Customer Success / Account Representative (Expansion & Retention) — Heavy Equipment Rental SaaS at Just Sales Jobs

As a Customer Success / Account Representative, you will be responsible for managing and growing a portfolio of existing equipment rental and industrial customers using our client’s cloud-based software platform. This role is focused on customer expansion (tier upgrades, additional user licenses, module adoption), retention, and ensuring long-term platform value—not net-new business development or cold calling. You will manage approximately 60–80 customer accounts after ramp-up. Your success will be measured by account growth (ARR expansion), renewals, and minimizing churn. This position offers a base salary ranging from $67,000 – $80,600 plus performance bonus.

COMPENSATION & BENEFITS:

• Base salary: $67,000 to $80,600 plus 15% bonus depending on performance
• First Year OTE: $77,000 - $93,000
• RSP Matching
• Laptop
• Health Benefits
• Furthering Education Reimbursement
  
  

THE COMPANY & CULTURE:

Our client is a SaaS company that provides rental management, fleet tracking, service scheduling, invoicing, and financial solutions for equipment rental and industrial businesses across North America. They are privately owned, established over 30 years ago, and continue to grow through product innovation and acquisitions. The culture is collaborative, customer-focused, and performance-driven. Teams are supportive, decisions are transparent, and leadership encourages initiative, problem-solving, and professional development. Employees describe the environment as approachable, respectful, and driven by continuous improvement.

OFFICE LOCATION & SALES TERRITORY:

• Head Office: Mississauga, Ontario
• Work Model: Primarily remote, with 1–2 days per quarter in office for meetings and team collaboration
• Territory: North America (servicing existing accounts across U.S. and Canada)
• Hours: Monday to Friday, regular business hours

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS:

• 4+ years of sales experience in software, SaaS, or related industries
• Proven track record of upselling and cross-selling within a customer base
• Excellent verbal/written communication, relationship-building, and presentation skills
• Customer Success Manager or Account Manager experience preferred
• Demonstrated ability to drive product adoption and manage customer retention
• Heavy equipment sales, service, or rental background is an asset
  
  

TECHNICAL SKILLS:

• CRM - Proficiency with HubSpot or similar platform
• MS Office - Intermediate
• Video Conferencing & Screen Sharing Tools
• Account Management & Data Tracking Software
• Basic Data Analysis & Reporting Tools
  
  

THE PRODUCT / SERVICE / SOLUTION

• Cloud-based SaaS platform for equipment rental and industrial companies
•  Modules include: contract & rental management, fleet maintenance, service scheduling,
• inventory, work orders, finance, and analytics

PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S):

• Existing customers – equipment rental companies, construction rental, industrial service companies
• Decision-Makers: Operations Managers, General Managers, Controllers, Fleet Managers, Owners, IT
• Leaders
• Accounts are categorized as Expand, Maintain, or Save based on health and opportunity

SALES CYCLE / ORDER VALUE / ACCOUNT SIZE

• Renewals range from 12 to 36 months
  
  

COMPETITIVE ADVANTAGES:

• Industry‑Specialization & 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:

• Account management and relationship building across assigned book of business (60-80 accounts)
• Strategic upselling and cross-selling opportunities through proactive customer engagement
• Product adoption enablement and training to drive increased customer usage
• Account status assessment and tailored outreach based on account needs (maintain, save, or expand)
• Risk mitigation and retention activities for at-risk accounts
• Initial triage and absorption of customer escalations before routing to management when necessary
• Quarterly business reviews and targeted check-ins with key accounts
• Building CS processes and customer enablement curriculum to support customer success
  
  

LEADS:

• No hunting or cold calling—100% existing customer accounts
• Expansion ARR through tier upgrades, adding licenses, and additional modules
  
  

OVERNIGHT TRAVEL:

• Minimal – occasional travel for large accounts, trade shows, or QBRs (less than 10%)
  
  

SUPPORT & TRAINING:

• 2–3 weeks of onboarding sales/product training
• Shadowing current Customer Success Managers and Implementations Team
• Coaching from Director of Customer Success
• Expected to manage accounts independently within 4–6 weeks

WHY YOU SHOULD APPLY:

• No cold calling – fully relationship and growth-focused role
• Stable base salary + predictable bonus model
• Ability to directly influence revenue while building long-term partnerships
• Flexible, mostly-remote structure with supportive leadership
• Career advancement to Senior CSM or leadership within 12–24 months

OTHER SALES JOBS

If this job is not ideal for you, please upload your resume for future considerations at https://justsalesjobs.recruiterbox.com/jobs/61ab37640cd048c4b78dc09bcbf58e04

 Or visit our website to view other available sales jobs at https://justsalesjobs.ca/jobs/

ABOUT JUST SALES JOBS

Just Sales Jobs sources and places Top Sales Talent from Toronto to Kitchener/Waterloo and Cities in between. We use Artificial Intelligence and Machine Learning technologies along with a proven hiring methodology to identify Top Sales Talent.

Just Sales Jobs has earned a reputation as the best recruitment agency in Ontario. We source and place for Sales Positions between Toronto and Kitchener/Waterloo, and cities in between. Sales positions we hire for include, Vice President of Sales, National Sales Director, Sales Director, Director of Sales, Regional Sales Manager, Territory Sales Manager, Sales Manager, Vice President Business Development, Business Development, Business Development Director, Business Development Representative, Business Development Manager, Business Development Officer, Sales Representative, Senior Sales Representative, Sales Development Representative, Account Manager, Account Executive, Senior Account Manager, Telemarketer, Inside Sales, Outside Sales, Door to Door Sales.

Our client is an equal opportunity employer committed to creating a diverse and inclusive, barrier-free workplace. They strive to provide a safe, healthy and respectful workplace where individuals are valued for their contributions. Our client encourages applications from women, aboriginal peoples, members of visible minorities, and persons with disabilities.Our client is committed to providing an accessible and supportive recruitment experience for persons with disabilities. If you require accommodations at any stage of the recruitment process, please notify us in advance at [email protected]We thank all applicants in advance for their interest however, only those candidates under consideration will be contacted.

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