Join Our Sales Team at High Five Painting!
You are someone who wants to become a top-producing salesperson. You’re highly driven, hungry for growth, a life-long learner, and looking to crush it in all aspects of life. You understand that becoming GREAT at anything requires dedication, training, and coachability — and you want a team that will help you WIN.
If this sounds like you, and you’re ready to change things up in 2026 and build massive momentum toward a brighter future, then High Five Painting may be the home for you.
Position: Estimator / Salesperson
Company: High Five Painting
Location: London, Ontario + surrounding areas (1.5-hour radius)
Compensation Structure: Commission Only (Earn Up to 13% Commission on closed jobs)
About Us
Industry leading sales training, Cutting Edge A.I Sales Coaching/Estimating tools, and an ambitious sales culture.
At High Five Painting, we take pride in delivering high-quality interior and exterior painting and staining for both residential and commercial projects. Our team is built on professionalism, integrity, and attention to detail. Join us and become part of a company dedicated to excellence and client satisfaction.
Responsibilities
- Conduct on-site evaluations to gather accurate project information
- Utilize our estimating software to generate detailed quotes on-site
- Guide clients through the sales process and close deals effectively (target 35-50% close rate)
- Assist in lead generation through cold calling and door-to-door efforts when not conducting estimates
- Collaborate with production and admin teams to ensure seamless project execution
Requirements
- Proven experience in sales and/or estimating (painting industry experience preferred)
- Strong communication and interpersonal skills
- Detail-oriented with accuracy in estimating
- Ability to handle objections and negotiate to close
- Willingness to prospect (cold calling, door-to-door outreach)
- Familiarity with quoting tools and estimating software
- Reliable transportation and valid driver’s license
- Commitment to continuous learning and improvement
Why Join High Five Painting?
- Uncapped earning potential with commission-based income
- Professional and personal development programs
- Access to industry-leading sales coaching
- Autonomy and flexibility as an independent contractor
- Support from a driven, collaborative team
- Opportunity to make a real impact in the community through quality work
How to Apply
Fill out this mandatory 5-10 min hiring survey -- https://go.cultureindex.com/p/KTBF34MKcXFGc1XbmsS
Equal Opportunity Employer.
Job Type: Full-time
Pay: $72,000.00-$150,000.00 per year
Benefits:
- Company events
- Employee stock purchase plan
- Mileage reimbursement
- On-site parking
- Profit sharing
- Store discount
Application question(s):
- Do you have full time access to your own reliable vehicle?
- Why should we choose you over our other applicants?
- This is a commission only sales role where top performers can earn 6 figures + in their first year. Are you comfortable with commission only pay?
Experience:
- In home sales: 3 years (preferred)
Work Location: In person
