Dir, Engineering - Pathfinder

Engineering Manager, Pathfinder

You will own the engineering organization for Pathfinder—Twenty's core cyber operations platform, deployed across both Twenty's cloud and customer private cloud environments. You will lead a set of engineering managers and their teams spanning platform infrastructure, enterprise capabilities, and the full suite of customer-facing Pathfinder features. You are ultimately accountable for the technical success of the product.

This is not a role for someone who manages from a distance. You'll need the architectural judgment to engage credibly with senior ICs on hard technical problems, the organizational instincts to structure and scale a growing engineering org, and the execution discipline to keep multiple teams moving in parallel against a demanding roadmap.

You'll partner closely with the Pathfinder Product Manager on roadmap and priorities, and with the VP of Engineering on org strategy and hiring. Day to day, you'll supervise and develop your engineering managers, balance capacity across teams, resolve cross-team dependencies, and drive the structural decisions—team composition, scope boundaries, sequencing of splits—that determine how the Pathfinder engineering org scales.

• You lead through managers: you develop them, hold them accountable, and build the systems that let them succeed independently.

• You have the technical depth to engage meaningfully on architecture and design with senior ICs—you don't need to write the code, but you need to understand it.

• You think at the org level: headcount, team structure, scope boundaries, and sequencing are as natural to you as roadmap and delivery.

• You execute with rigor and communicate with clarity—up to VP and across to peers, without losing the technical truth.

• You thrive in hybrid deployment environments: you understand the operational complexity of software that lives both in cloud and on customer-controlled infrastructure.

• You hold a high bar and create the conditions for others to meet it—through clarity, coaching, and accountability.

• You bring calm, structured decision-making to ambiguous, fast-moving problem spaces.

• Own engineering execution across the Pathfinder product: delivery, quality, and technical accountability across all teams.

• Lead, develop, and hold accountable a set of engineering managers; build their capacity to run their teams independently.

• Drive org design decisions: team scope, composition, sequencing of team splits, and addition of new management capacity as the org grows.

• Balance engineering capacity across teams; make explicit prioritization calls when demand exceeds supply.

• Own the technical roadmap in partnership with the Pathfinder Product Manager, who owns the product and feature roadmap.

• Engage at the architecture level with senior ICs—reviewing designs, providing guidance, and ensuring technical coherence across the platform.

• Supervise hiring across all Pathfinder engineering teams: set the bar, calibrate across managers, and close strong candidates.

• Partner with the VP of Engineering on org strategy, headcount planning, and cross-product engineering initiatives.

• Communicate clearly to senior leadership on progress, risks, and tradeoffs across the Pathfinder roadmap.

• Ensure engineering practices—security, quality, reliability, and operational discipline—meet the standards required for mission-critical deployments.

• You have 8+ years of professional software engineering experience.

• You have 5+ years of engineering management experience, including at least 3 years managing other engineering managers.

• You have a track record of owning engineering execution across multiple teams simultaneously, with high quality and clear accountability.

• You have the architectural judgment to engage credibly with senior ICs: reviewing designs, identifying risks, and providing technical guidance across a complex, multi-layer stack.

• You've owned org design decisions: team structure, scope boundaries, and how to sequence growth as headcount scales.

• You've managed engineering organizations serving both cloud-hosted and on-premises or customer-controlled deployment environments.

• You've partnered with product managers to translate…