Outside Sales Representative

In-Home Sales Representative – $150K+ Average | $200K+ Top Earners

Pre-Qualified Appointments. High-Quality Products. Unlimited Earning Potential.

Window Works Chicago, a member of the Florida Window & Door family of brands, is part of one of the fastest-growing home improvement companies in the U.S., ranked #28 among the nation’s largest remodelers by Qualified Remodeler.

We’re growing our Chicago Sales Team and looking for driven, competitive sales professionals who want the opportunity to earn six figures and beyond.

This is a 100% commission + bonus opportunity designed for self-motivated salespeople who thrive in a performance-driven environment. We provide pre-set, pre-qualified in-home appointments, so you can focus on what you do best — building relationships, presenting solutions, and closing sales.

Why You’ll Want to Sell With Us

• $150,000+ average annual earnings
• Top performers earn $200,000+
• 10% commission + additional bonuses
• Pre-set, pre-qualified in-home appointments
• No cold calling or door knocking
• Paid training and ongoing sales support
• Weekly, monthly, and annual bonus opportunities
• Unlimited earning potential
• Career advancement based on performance

What You’ll Do

• Meet with homeowners through company-provided appointments
• Build rapport and identify each customer’s needs
• Present customized solutions featuring high-quality, energy-efficient windows and doors
• Prepare quotes and confidently close sales
• Follow up with customers and manage the sales process from appointment through contract
• Deliver a professional customer experience that reflects the Window Works brand

What We’re Looking For

We’re looking for motivated, competitive, coachable salespeople who are driven by results and income.

Successful candidates will have:

• Strong communication, presentation, negotiation, and closing skills
• A proven ability to build trust and sell value
• A competitive, self-motivated mindset
• Professional appearance and attitude
• A willingness to learn and follow our proven sales process

Home improvement sales experience is a plus, but not required. If you know how to connect with customers, overcome objections, and close, we want to talk to you.

Compensation & Benefits

• Paid training
• 10% commission + bonuses
• $150K+ average annual earnings
• $200K+ earning potential for top performers
• W2 or 1099 employment options
• 401(k) with 4% company match
• Medical, dental, vision, and life insurance for eligible W2 employees
• Ongoing coaching and sales support

Schedule & Requirements

• Full-time
• Monday–Saturday
• Sundays off
• Travel to in-home appointments, potentially up to 90 minutes from your home
• Valid driver’s license and reliable transportation required
• Must be legally authorized to work in the U.S.
• Bilingual candidates encouraged to apply

Ready to Get Paid for What You Can Sell?

If you’re tired of cold calling, chasing your own leads, or working under a capped earning structure, this is your opportunity to focus on selling and get rewarded for your performance.

Apply today and let's talk about what you can earn.