Delivery Principal

Stride Build•Remote, Remote

11d

About The Position

Stride is seeking a Delivery Principal to support the continued growth and scaling of our delivery organization. As Stride expands, this role is critical to ensuring we maintain a consistently high bar for client outcomes, delivery excellence, and technical credibility across all engagements. The Delivery Principal is accountable for driving successful delivery at scale, ensuring teams are set up for success, engagements remain healthy, and clients experience Stride as a trusted, high-impact partner. This role blends strategic delivery leadership with hands-on technical contribution, enabling Stride to grow without sacrificing quality, trust, or execution rigor. This is not a purely strategic role. The Delivery Principal balances executive-level delivery leadership with direct technical execution, serving as a trusted advisor to clients and a force multiplier for Stride’s engineering teams.

Requirements

Broad software engineering fluency across modern web and cloud technologies.
Comfortable discussing front-end (React, TypeScript, responsive design) and back-end concepts (REST APIs, microservices, JVM stacks like Java/Spring, Node, Ruby, etc.) in ways stakeholders understand.
Adept at diagnosis and remediation of delivery issues across architectural, team, and process dimensions.
Experienced with agile delivery frameworks and practices (TDD, iteration planning, continuous integration/delivery, etc.) and able to coach teams toward improved maturity.
Cloud (AWS, GCP, or Azure) and database fundamentals, with ability to partner with engineers to design solutions that meet non-functional requirements.
Hands-on experience applying AI and machine learning capabilities in production systems, including leveraging modern AI/GenAI tools to improve product functionality, delivery efficiency, or developer productivity.
10+ years of experience in software delivery or consulting environments.
Proven success leading client-facing delivery for complex engagements.
Demonstrated ability to balance strategy, people leadership, and hands-on execution.
Strong consulting mindset with deep technical roots.

Responsibilities

Act as a senior delivery leader and trusted advisor for complex client engagements.
Build credibility quickly with executive and technical stakeholders.
Communicate technical concepts in clear, business-aligned language.
Support new business development by contributing delivery leadership and technical confidence during pre-sales and early engagements.
Research client domains and technology stacks to rapidly become a subject-matter expert.
Own delivery outcomes across active engagements.
Proactively assess project health and identify delivery risk.
Step into challenged engagements to diagnose issues and drive recovery.
Ensure teams are staffed appropriately and operating effectively.
Establish delivery practices that promote predictability, transparency, and quality.
Build, launch, and lead high-performing delivery teams.
Evaluate team effectiveness and adjust structure or leadership as needed.
Mentor engineers and delivery leaders to raise technical and execution standards.
Invest approximately 60% of time in strategic enablement, coaching, and team development.
Maintain active technical credibility through direct contribution when required.
Be comfortable contributing to codebases, architecture decisions, and technical problem-solving.
Use hands-on execution to earn trust and unblock teams.
Allocate approximately 40% of time to hands-on technical or architecturally involved work as delivery needs demand.