Regional Sales Development Representative

Annualized On Target Earnings (OTE) for the role are estimated between $75,000 - $95,000, inclusive of the base pay and performance against a monthly variable compensation plan with an on-target variable (OTV) of ~$4,000/month. Note: Actual compensation may vary based on your geographic location, relevant experience, skills, qualifications and overall performance.

Position is based in Chicago, IL

Overview:

The Regional Sales Development Representative (RSDR) is tasked with generating top-of-funnel growth within their market. This individual is responsible for identifying, engaging and enrolling new business customers and ensuring a positive onboarding experience to Wayfair Professional. This role is a field sales role complemented by virtual engagement. They are responsible for consistent weekly, quality outreach to new or existing businesses in person - through a combination of self-sourced prospecting efforts and company-provided lead sources. They will work directly and collaboratively with members retail store employees. 

The Regional SDR builds relationships with key decision-makers across target verticals, educates prospects on the value of the Wayfair Professional program, and drives enrollment and pipeline creation for the broader sales organization-working closely with store-leadership, in-store designers and the Regional Business Account Manager. 

This role is ideal for someone who loves prospecting, showing up in the community, and building relationships in person. The right candidate is unfazed by hearing “no,” confident navigating procurement conversations, and able to position Wayfair as a long term supply chain partner, not just a place to buy products. Success comes from proactive outreach, strong organization, and clearly communicating the value Wayfair brings to business customers.

What Does a B2B Regional Sales Development Representative Do?

• Grow Local B2B Awareness: Build relationships with new and existing business customers through outreach, prospecting, and community engagement. Promote both the store and the Wayfair Professional program within the local market.

• Prospect and Qualify New Customers: Use research, outbound outreach, and networking to connect with business owners. Educate prospects, qualify opportunities, and drive new program enrollment.

• Drive In Store Engagement: Encourage business customers to visit the store, connect them with Design Specialists, and create meaningful introductions to the Regional Business Account Manager.

• Support the Customer Onboarding Journey: Ensure new customers are enrolled smoothly, routed to the right sales partner, and set up for early success through strong follow up and appointment setting.

• Build Community Partnerships: Develop relationships with local business associations, real estate professionals, and design industry groups to expand Wayfair’s presence and credibility.

• Coordinate Local Events: Partner with store leadership and marketing to host in store events that engage business customers and showcase Wayfair’s offerings.

• Key Player in Growing the Wayfair Professional Network: Support store teams and regional customers with questions about the Wayfair Professional program and connect them to the right resources for complex projects.

You’ll Thrive in this Role if You Have:

• A Sales Mindset: 2 to 3 years of outbound sales experience with a track record of meeting or exceeding goals, ideally in B2B, trade, or business development environments.

• Strong Communication Skills: Comfortable building rapport in person, over the phone, and through email with a professional and engaging approach.

• Organizational Strength: Able to manage outreach plans, customer follow up, Salesforce activity, and event coordination at the same time.

• Technical Comfort: Familiar with Salesforce or similar CRM tools, POS systems, and Google Suite.

• Community Energy: Enjoy being out in the local market, meeting new people, and representing the Wayfair brand with enthusiasm and professionalism.

• Ability to Travel: Willing to travel locally as needed to meet with customers, businesses, or partners. Typically within a 50 mile radius, with time spent both in market and in store as applicable.

• Bilingual Spanish/English skills are a strong plus, though it is not a requirement.

What are the Benefits*?

• Competitive Pay & Bonuses:  Earn competitive compensation with regular opportunities for performance-based increases and bonuses.

(Annualized On Target Earnings (OTE) for the role are estimated between $75,000 - $95,000, inclusive of the base pay and performance against a monthly variable compensation plan with an on-target variable (OTV) of ~$4,000/month. Note: Actual compensation may vary based on your geographic location, relevant experience, skills, qualifications and overall performance)

• Career Growth:  Access professional development and advancement opportunities to help you grow with us.

• Health Benefits from Day One:  Medical, dental, and vision insurance coverage starts on your first day.

• Time to Recharge:  Start accruing paid time off immediately, because work-life balance matters.

• 401(k) with Company Match:  We’ll match up to 4% to help you plan for your future.

• Tuition Reimbursement:  Eligible after 6 months of employment: learn, grow, and get support along the way.

• Wayfair Employee Discount:  Generous employee discount of up to 30%+, although discounts will vary by product type.

• Parental Leave Options:  Choose from paid and unpaid leave plans to support your growing family.

• And So Much More:  We’ve got more good stuff where that came from! NOTE: our full-time roles receive the full benefits package above, while part-time or seasonal team members may have modified offerings. Your recruiter or in-store team can help with any questions!

About Wayfair Professional:

Wayfair Professional is a leading B2B sales organization focused on helping businesses create beautiful, functional spaces. Since 2012, we have streamlined the procurement process for furniture, fixtures, and décor, delivering fast, reliable, and value driven solutions tailored to the needs of our business customers.

Our team supports a wide range of clients including boutique hotels, luxury homes, restaurants, and multi family properties. We connect clients with the furnishings, design solutions, and project support they need to bring their vision to life.

When you join our team, you become part of a community that thrives on innovation, collaboration, and exceptional customer sales and service support.

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 .

 
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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.

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