Senior Software Engineering Jobs in Massachusetts

Who We Are

Wayfair believes everyone deserves a home they love, and that furnishing your home should be a source of fun, not anxiety. Our Supply Chain and Retail Technology team plays a critical role in making this vision a reality by building technology that ensures our customers receive their orders as promised in the most optimal fashion.

We are seeking an experienced Software Engineering Manager to lead the Transport Planning & Routing domain within our Supply Chain and Retail Technology organization. In this high-impact role, you will oversee the reliable, cost-effective movement of goods—from supplier intake to last-mile delivery. You will lead a team building the mission-critical systems that power Wayfair’s global logistics ecosystem, offering a unique opportunity to stay hands-on while solving complex, large-scale transport planning and scheduling challenges.

This is a high-impact role for someone who thrives in cross-functional environments, can manage complex technical ecosystems, and is passionate about building something foundational and large scale that powers Wayfair supply chain.

What You’ll Do

• Lead and manage a team of 5-9 engineers responsible for building and scaling the platforms that power Supply Chain Systems at Wayfair.
• Own the technical output of your team across design, development, testing, deployment, and monitoring.
• Partner closely with Product Managers to define roadmaps, shape requirements, and ensure delivery against a clear mission and KPIs.
• Provide mentorship and coaching through 1:1s, code reviews, and career development support, fostering a culture of growth, inclusion, and technical excellence.
• Raise the bar on engineering best practices – driving improvements in reliability, scalability, and velocity.
• Collaborate across Supply Chain and Retail Technology and broader Wayfair Engineering to establish and leverage common APIs, services, and frameworks.
• Partner with senior leaders across Engineering, Product, Design, Analytics, and Operations to build solutions that address complex customer and business needs.
• Engage your team in technical roadmap planning, ensuring long-term sustainability and innovation alongside near-term delivery.

What You’ll Need:

• 8+ years of software engineering experience with 5+ years in a technical leadership or people management role.
• Bachelor’s degree in Computer Science, Computer Engineering or equivalent combination of education and experience.
• Proven success leading teams that deliver scalable, distributed systems, services, or integrations in a complex business environment.
• Strong technical acumen with the ability to dive deep into architecture and design decisions while enabling your team’s autonomy.
• Excellent communication skills with the ability to align technical and business perspectives.
• Experience collaborating with Product, Design, Analytics, and business stakeholders to define and deliver impactful solutions.
• Demonstrated ability to mentor and grow engineers at varying levels of experience.
• A bias toward action, with a passion for iterating quickly, testing, and learning to achieve customer and business outcomes.

Why You’ll Love Wayfair

• Time Off:

• Paid Holidays

• Paid Time Off (PTO)

• Health & Wellness:

• Full Health Benefits (Medical, Dental, Vision, HSA/FSA)

• Life Insurance
• Disability Protection (Short Term & Long Term Disability)
• Global Wellbeing: Gym/Fitness discounts (including US Peloton, Global ClassPass, and various regional gym memberships)
• Mental Health Support (Global Mental Health, Global Wayhealthy Recordings)

• Caregiver Services

• Financial Growth & Security:

• 401K Matching (Employee Matching Program)

• Tuition Reimbursement
• Financial Health Education (Knowledge of Financial Education - KOFE)

• Tax Advantaged Accounts

• Family Support:

• Family Planning Support

• Parental Leave

• Global Surrogacy & Adoption Policy

• Professional Development & Recognition:

About Wayfair Inc.

Wayfair is one of the world’s largest online destinations for the home. Whether you work in our global headquarters in Boston, or in our warehouses or offices throughout the world, we’re reinventing the way people shop for their homes. Through our commitment to industry-leading technology and creative problem-solving, we are confident that Wayfair will be home to the most rewarding work of your career. If you’re looking for rapid growth, constant learning, and dynamic challenges, then you’ll find that amazing career opportunities are knocking.

No matter who you are, Wayfair is a place you can call home. We’re a community of innovators, risk-takers, and trailblazers who celebrate our differences, and know that our unique perspectives make us stronger, smarter, and well-positioned for success. We value and rely on the collective voices of our employees, customers, community, and suppliers to help guide us as we build a better Wayfair – and world – for all. Every voice, every perspective matters. That’s why we’re proud to be an equal opportunity employer. We do not discriminate on the basis of race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, genetic information, or any other legally protected characteristic.

Your personal data is processed in accordance with our Candidate Privacy Notice. If you have any questions or wish to exercise your rights under applicable privacy and data protection laws, please contact us at dataprotectionofficer@wayfair.com.

Assistance for Individuals with Disabilities

Wayfair is fully committed to providing equal opportunities for all individuals, including individuals with disabilities. As part of this commitment, Wayfair will make reasonable accommodations to the known physical or mental limitations of qualified individuals with disabilities, unless doing so would impose an undue hardship on business operations. If you require a reasonable accommodation to participate in the job application or interview process, please let us know by completing our Accommodations for Applicants form.

Need Technical Assistance?

For more information about applying for a career at Wayfair, visit our FAQ page here.