Demo

Senior Associate, Cross-Sell Strategy & Operations

Wayfair
Boston, MA Full Time
POSTED ON 4/28/2026
AVAILABLE BEFORE 5/28/2026
Salary Range: $83,500 - $92,250 per year.

The above base pay range may vary depending on location, job-related knowledge, skills and experience. The range listed is just one component of Wayfair’s total compensation package for employees. Depending on the position offered, equity, bonuses, commissions and other forms of compensation may be provided as part of the compensation package, in addition to a comprehensive suite of medical, financial and additional benefits.

This position is a hybrid in-office role that works out of our Boston HQ (Monday-Thursday will be working in office and Friday is work from home). This is not a virtual / remote position.

At this time, Wayfair will not sponsor applicants for this position for the following work visas: F1-OPT, STEM OPT EAD, H-1B, H-1B1, E-3, O-1, J-1, or TN.

As Senior Associate, Cross-Sell Strategy & Operations, you will be the driving force behind increasing customer AOV through smarter "Basket Building" initiatives. You will bridge the gap between Tech enhancements and commercial execution. This role is a blend of data-driven logic overhaul, stakeholder enablement, and technical program management. You will be responsible for ensuring that our cross-sell engine is not only functional but optimized for maximum growth.

Key Responsibilities

  • On-Site Experience & UI/UX Optimization: Collaborate with product, engineering and commercial partners to launch "best-in-class" cross-sell interfaces. This includes unlocking shoppable media components for 150k products and enhancing carousel UIs to show critical details like brand value props and multi-item "add-to-cart" functionality.
  • Logic & Data Optimization: Lead the overhaul of recommended items for 5-10 core "classes" by applying data-backed decisioning. You will refine the underlying logic to ensure cross-sell recommendations are hyper-relevant and high-converting.
  • Stakeholder Enablement: Create and maintain high-impact Cross-Sell Training Materials and documentation. You will ensure that sales, marketing, and success teams are fully equipped to execute our vision.
  • Product & Vision Implementation: Act as a key contributor to the Vision Implementation roadmap, ensuring that new features and strategic shifts are rolled out seamlessly.
  • Specialty Related Item Management: Optimize performance of the specialty retail brands cross sell levers
  • Technical Quality Assurance: Provide ad hoc support for bugs and system issues, ensuring the cross-sell journey remains frictionless for the end user.

Required Skills & Qualifications

  • Experience: 3–5 years in Operations, Product Enablement, or Commercial Strategy (experience with "Basket Building" or E-commerce logic is a plus).
  • Analytical Mindset: Proven ability to use data to change business logic. You should be comfortable identifying trends and making recommendations that move the needle.
  • Content Creation: Strong ability to translate complex technical logic into simple, digestible training materials for diverse stakeholders.
  • Adaptability: Comfortable navigating "ad hoc" challenges and technical bugs while keeping long-term strategic projects on track.
  • Tech Savvy: Familiarity with looker, GBQ, and GenAI, is a plus

Benefits & Perks - US

  • Full health benefits available (Medical, Dental, Vision, HSA/FSA) on day one for eligible employees.
  • No-cost access to 2nd.MD, a virtual expert medical consultation and navigation service.
  • Global Traveler Health Insurance through GeoBlue.
  • 24/7 access to mental, financial, physical and emotional wellbeing support, plus an enhanced offering of therapy and coaching.
  • Automatic enrollment into Basic Life and Accidental Death & Disability Insurance.
  • 401(k) matching with immediate vesting.
  • Paid Parental Leave, Surrogacy & Adoption Reimbursement and Caregiver Services.
  • Tuition Reimbursement.
  • Wayfair Employee Discount.
  • Gym/Fitness Discounts (Wellhub and varying regional memberships).
  • Exclusive access to thousands of perks & discounts through BenefitHub.
  • Yearly match up to $500 for personal donations made by employees to registered 501(c)(3) nonprofits.

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 Accomodations for Applicants form.

Need Technical Assistance?

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

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 (https://www.wayfair.com/careers/privacy). 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.

Salary : $83,500 - $92,250

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