking approach to AI in the software development lifecycle
• Experience leading a team through structural change, such as moving from component teams to product or outcome teams, and the judgment to say what you’d do differently next time
• A track record of hiring engineers against a defined plan, including senior or staff-level talent, and of addressing performance issues while keeping the team strong
• Experience owning production for a multi-tenant SaaS platform, including on-call, incident management, SLOs, postmortems and reliability reporting to executives or a board
• Experience building or running integration products at scale, such as connector ecosystems, ETL pipelines, data synchronization or multi-consumer data platforms
• Experience reporting engineering capacity, spend and delivery to a CFO, board or investor

Strongly preferred

• Graph or semantic data experience, or probabilistic identity resolution and entity matching
• Workflow orchestration platforms and multi-cloud (AWS and Azure) operations
• Experience moving from manual QA to engineer-owned quality with test automation

What Makes Someone Successful Here

• You give teams ownership, set clear metrics and hold yourself and others accountable to results.
• You communicate in numbers upward and reasons downward, and you raise risks early.
• You’re candid and respectful when roles and responsibilities change.
• You value sustainable practices, like a healthy on-call rotation, over heroics.
• You’re a strong operator who enjoys partnering with a strategic leader.