Sales Representative / Estimator - Commercial Flat Roofing
Kitchener, ON
Sales Representative / Estimator - Commercial Flat Roofing
We are a highly respected 5 Star mid sized commercial roofing contractor specializing in flat roofs and operating in the Kitchener, Waterloo and surrounding areas.
We are seeking a Sales Representative who will generate new business, manage client relationships, and close projects for our commercial roofing business.
We are looking for a HUNTER.
For the most part you will be on the computer and on the phone learning who the key contact is for a building, connecting with then, introducing yourself and the company and starting the conversation leading to a quote and a sale.
Your work involves coming into the Kitchener office 1-2 days per week, calling and hunting for leads as well as in client/customer offices or meetings and you will report directly to the company president.
The ideal candidate will be capable of generating new business, manage client relationships and close commercial roofing projects. You will be asked to hit sales targets of $1M to $3M annually, maintain a robust pipeline and be consistent with prospecting, follow-up and deal closing.
Duties
- Work independently to be contacting building owners and property management firms.
- Identify new leads through research and pursue new commercial sales opportunities
- Forge strong connections with key decision-makers, including property owners, managers, and GCs.
- Drive outreach via cold calls, networking events, site visits, and leveraging referral networks.
- Conduct thorough site inspections and roof condition assessments (we’ll train you if needed).
- Craft accurate proposals, estimates, and detailed statements of work.
- Keep a disciplined, up-to-date sales pipeline to track every opportunity.
- Own the client relationship from first contact through closing.
- Ensure zero-friction transitions when handing projects off to the execution team.
- Work cross-functionally with operations and project delivery teams to guarantee success.
We offer an Excellent Compensation package including:
- A base starting salary of $60,000 to $80,000 annually, depending on qualifications and experience.
- Uncapped commission (4.5% on the 1st million, 7.5% on the second million+). Hit 2 million in sales and you earn $200,000+ annually.
- Company vehicle or vehicle allowance with fuel and maintenance as applicable.
- Benefits, including your family (Dental, Vision, Healthcare and insurances).
- A professional and friendly work environment with advancement opportunities.
- Company benefit programs and other tools and resources required to support the successful performance of the role.
- 14 PTO days first year.
WHAT do you need to have?
- Commercial or flat roof industry experience.
- Commercial roof estimating experience preferred but not essential.
- Strong communication and relationship-building skills.
- Strong Computer, Word, CRM and AI experience.
- Strong research skills via Google, Perplexity, online databases.
- Valid drivers license.
- Good work ethic connecting with 75+ key decision makers weekly, 4-6 virtual or in person client meetings resulting in 8-15+ quotes per month, leading to 2-5 sales monthly.
If you’re looking for a company where you can grow and that values its employees, apply now!
We value candidate experience. This is a real job. Our system uses AI to suggest good matches, but a human will read and assess (screen) each application. At times, you will be asked to do an initial recorded video interview but a human will watch, listen and assess this recorded video interview and do the subsequent interviews.



