Head of Delivery

Remote position. This role has been filled.

RaftLabs is an AI-native custom software development company building products and platforms for clients across the globe. We operate as a fully remote team across SaaS products, enterprise integrations, and AI-powered workflows.

The role

This is not a typical project manager role.

You would be the single point of accountability for delivery across all active projects at RaftLabs, sitting above our project managers, not beside them. Your job: every project runs on track, every client gets regular updates, every manager follows through. When they don't, you escalate, course-correct, or take charge.

Think of it this way: 15 projects running in parallel, five managers owning them, you owning all five.

What you'd own

Delivery oversight: keep a real-time pulse on every active project - timelines, risks, blockers, progress. No delivery slip goes undetected.

Manager accountability: every PM follows their defined SOP, consistently. Run regular check-ins and hold them to their commitments.

Client health: every client receives regular, structured updates. PMs document meeting minutes after every call. Temperature checks happen before dissatisfaction surfaces.

Estimation and billing hygiene: review estimates before they go out. Catch underestimation, over-commitment, or scope creep early. Make sure work gets billed correctly.

Process compliance: every PM follows the RaftLabs Manager OS - our internal delivery operating system. Identify gaps and close them through coaching, escalation, or process improvement.

Requirements

• 3-5 years managing software delivery at a services or agency company.

• Has managed multiple projects simultaneously across different domains and client types.

• Has directly managed project managers or team leads, not just developers.

• Solid familiarity with SDLC (Agile, sprints, releases) - enough to challenge estimates and spot risk.

• Prior experience specifically at a tech services or custom software development company.

• Exceptional at context-switching: billing conversation to technical estimate review to client escalation in the same afternoon.

• Strong communicator, written and verbal, in a fully remote environment.

• Has worked in a fully remote setup and can build accountability without micromanaging.

• Actively uses AI tools (Claude, ChatGPT, or equivalent) for risk assessment, status documentation, and streamlining PM workflows. Already part of how you operate.

How we work

Fully remote. Async-first: accountability is built through CRM discipline, documented meeting minutes, and written status updates - not daily standups. You are expected to build the same standard across the project managers you oversee.

This is a leadership role in a remote-first company. You cannot rely on physical presence to maintain oversight. Everything that matters gets written down. Escalations are documented before they are called.

Annual offsite: the full team meets in person once a year.

Benefits

• 5-day work week: not just a talking point.

• Fully remote: work from wherever suits you.

• Flexible hours: we care about what delivers, not when you log in.

• Annual offsites: the whole team meets in person once a year.