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Added 13 mins ago
AH
Therapy Assistant LC
Alberta Health Services
Calgary, AB · Greater Calgary Metropolitan Area
- Part-time
…Pathologist to meet children's rehabilitation and therapeutic goals. Representative duties may include but are not limited to: implementation of educational programming, developmental play,…
Added 42 mins ago
NC
Housing Support Worker
Neighbours Community Homes
Canada
- Full-time
Minimum 3 years’ experience in serving people living in poverty who have experienced homelessness and/or are precariously housed and have mental health and/or addiction issues.
Added 1 hour ago
P
Lease Sales Representative
Penske
Winnipeg, MB
- Full-time
…strategic partnerships and revenue growth. As a Lease Sales Representative, you'll own your territory, while operating with a high level of self-motivation and personal responsibility for…
Added 1 hour ago
KS
Field Sales Representative- (Full-Time/Part-Time) - Peterborough,
Kognitive Sales Solutions
Peterborough, ON
- Full-time
- Part-time
Proactively approach customers in-store and walk them through the features and value of our client's credit card products
Added 3 hours ago
H
Manager Medical Device Reprocessing Saskatoon City Hospital
HealthCareersInSask.ca
Saskatoon, SK
- Full-time
…to enable an innovative and positive working climate and a client‐centric culture. The Manager must work cross functionally within the portfolio and across the organization to support…
Added 3 hours ago
S
Clinic Transcription and Health Records Evaluator, TB Clinics - BC Centre for Disease Control
Sanya’k̓ula
Vancouver, BC
- Full-time
…admission-discharge summaries and pathology reports for inclusion in client’s records, forwarding reports to author for review and signature and distributing…
Added 3 hours ago
CC
Student, Technical Support
Cameco Corporation
Saskatoon, SK
- Full-time
…create a culture where inclusion is the goal, and a diverse and representative workforce is our measure of success. Cameco is committed to providing an inclusive selection process, free…
Added 4 hours ago
C
Senior Account Manager - Financial Institutions
Corpay
Toronto, ON
- Full-time
Manage strategic client relationships to drive satisfaction, retention, and expansion
Added 4 hours ago
D
Personal Finance Advisor
Desjardins
Repentigny, QC · Terrebonne, QC
- Full-time
…solutions to meet their financial goals. You work closely with a client base consisting of young people and individual members. Interpersonal savvy is therefore essential. You drive results…
Added 5 hours ago
AG
Field Representative - Alcoholic Beverages
Acosta Group
Toronto, ON · Etobicoke, ON
- Full-time
…Merchandiser to support the in-store execution for our leading CPG client. In this role, you will execute a range of in-store merchandising tasks, from shelf stocking to display creation,…
Added 5 hours ago
BB
Senior Technician - Security
Bosch Building Technologies North America
AB · Edmonton, AB
- Full-time
…alternative solutions as needed to complete installations to client…
Added 6 hours ago
NM
Business Development Representative
NewLife Marketing
Barrie, ON
- Full-time
Business Development Representative (BDR) - Full-Time, In-Office
Added 6 hours ago
CW
Facility Solutions Manager, full time
City Wide Facility Solutions
Vancouver, BC
- $55,000 to $80,000 CAD / year
- Full-time
The Facility Solutions Manager is responsible for the business operations of an assigned client contracted service area. This is an outside, B2B account management position that provides…
Added 6 hours ago
CW
Facility Solutions Manager, full time
City Wide Facility Solutions
Burnaby, BC
- $55,000 to $80,000 CAD / year
- Full-time
The Facility Solutions Manager is responsible for the business operations of an assigned client contracted service area. This is an outside, B2B account management position that provides…
Added 6 hours ago
CW
Account Representative / Account Manager / Project Manager
City Wide Facility Solutions
Burnaby, BC
- $55,000 to $80,000 CAD / year
- Full-time
We are seeking a proactive, relationship-driven Account Representative / Account Manager to manage and grow a portfolio of commercial client accounts. This role is ideal for someone who…
Added 7 hours ago
Residential Community Living Worker (Diversity Flats)
Connective
Kamloops, BC
Ensure that the client, while in the community and within Connective’s housing facilities, is adequately supervised and that any increase in risk is addressed promptly through the use of…
Added 7 hours ago
C
Financial Service Representative II
CIBC
Burnaby, BC
- Full-time
…meaningful difference in our clients’ lives. As a Financial Services Representative, you’ll foster key relationships with clients, understand their financial and personal goals, provide…
Added 8 hours ago
F
Lead Building Services Design Engineer
Fluor
Vancouver, BC
- Full-time
…This position has oversight of a specific area, and acts as a representative to the department ensuring technical accuracy in project execution in all phases. This role has the…
Added 8 hours ago
C
Financial Services Representative ll
CIBC
BC
- Full-time
…meaningful difference in our clients’ lives. As a Financial Services Representative, you’ll foster key relationships with clients, understand their financial and personal goals, provide…
Added 8 hours ago
NS
Pharmacist - Seniors Care
Nova Scotia Health Authority
Yarmouth Indian Reserve No. 33, NS · Yarmouth, NS
- Full-time
…well-being of patients. The Pharmacist provides collaborative, client centered care across the continuum, supporting patients, families, populations and communities. This position includes…
Added 8 hours ago
PT
Senior Technician - Security
Paladin Technologies
AB · Edmonton, AB
- Full-time
…alternative solutions as needed to complete installations to client…
Added 8 hours ago
NS
Short Order Cook - Nutrition and Food Services
Nova Scotia Health Authority
Victoria Vale, NS
- Full-time
…preparation and cooking of food as required for the patient/client menu. The Short Order Cook follows quantity recipes ensuring menu choices produced meet quality standards. The Short Order…
Added 8 hours ago
R
TV and Digital Sales Representative – Business Development (French Services) (Telework/Hybrid)
Radio-Canada
Montreal, QC
- Part-time
Bachelor’s degree in administration or related field, or equivalent experience.
Added 8 hours ago
NS
Patient Access Navigator - Wellness Courts - Mental Health and Addictions
Nova Scotia Health Authority
Kentville, NS
- Full-time
…self-navigation within the health care system. Through assessment of client needs, the role facilitates connections to treatment, community-based supports, and ancillary services that…
Added 8 hours ago
NS
Clinical Therapist (Masters) - Schools Plus - Mental Health and Addictions
Nova Scotia Health Authority
NS · Inverness, NS
- Full-time
…population. The clinician will act as a liaison between the client, school, and mental health…

Penske

Lease Sales Representative

Winnipeg, MB, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Posting language: English
Posted: Oct 14, 2026

Original job description

Ready to Launch Your Sales Career with a Winning Team?

Join a fast paced, results-driven sales environment where your expertise drives strategic partnerships and revenue growth. As a Lease Sales Representative, you'll own your territory, while operating with a high level of self-motivation and personal responsibility for managing your time and priorities. You'll build executive-level relationships and deliver customized solutions that help businesses improve operations, increase efficiency, and solve complex challenges. You'll act as a trusted transportation consultant, leveraging Penske's industry-leading technology and insights to solve complex business challenges.

We’re looking for someone who is motivated, curious, and ready to make an impact.

Location: 1100 King Edward St, Winnipeg, MB R3H 0R2

Salary + Commission + Company Car

Why Join Penske?

Making a living while also enjoying the living part of life. We make sure you are compensated well and have the support you need to grow, stay healthy and maintain a good work-life balance.

Competitive base salary + performance-based commission
A company-provided vehicle for both business and personal use
Comprehensive training and development from day one
Best-in-class sales technology that gives you a competitive edge in the market
Comprehensive benefits including medical, dental, and vision coverage
Group RRSP with up to 5% employer match
Paid sick days and employee referral bonuses
Flexible, supportive work structure
Real advancement opportunities across sales, operations, and more

What You’ll Do

Prospect, develop, and close new, add, and retention opportunities within your assigned territory to meet annual quota targets, including identifying leads through cold calling, networking, and referrals across Penske's diverse product lines (Penske Trailer Plus, Penske Fleet Management, Logistics, On-Site, etc.)
Build and maintain strategic relationships with C-suite executives and key decision-makers to drive long-term partnerships
Act as a trusted transportation consultant by understanding customer operations and delivering insights that improve their business outcomes
Negotiate complex leasing and maintenance agreements that create mutual value for customers and Penske
Conduct regular partnership reviews using data-driven intelligence - leveraging Salesforce, fleet analytics, and business insights tools - to identify growth opportunities and expand share of wallet across product lines
Collaborate with internal teams and the Corporate Sales team early in the sales process to articulate Penske's full value proposition, align on growth strategy, and ensure seamless service delivery
Qualify opportunities by evaluating customer fit, deal structure, and long-term partnership potential
Represent Penske at industry events, trade shows, and client meetings to expand your network and market presence
Stay informed on industry trends, competitive landscape, and regulatory changes to position solutions effectively
Manage your pipeline proactively using Salesforce and maintain consistent communication with prospects and customers throughout the sales cycle

What You Bring

Proven success in meeting or exceeding sales quotas in competitive, field-based B2B environments, preferably in transportation, logistics, or fleet management
Strong executive-level communication and negotiation skills, with the ability to influence C-suite stakeholders and close complex, multi-party deals
Consultative selling approach with business acumen to understand customer needs, financial impacts, and uncover growth opportunities
Proficiency with CRM systems and data-driven tools, with the ability to manage pipeline, territory, and time effectively
Self-motivated, adaptable, and collaborative, with resilience in long sales cycles and the ability to work cross-functionally with internal teams

Qualifications

5+ years of executive level sales experience or experience in a sales support role with executive level exposure to customers, preferably in a service and transportation selling environment
Full Class 5 Driver's license
High School Diploma or equivalent required bachelor’s degree in business, Sales, Marketing, or related field preferred
Demonstrated ability in consultative and strategic selling techniques, including previous experience in articulating / presenting multiple products and services to C-level executives both verbally and in writing
Ability to connect and build rapport / relationships with internal and external customers at all levels
Strong organizational skills, time management skills, and the ability to prioritize multiple projects / work streams
Skill in the operation of variety of computer software programs, including Microsoft Word, Excel, PowerPoint, Outlook, and Sales CRM
Regular, predictable, full attendance is an essential function of the job
Willingness to travel as necessary, work the hours necessary to accomplish the job duties, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening required.

Join Penske and be part of something bigger - where your drive opens the door to real opportunity.

Physical Requirements:

The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.
The associate will be required to: read; communicate verbally and/or in written form; remember and analyze certain information; and remember and understand certain instructions or guidelines.
While performing the duties of this job, the associate may be required to stand, walk, and sit. The associate is frequently required to use hands to touch, handle, and feel, and to reach with hands and arms. The associate must be able to occasionally lift and/or move up to 25lbs/12kg.
Specific vision abilities required by this job include close vision, distance vision, peripheral vision, depth perception and the ability to adjust focus.

About Penske Truck Leasing/Transportation Solutions

Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Penske to learn more.

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More about this job

Responsibilities

The Lease Sales Representative will prospect, develop, and close new business opportunities within an assigned territory to meet annual quota targets. They will act as a trusted transportation consultant by building strategic relationships with C-suite executives and delivering customized leasing and maintenance solutions.

Requirements

Candidates must have 5+ years of executive-level sales experience, preferably in transportation or logistics, and possess a full Class 5 Driver's license. Proficiency in CRM software and strong consultative selling skills are essential for managing complex, multi-party deals.

Skills

Sales
Consultative selling
B2B sales
Negotiation
Relationship management
Pipeline management
Strategic planning
Fleet management
Logistics
Transportation
CRM
Salesforce
Data analysis
Communication
Time management
Business acumen

Benefits

Competitive base salary
Performance-based commission
Company-provided vehicle
Comprehensive training and development
Medical coverage
Dental coverage
Vision coverage
Group RRSP with employer match
Paid sick days
Employee referral bonuses

Visa sponsorship

Not detected in the job text

Keywords

Sales
Leasing
Transportation
Logistics
Fleet Management
B2B
Consultative Selling
Salesforce
CRM
Cold Calling
Networking
C-suite
Negotiation
Business Development
Account Management
Territory Management
Data-driven
Analytics
Trailer Plus
On-Site
Strategic Partnerships
Revenue Growth
Microsoft Office
Field Sales
Regulatory Compliance

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