Fast Facts

Learning.com is seeking a Principal Engineer to lead technical initiatives within their engineering and IT infrastructure teams, focusing on cloud-native design and implementation to enhance digital literacy for K-12 students.

Responsibilities: Key responsibilities include designing scalable applications, managing AWS infrastructure, developing CI/CD pipelines, and collaborating with security and IT to meet compliance requirements.

Skills: Required skills include 8+ years of software engineering experience, strong proficiency in programming languages like C#, Python, or JavaScript, and expertise in AWS services and Infrastructure-as-Code tools.

Qualifications: Preferred qualifications include experience in a SaaS environment, familiarity with CI/CD tools, and a solid understanding of observability practices.

Location: This is a fully remote position with occasional travel required.

Compensation: $175000 - $185000 / Annually

Principal Engineer

Location: Fully remote/ occasional travel

MAKE A DIFFERENCE

At Learning.com, we believe that when K–12 students, regardless of their circumstances, develop healthy and proficient relationships with technology, they are better equipped to improve academic outcomes, develop practical life skills, and foster more meaningful connections with others. We support this mission by attracting, developing, and retaining exceptional employees with diverse experiences, backgrounds, and perspectives.

Since 1999, Learning.com has served millions of students across the U.S. and worldwide through engaging digital literacy lessons, professional development, and an easy-to-use SaaS platform. Our curriculum helps students build essential skills in digital citizenship, computer science, coding, AI literacy, and safe, responsible technology use.

POSITION OVERVIEW

We are seeking an experienced, hands-on Principal Engineer to serve as a technical leader across our engineering and IT infrastructure teams. In this role, you will bridge software development, cloud infrastructure, and operational excellence—shaping how Learning.com builds, deploys, and scales high-quality services.

You will influence architecture decisions, guide engineers on modern cloud-native patterns, support high-quality delivery pipelines, and stay close to the code to solve complex system challenges. This role is ideal for someone who thrives in both strategic design and practical implementation, and who enjoys making systems more reliable, observable, and efficient.

WHO YOU ARE

• You are passionate about helping students create healthy & proficient relationships with technology
• You are hungry, humble & smart
• You thrive in a dynamic, fast-paced environment with evolving priorities
• You collaborate deeply, challenge constructively, and value continuous learning
• You are energized by AI, cloud-native engineering, and modern DevOps practices
• You take pride in making complex systems simpler, safer, and more reliable

WHAT YOU’LL DO

Technical Leadership & Architecture

• Collaborate with software engineers to design applications that are scalable, observable, and deployment-ready from the start
• Influence system design and implementation decisions to align with cloud-native and microservices best practices
• Define service boundaries and containerization strategies to support performance, reliability, and maintainability
• Troubleshoot complex issues spanning code, containers, networking, and AWS services

Cloud Infrastructure & Delivery

• Develop and maintain CI/CD pipelines that integrate seamlessly into development workflows
• Implement and refine instrumentation, logging, and monitoring to improve visibility into system health
• Define and manage AWS infrastructure using Infrastructure-as-Code tools such as Terraform or CloudFormation
• Support engineers in runtime diagnostics, performance tuning, and resilient system design

Cross-Team Collaboration & Support

• Partner with Security and IT to ensure deployments meet compliance requirements (SOC 2, FERPA, COPPA)
• Work with development teams to embed best practices for operability, scalability, and efficiency
• Create documentation, architecture diagrams, deployment guides, and standards for consistency and shared understanding

WHAT YOU’LL BRING

• 8+ years of software engineering experience, including influence over system design and architecture
• Experience providing technical leadership or mentorship across engineering and infrastructure teams
• Strong programming background in languages such as C#, Python, or JavaScript
• Proficiency with AWS services and cloud-native application design, preferably using ECS
• Hands-on experience with Infrastructure-as-Code tools such as Terraform or CloudFormation
• Strong understanding of observability practices including metrics, tracing, and centralized logging
• Familiarity with networking, load balancing, service orchestration, runtime configuration, and distributed system concepts
• Experience implementing CI/CD pipelines (GitHub Actions, Jenkins, Bamboo, or similar)
• Ability to translate complex infrastructure concepts into developer-friendly solutions
• Experience working in a SaaS production environment with a passion for reliability, performance, and automation
• Familiarity with Atlassian Bamboo as we transition fully to our future CI/CD stack

Reports to: Director or VP-level Engineering Leadership

Department: Engineering & IT

Supervisory Responsibilities: Individual Contributor

Salary Range: $175K-$185K with annual bonus opportunity, commensurate with experience and qualifications

WE CARE ABOUT YOU

We foster a culture where people bring their full, authentic selves to work every day. We offer a competitive and comprehensive benefits package including: Medical, dental, and vision coverage - 401(k) with company match - Short- and long-term disability and life insurance - Employee Assistance Program - Flexible Spending and Health Savings Accounts - Health, wellness, and professional-development benefits.

APPLY NOW AND JOIN A TEAM THAT’S DYNAMICALLY CHANGING & GROWING!

GENERAL INFORMATION

The above statements are intended to describe the general nature and level of work being performed by individuals assigned to this position. They are not intended to be an exhaustive list of all duties, responsibilities, and skills required of personnel so classified. Management has the right to assign or reassign duties and responsibilities to this job at any time.

We are serious about our commitment to Inclusion, Diversity, Equity, and Awareness. All applicants will be considered for employment without attention to race, color, religion, sex, national origin, Veteran, disability status, pregnancy, gender expression or identity, sexual orientation, or any other legally protected status.

Reasonable accommodations are available for qualified individuals with disabilities upon request.

For more information, visit us online.