Type: Contractor (August – December 31, with long-term potential)

Location: Virtual and/or Local (Chicagoland)

Compensation: Performance-based, with the potential to earn up to $20,000 in 13 weeks for experienced salespeople

Light Up Your Holidays
We don’t just hang lights. We create experiences that turn homes and businesses into places of joy, ritual, and celebration. From Halloween to Hanukkah, Christmas to New Year’s Eve, and every moment in between, we light up Chicago in ways people never forget.

This season, we’re looking for a Design Sales Consultant who is as skilled in sales as they are in design thinking. Someone who can confidently guide families and businesses through a creative process, uncover what matters most to them, and deliver lighting designs that feel personal, intentional, and unforgettable.

If you’re ready to use your sales talent, creativity, and drive to be part of something extraordinary, this is your chance.

About Light Up Your Holidays
21 years ago, I started this company with grit, heart, and a trunk full of lights. Today, we are one of Chicago’s most trusted holiday design companies, known for custom artistry, five-star service, and a mission that puts people first.

We’re not a big-box operation. We’re a passionate, nimble team with heart. We give back by lighting 15 group homes free of charge every year. We push each other, train hard, and celebrate our wins. Joining us means stepping into a company where your ideas matter, your results are visible, and your growth is unlimited.

This Role

• Independent contractor position with strong earning potential
• Performance-based compensation, with the possibility to earn up to $20,000 in just 13 weeks for experienced salespeople
• Direct mentorship in elite consultative NEPQ sales training
• Flexible schedule with full-time commitment (evenings and weekends during peak season required)
• Work virtually or in Chicagoland with real autonomy and responsibility
• Future long-term opportunities available for standout performers

What You’ll Be Doing

• Engage and inspire families and businesses through design-driven sales conversations
• Close sales with confidence by following a proven consultative framework
• Translate client needs into imaginative lighting designs that elevate their spaces
• Guide clients to visualize transformations with passion and precision
• Maintain a disciplined pipeline with strategic follow-ups that drive results
• Deliver both artistry and sales performance at the highest level

We’re Looking for Someone Who Is…

• A proven closer. Sales experience is absolutely non-negotiable
• Gifted with a strong eye for design and the ability to help clients “see it” before it exists
• Driven, competitive, and hungry to maximize both income and impact
• Confident, articulate, and persuasive in both virtual and in-person settings
• Tech-savvy and comfortable using Google Meet, phone, text, and social media
• Organized and resilient in a fast-paced, high-volume environment
• Available full-time through December with flexibility for evenings and weekends
• Motivated to learn, grow, and become an integral part of a company with purpose

To Apply
Send your resume and a one-minute introduction video (sharing who you are, why you’re interested in this role, and what you can bring to the team) to office@lightupyourholidays.com.

Once you’ve sent your resume and video, please text 224-286-3755 with your name to confirm submission. Applications without both steps will not be considered.

This isn’t just another seasonal role. It’s a chance to sharpen your skills, maximize your earnings, and be part of a company that is changing how people experience the holidays.

We can’t wait to help you celebrate, and we’d love for you to be part of the team.