Painting Sales Estimator – Commission Only

This is a commission-only Estimator / Sales Representative role for individuals who want to earn based on performance—not time.

Location: Skokie, IL (Greater Chicago Area)

Salary: $60,000 – $120,000 per year (commission only)

There is no cap on commissions — unlimited earning potential.

Why Bold Coat Painters

Bold Coat Painters is a growing residential painting company based in Skokie, IL serving the entire Chicagoland area. We're looking for a driven Sales Estimator to take inbound leads, run in-home estimates, and close deals. This is a 1099 commission-only role — you control your income.

We generate the leads through our marketing and referral network. You call the homeowner, schedule the appointment, walk the property, present the estimate, and close it. No cold calling. No door knocking. We bring the leads — you bring the close.

This is not a salaried position. If you need a guaranteed paycheck, this isn't for you. If you want to control your own schedule, keep reading.

What You'll Do

• Receive inbound leads from us and call homeowners promptly
• Schedule and conduct on-site estimates at the customer's home
• Measure, assess scope, take photos, and present pricing using our system
• Close deals on the spot or follow up within 24–48 hours
• Hand off signed contracts to production with all job details
• Follow up on open estimates weekly until closed or dead
• Optionally bring your own leads for additional commission

What We're Looking For (Required)

• 1 years of sales or customer-facing experience (painting, home improvement, real estate, auto, retail — any high-touch sales counts)
• Reliable personal vehicle with valid driver's license and insurance (mileage allowance)
• Smartphone for photos, measurements, and communication
• Comfortable walking a homeowner's property and having face-to-face conversations
• Available for evening and weekend appointments (when homeowners are actually home)
• Self-starter — no one is going to micromanage your schedule

Nice to Have

• Painting or home improvement industry experience
• Experience with estimating software or CRM tools
• Existing network of homeowners, realtors, or property managers in Chicagoland
• Previous 1099 or commission-only sales experience
• Knowledge of paint products, surface prep, and common residential painting issues

Compensation

• 8–10% commission on every closed job — paid when the customer pays
• Commission increases based on performance and monthly sales targets
• No cap on earnings — the more you close, the more you make
• Realistic earnings: $60,000 – $120,000 /year depending on volume and close rate
• We supply the leads. You supply the hustle.

Who This Is NOT For

• People who need a guaranteed base salary
• People who avoid accountability or direct feedback
• People who won't follow up on open estimates
• People who can't work independently without being managed

Why Bold Coat?

• Consistent lead flow — we invest in marketing so you're not starting from zero
• Simple process — call, schedule, estimate, close, hand off, get paid
• Flexible schedule — set your own appointments around your life
• Growth opportunity — as we scale, there's a path to Project Manager or Sales Manager
• Owner-operated with high standards and a reputation that sells itself on referrals

All candidates must be authorized to work in the United States.

To apply, send your resume and a brief note about your sales experience to hiring@boldcoatpainters.com

Put "Sales Estimator" in the subject line. Or apply directly through LinkedIn.