As a Sales Executive, you will be selling SaaS platforms tailored for equipment rental, dealer, sales, and service industries. The role involves working with executive-level decision-makers and typically navigating three key stakeholders in the buying process. You will be responsible for driving new business development and securing new clients across North America. You will report to the Director of Sale. This position offers a base salary ranging from $80,000 to $110,000 plus uncapped commissions.
COMPENSATION & BENEFITS :
$80,000 $110,000 Base Salary, plus uncapped commissions
OTE in the first year : up to $220,000
OTE in the second year : up to $220,000+
Health Benefits Company Paid
RSP Matching
Laptop & Cell Phone Provided
Employee Recognition, Gifts, Rewards
Education Reimbursement
Company Social Events
Full-Time Work from Home & Flex Hours
THE COMPANY & CULTURE :
Our client, founded in 1982 and headquartered in Mississauga, Ontario, is a leading provider of SaaS solutions for the heavy equipment, construction, and industrial sectors. They empower equipment dealers, rental companies, and contractors across North America to streamline operations, improve asset utilization, and drive business growth through innovative technology. The company is recognized for its commitment to customer success, continuous product innovation, and industry expertise. They foster a supportive, inclusive culture that values employee well-being, collaboration, and professional growth. The company encourages innovation, celebrates achievements, and supports ongoing learning and development. Employees are empowered to make an impact, contribute to a positive workplace, and participate in community initiatives.
OFFICE LOCATION & SALES TERRITORY :
Head Office : Mississauga, Ontario
Remote-based role with quarterly in-office meetings
Approximately one week per month of North American travel for client visits and conferences.
Sales Territory : North America (Canada & U.S.)
Hours : Monday to Friday
EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS :
3 - 7+ years of B2B SaaS / Cloud software sales experience (new business development)
Proven success selling to C-Suite decision-makers (CEO, CFO, CRO)
Preferred experience selling to construction, heavy equipment, or industrial technology sectors
Strong record of securing new clients / logos and closing complex enterprise-level software solutions
Must be comfortable working in a high-growth, fast-paced SaaS environment
TECHNICAL SKILLS : MS Excel Basic
MS Word Basic
PowerPoint Intermediate
Google Drive / Docs Intermediate
Online Demos Intermediate
THE PRODUCT / SERVICE / SOLUTION
SaaS platform for equipment rental, sales, and service industries
Solutions include customer relationship management, service delivery, inventory management, rental asset management, and business operations optimization
PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S) :
Customers : Equipment rental houses, heavy equipment dealers, and related industrial service providers
Company size : Small-to-Mid Market (2099 employees make up the majority of client base)
Location : Primarily North America
Decision Makers : C-Suite executives, owners, and financial leadership
SALES CYCLE / ORDER VALUE / ACCOUNT SIZE
Average Order Size : $40,000 USD ARR
Average Account Size : $40,000 USD ARR
Sales Cycle : 13 months, typically 68 sales calls / meetings to close
COMPETITIVE ADVANTAGES :
IndustrySpecialization & Domain Fit
Integrated Platform Across Sales, Rental & Service
Advanced Asset Tracking & Proactive Maintenance
Strong Reporting, Analytics & Decision Support
SaaS Model with Lower IT Overhead
Ease of Use & Adoption Focus
TYPICAL DAY & DUTIES :
75% New Business Development (prospecting, demos, closing new clients)
25% Administrative Duties (CRM updates, forecasting, reporting)
0% Account Management
LEADS :
50% Prospecting / Cold Calling
25% Warm Leads from Marketing & SDRs
25% Supplied Lists
OVERNIGHT TRAVEL :
25% (approximately 1 week per month across Canada & the U.S.)
SUPPORT & TRAINING :
Sales training : 23 months (ad-hoc, job shadowing, joint calls)
Technical product training : 23 months (self-directed with support from product / marketing)
Expected ramp-up : 23 months until actively selling
WHY YOU SHOULD APPLY :
IndustrySpecialized Leader : they focus solely on the equipment rental, sales, and service sector youll be working with a product built by experts for experts, not a generic solution.
Integrated & Innovative Platform : Youll be promoting a unified system that covers rental operations, dealer sales, service workflows, and AIdriven analytics a compelling, cuttingedge offering.
Impact & Ownership : In your role, youll have significant influence in shaping customer outcomes and expanding market presence your contributions will be visible and meaningful.
Strong Backing & Stability : their SaaS model, cloud infrastructure, and growing market presence offer both credibility and room for growth.
#IND11
Sales Executive Saas • Chicago, Illinois, United States