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Careers at Big League Painting

2 Open Positions

Open Positions

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Outside Sales Representative

Chicago, IL
onsite
$80,000-$140,000/yr

Salary and commissioned painting sales role Serve as the primary point of contact for potential and existing clients within the painting services sector. Conduct on-site estimates, propose tailored painting solutions, and secure contracts to drive business growth. Contribute to the company’s revenue targets and maintain high levels of customer satisfaction. Essential Duties and Responsibilities • Conduct detailed on-site assessments and produce accurate estimates for painting projects. • Propose effective, customized painting solutions to meet customer needs. • Negotiate and close contracts confidently and professionally. • Build and sustain strong relationships with customers to encourage repeat business. • Schedule and attend on-site visits for project assessments and estimates. • Communicate with potential clients via phone, email, and in-person meetings to discuss project requirements. • Follow up on leads and manage the complete sales cycle from prospecting to closing. • Collaborate with project managers and painting crews to ensure service delivery aligns with client expectations. Salary $46,000 base salary + commission -On target earnings $80,000-140,000 (Uncapped Commissions) Benefits: 15 days PTO 5 paid holidays Monthly travel stipend

Posted 1/13/2026

Experienced Painter

Lake Forest, Il
onsite
$35-$35/hr

Role: Experienced Painter $35 per Hour | Full-Time | Vehicle & Tools Provided Are you a skilled painter with leadership experience? We’re looking for a dedicated Painter / Painter Foreman who takes pride in quality work and can confidently lead a crew to success. If you’re dependable, detail-oriented, and ready to grow with a professional team — we want to hear from you! Compensation -$35 per hour -Company vehicle provided -Tools provided Benefits -10 Days Paid Time Off (PTO) -National Holidays Off -2 Sick Days Key Responsibilities -Lead and manage a painting crew -Read and interpret work orders accurately -Train and mentor new employees -Implement and uphold company standards -Ensure projects are completed on time and to high-quality standards Qualifications -Proven experience as a professional painter -Ability to lead a team effectively -Valid driver’s license -Bilingual is a plus -Strong attention to detail and professionalism -Willingness to meet the company’s background screening requirements, if offered the position

Posted 2/18/2026

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Your Benefits at Big League Painting

Excellent Benefits

Enjoy a competitive compensation package and a suite of benefits designed to support your well-being and promote work-life balance.

Growth Opportunities

Expect ample opportunities to learn and grow professionally within our organization.

Great Company Culture

Join a team of passionate and dedicated professionals who share our core values of quality, reliability, and a customer-focused mindset.

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