Weekend Uber Chat Support Jobs (Flexible Options) in Chicago, IL

Job Title
Online Sales Support Associate

Job Overview

Are you a digital-savvy communicator who enjoys helping people and driving results? As an Online Sales Support Associate at Bob's Discount Furniture, you'll deliver world-class service through our online platforms, supporting guests with honesty, empathy, and enthusiasm-the "Bob's Way." You'll play a key role in driving our omni-channel success by engaging with customers via chat, phone, and email, guiding them through their online shopping journey from product discovery to purchase and post-sale support.

Work Environment:
This role is part of our Online Sales & Customer Experience Team. You'll work in a fast-paced, metrics-driven environment focused on real-time customer support via chat, phone, and digital channels. Requires flexibility to work a retail schedule including evenings, weekends, and holidays.

What You'll Bring to Bob's

At Bob's, we value your ability to connect, inform, and inspire through written and verbal communication. Success in this role is driven by customer-first thinking, a proactive approach to problem solving, and the ability to balance multiple chats, calls, and follow-ups while maintaining a positive, service-minded attitude.

Key Skills for Success

Core Competencies & Expertise

• Live chat and digital guest engagement

• Inbound phone and online sales support

• Written and verbal communication excellence

• Online order entry, tracking, and status updates

• Product knowledge and feature explanations

• Problem resolution with empathy and efficiency

• Metric focus on AOV, NPS, closing ratio, and chat response times

Preferred Competencies & Skills

• Online chat or virtual sales experience

• Background in phone-based sales or customer service

• Strong computer literacy and typing accuracy

• Familiarity with CRM tools and order management systems (e.g., BobSuite)

• Tech-forward and quick to learn new platforms

• Ability to work independently and as part of a collaborative team

Who We Are

At Bob's, we have fun, we love what we do, and we're growing fast! As one of the leading omni-channel furniture retailers in the country-with over 200 stores-we're committed to skills-based hiring, diverse perspectives, and an inclusive culture where everyone can thrive.

How We Will Support Your Success

We know you have many choices when it comes to your career. At Bob's, we invest in your growth, well-being, and career advancement.

Benefits & Perks

• Competitive Hourly Pay + Commission Structure

• National Health, Dental, and Vision Insurance

• 401(k) Profit Sharing Plan with generous company match

• Paid Time Off: vacation, holidays, personal days, sick leave, and your birthday!

• Employer-paid Life Insurance with additional voluntary options

• Tuition Reimbursement and Education Scholarships

• Generous Employee Discount from Day 1

• Bob's Bail Out Program (early access to pay)

• Bob's Helping Hand Program for financial emergencies

• Hays Perks discounts on hundreds of partner merchants

• And so much more!

Our Culture & Core Values

At Bob's, we believe in fostering a positive, inclusive, and skill-driven workplace. Our core values-Honesty, Integrity, Transparency, Community, Safety, Diversity, Accountability, and Fun-guide everything we do. We're not just coworkers-we're teammates who build one another up.

Minimum Qualifications

• Strong written and verbal communication skills

• Customer-first approach with a solution-oriented mindset

• Ability to handle multiple chat and phone interactions simultaneously

• High emotional intelligence and professional tone

• Willingness to work weekends, evenings, and holidays

Diversity is a Core Value at Bob's

At Bob's Discount Furniture, we want you to feel at home. Whether you're shopping with us or part of our team, you are valued, appreciated, and empowered to be your authentic self. We proudly reflect the diverse communities we serve.

If you're ready to engage guests online, turn service into sales, and grow with a team that celebrates your success-apply now and support the future of furniture retail, The Bob's Way!

Expected Base Pay Not Including Potential Commissions, Incentive, Bonus, etc. Opportunities:

Pay:$18.50 - per hour

It is policy of Bob's Discount Furniture, Inc., to provide equal employment opportunity to all employees and applicants for employment. No person shall be discriminated against or harassed because of race, religion, color, sex, age, national origin, disability, pregnancy, citizenship, veteran or military status, or any other protected status in accordance with federal, state or local law.

If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please contact talentacquistionteam@mybobs.com. This contact information is for accommodation requests only and cannot be used to inquire about the status of applications.