Director of Pathfinder Platform Engineering

Twenty; Washington (District of Columbia); On-site; USD 224,000 - 470,000; Full time

Job summary

Twenty is seeking an experienced engineering leader to own the Pathfinder platform engineering organization, guiding managers and their teams across cloud and customer-controlled environments. You will shape architecture, roadmaps, and org design, ensuring delivery against a demanding product roadmap and mission-critical deployments.

You will partner with product leadership and the VP of Engineering to scale the org, hire top talent, and drive structural decisions that balance capacity, quality,

Qualifications

• 8+ years of professional software engineering experience.
• 5+ years in engineering management with 3+ years managing other managers.
• Proven track record owning engineering execution across multiple teams.
• Architectural judgment to engage credibly with senior ICs on complex designs.
• Experience with org design: team structures and growth sequencing.
• Experience managing cloud-hosted and on-prem deployments.
• Partnered with product managers to translate requirements into roadmaps.
• Experience hiring across multiple teams with structured processes.
• Eligibility to obtain a U.S. Government security clearance.

Responsibilities

• Own engineering execution across Pathfinder product.
• Lead, develop, and hold accountable a set of engineering managers.
• 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.
• 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.

Skills

People leadership

Engineering Mgmt

Architectural judgment

Hybrid cloud

Hiring across teams

Security clearance

Roadmap collaboration

Tools

Go

TypeScript

PostgreSQL

Terraform

Ansible

AWS

Docker

Kubernetes

Job description

Twenty is seeking an experienced engineering leader to own the Pathfinder platform engineering organization, guiding managers and their teams across cloud and customer-controlled environments. You will shape architecture, roadmaps, and org design, ensuring delivery against a demanding product roadmap and mission-critical deployments.

You will partner with product leadership and the VP of Engineering to scale the org, hire top talent, and drive structural decisions that balance capacity, quality,