Head of Engineering — Scale a High-Growth B2B Platform

LeafLink; New York (NY); On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Flexible PTO

Stock options

Volunteer time off (VTO)

401(k) plan

Commuter benefits

Job summary

LeafLink is seeking a Head of Engineering to lead our entire engineering organization in New York. You will own the technical vision, architecture, and health of every engineering function, reporting directly to executive leadership and partnering with Product.

As Head of Engineering, you will build and scale high-performing teams, set standards for planning and delivery, and shape the operating model of a growing, cloud-native organization leveraging AWS, Kubernetes, and modern tooling.

Qualifications

• 12+ years of software engineering experience.
• 7+ years leading engineering managers.
• Experience in marketplaces or enterprise platforms and building large-scale infrastructure.
• Proven track record of scaling engineering organizations and setting technical vision.

Responsibilities

• Translate company, product, and technology objectives into a 1–3 year engineering plan and execution roadmap.
• Lead and structure the engineering org; recruit, develop, and retain top engineering talent.
• Set engineering-wide standards for planning, estimation, delivery, and governance.
• Own the technical architecture, infrastructure, security, and technical debt management.
• Improve engineering velocity while reducing technical debt and operational risk.
• Partner with product and business stakeholders to convert requirements into prioritized engineering work.
• Manage the engineering budget, vendor relationships, and cloud costs.
• Establish CI/CD, testing, on-call, and incident response practices.
• Own SOC 2 and security/compliance posture across engineering.
• Create feedback loops, retros, postmortems, and metrics for continuous improvement.
• Build and protect engineering culture and ownership norms; support AI-driven software initiatives.

Skills

Leadership

Strategic thinking

Executive communication

People management

Hiring & scaling teams

Architectural vision

Tools

AWS

Terraform

Docker

Kubernetes

Jenkins

CircleCI

ArgoCD

Spinnaker

Job description

LeafLink is seeking a Head of Engineering to lead our entire engineering organization in New York. You will own the technical vision, architecture, and health of every engineering function, reporting directly to executive leadership and partnering with Product.

As Head of Engineering, you will build and scale high-performing teams, set standards for planning and delivery, and shape the operating model of a growing, cloud-native organization leveraging AWS, Kubernetes, and modern tooling.