Sales Representative

At Skyline Group, we are a dynamic and rapidly growing organization, looking for talented individuals to join our team and drive our continued success.

- Vision: To become North America’s trusted choice for safe elevated work areas.
- Mission: To create safe elevated work areas that protect people, companies, and brands.
- Purpose: Elevate those who surround us and see them thrive.

Position Overview

We are seeking an experienced and results-driven Sales Representative (Sales Closer) to manage client relationships, oversee active sales opportunities, and close deals for rooftop safety projects.

A key component of this role is the ability to navigate procurement processes within larger organizations including long lead-time sales cycles, complex multi-step decision making, and substantial coordination of details. Typical opportunities require iterative back-and-forth on quotations, clarifications, technical information, and the sharing/review of engineered drawings.

The ideal candidate combines technical sales experience with a strong understanding of construction or safety systems, excellent communication skills, and the ability to deliver against ambitious sales targets.

This is a full-time, in-office/field-based role based in Mississauga reporting to the Regional Sales Manager.

Key Responsibilities

- Manage the full sales pipeline from qualified opportunity to close.
- Conduct site meetings with existing clients and oversee new project opportunities.
- Prepare tender packs, detailed quotes, and proposals.
- Source and onboard bidders for tender projects; maintain strong relationships with key contacts.
- Navigate procurement requirements for mid-size to large organizations, including documentation, approvals, and multi-stakeholder reviews.
- Coordinate ongoing clarification rounds, including revisions to quotations, technical details, and engineered drawings.
- Negotiate pricing and close deals in line with company targets.
- Document sales activities in CRM and maintain accurate pipeline visibility.
- Collaborate with internal teams to ensure smooth order processing and project execution.

Qualifications

- 8–10 years of progressive B2B sales experience within construction, project management, industrial services, or safety-related sectors, with a consistent record of exceeding targets.
- Deep understanding of construction methodology, building systems, and on-site workflows, enabling confident discussions with contractors, owners, and technical stakeholders.
- Proven experience navigating procurement processes for large or complex organizations, including long-lead time opportunities, formal documentation requirements, and multi-step approvals.
- Demonstrated ability to manage and close complex, customized sales involving multiple decision-makers, extensive quoting/clarification rounds, and detailed technical information such as engineering drawings.
- Exceptional communication, presentation, and negotiation skills, with the ability to influence at all organizational levels—from field personnel to senior executives.
- Highly organized and accountable, with the ability to manage and advance many concurrent opportunities while maintaining rigorous follow-up and documentation.
- Proficient with CRM platforms and sales enablement tools and disciplined in maintaining accurate pipelines, forecasts, and activity tracking.
- Valid driver’s license and clean driving record, with a strong willingness to travel regularly within the assigned territory, including occasional site visits and client meetings.

Why join us?

- Growth & Development. Be part of an expanding team with opportunities for personal and professional growth.
- Impact. Help drive our sales goals forward and build our reputation as a trusted partner in height safety.
- Collaboration. Join a culture that values teamwork, innovation, and where your contributions are recognized and supported by a dedicated team.
- Company culture. Be part of a driven, ambitious, and supportive team focused on achieving goals and delivering exceptional service.

Job Type: Full-time

Salary: $90-120K, with bonus/commission between $30-$50K

Benefits:

- Dental care
- Extended health care
- RRSP match
- Vision care
- Wellness program

Schedule: Monday to Friday

Work location: In-office. This is not a hybrid position.

Additional Information

As part of our interview process, we use an AI tool (Fred.ai) to assist with notetaking. This helps us keep accurate records and stay focused on the conversation. A copy of the notes will be shared with candidates following their interview.