About the Company

The company builds an AI-powered enterprise strategy execution platform used by Fortune 500 transformation offices, global consultancies, and private equity value creation teams to govern complex programs from portfolio planning through benefits realization.

The platform has been in market for more than ten years and operates as a SOC 2-compliant, single-tenant enterprise SaaS product. The company is now midway through a full platform modernization, including migrating customers and partners to the new version and retiring the legacy codebase.

The Role

We are looking for a VP of Engineering to own engineering execution, technical strategy, and architecture direction for the platform. You will be accountable for how the team is structured, how work moves from idea to production, and how quickly and reliably the organization ships.

This is a hands-on player-coach role, not a role that manages managers. You will lead a compact engineering organization spanning software engineering, quality engineering, and Platform/DevOps while remaining active in code reviews, architecture discussions, and critical technical decisions.

You will work closely with Product and go-to-market leadership to shape product direction, support customer value, complete the modernization program, plan customer migration, and ultimately sunset the existing codebase.

What You Will Own

• Delivery: Plan, sequence, and ship against a roadmap built in close partnership with Product, creating predictable releases, visible progress, and clear trade-offs.
• Team leadership: Coach and grow engineers, lead performance and career conversations, hire as the team scales, and maintain a high bar without burning people out.
• Cloud platform and reliability: Own application and infrastructure architecture, scalability, performance, security posture, observability, cloud costs, and operational excellence for a single-tenant enterprise SaaS platform.
• Platform/DevOps: Set direction for infrastructure, Kubernetes, CI/CD, networking, identity, infrastructure as code, and the tooling used across engineering.
• AI in the product: Partner with Product on agentic workflows, retrieval, evaluation, guardrails, and permission-aware AI behavior in an enterprise environment.
• AI in engineering: Make the software development lifecycle substantially faster and more automated through AI-assisted coding, code review, test generation, CI/CD, and automated quality gates.
• Engineering–Product partnership: Contribute actively to discovery, scope, sequencing, and product decisions, with a strong point of view on customer value.
• Enterprise trust: Lead the technical side of security, compliance, and important customer or prospect conversations.

What We Are Looking For

• 10+ years of software engineering experience, including senior leadership of engineering teams in SaaS, enterprise software, or a product-led technology environment.
• Experience leading and growing engineering teams of roughly 5–20 people as a hands-on player-coach, including hiring, coaching, difficult feedback, and delivery-process improvement.
• Deep hands-on experience architecting, building, and operating production cloud SaaS at meaningful scale.
• Strong application architecture expertise, including service boundaries, data modeling, API design, and patterns that keep a large codebase evolvable.
• Hands-on depth with Azure and/or Google Cloud Platform, Kubernetes, infrastructure as code, CI/CD, networking, identity, observability, and cloud cost management.
• Understanding of single-tenant and multi-tenant trade-offs, data isolation, enterprise-scale performance, security, and the practical engineering impact of SOC 2 compliance.
• Strong product instinct and experience helping shape what gets built, challenging specifications, simplifying solutions, and reasoning about customer value in complex B2B software.
• Experience shipping AI- or LLM-backed features into production, including evaluation, guardrails, retrieval, and permission-aware behavior.
• Experience improving engineering productivity through AI-assisted development, automated testing, quality gates, and modern SDLC tooling.
• A startup mindset: comfortable setting long-term strategy while also stepping into code, reviews, architecture, or a flaky test when needed.
• Clear communication skills and the ability to partner effectively with Product, go-to-market teams, executives, enterprise customers, and technical stakeholders.

Nice to Have

• Experience in enterprise project portfolio management, enterprise PMO, transformation, or professional services.
• Experience with Microsoft 365, SAP, Jira, or Power BI integration ecosystems.
• Experience supporting technical evaluations with Fortune 500 or private equity buyers.
• Experience taking a mature product through an AI-era re-platforming or modernization.

What Success Looks Like

• By 90 days: You know the codebase, team, and roadmap; have shipped something meaningful yourself; and have identified the most important delivery and technical risks.
• By 6 months: The development lifecycle is measurably faster, AI-assisted workflows and automated quality gates are in active use, and release cadence is predictable.
• By 12 months: Engineering is a competitive advantage, shipping meaningful AI capability at a pace that outperforms much larger teams while growing in both size and capability.

Why Join

This is an opportunity to lead a small, capable team serving real enterprise customers and to reshape how a mature software product is built. You will set long-term technical direction while having immediate day-to-day impact on the platform, the team, and the way software is delivered.