Lease Sales Representative Jobs
Lease Sales Representative jobs are open from entry-level to senior across commercial real estate, equipment leasing, vehicle fleet, and property management companies, with specializations in commercial leasing, fleet sales, and residential lease-ups. Scan the live roles below and apply to whichever ones fit.
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Showing 5 of 6+ Lease Sales Representative jobs
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.
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
- Retirement plans
- 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
- 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
- High School Diploma or equivalent required bachelor’s degree in Sales, Marketing, or related field preferred
- Valid Driver’s license required
- 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.
Salary: $65,300 to 84,900 per year
Penske is an Equal Opportunity Employer.
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.
Job Category: Sales/Business Development/Sales Management
Job Family: Sales
Address: 819 Ahua St.
Primary Location: US-HI-Honolulu
Employer: Penske Truck Leasing Co., L.P.
Req ID: 2613383
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.
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
- Retirement plans
- 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
- 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
- High School Diploma or equivalent required bachelor’s degree in Sales, Marketing, or related field preferred
- Valid Driver’s license required
- 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.
Salary: $65,300 to 84,900 per year
Penske is an Equal Opportunity Employer.
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.
Job Category: Sales/Business Development/Sales Management
Job Family: Sales
Address: 819 Ahua St.
Primary Location: US-HI-Honolulu
Employer: Penske Truck Leasing Co., L.P.
Req ID: 2613383
See All 6 Lease Sales Representative Jobs
Find roles that match your experience and apply in just a few clicks.
Find JobsLease Sales Representative Job Market
Who's Hiring
What Employers Look For
The qualifications that appear most often in lease sales representative jobs.
- Proven experience in leasing, sales, or property management with a consistent closing record
- Proficiency with property management or CRM software such as Yardi or AppFolio
- Valid driver's license and reliable transportation for property or client site visits
- Strong verbal communication and customer service skills for prospect and tenant interactions
- High school diploma or equivalent required, associate or bachelor's degree often preferred
- Familiarity with Fair Housing laws, lease documentation, and local rental regulations
Tips for Your Lease Sales Representative Job Search
Tailor your resume to lease cycles
Highlight your experience with lease-up timelines, renewal rates, and occupancy targets rather than generic sales numbers. Hiring managers for these roles want to see that you understand the full lease lifecycle, not just closed deals.
Apply early to roles that fit
Migrate Mate lists lease sales representative openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Show CRM fluency in your application
Name the specific property management or leasing software you've used, such as Yardi, AppFolio, or fleet CRM tools, directly on your resume. Vague mentions of 'CRM experience' get passed over when recruiters are scanning for platform-specific familiarity.
Filter by property or asset type
Lease sales roles differ significantly across multifamily residential, commercial office, industrial, and equipment categories. When searching, filter or search by the asset type you know best so your experience maps directly to what the employer needs.
Prep role-play scenarios before interviews
Many lease sales interviews include a live walk-through or objection-handling role-play. Practice responding to common pushbacks like pricing objections, unit comparisons, or lease-term flexibility before you go in, not after your first screening call.
Negotiate on commission structure, not just base
Lease sales compensation often includes tiered commissions, signing bonuses, or lease-up incentives that aren't always listed upfront. Ask specifically how commissions are structured for new signings versus renewals before you evaluate the total offer.
Lease Sales Representative Jobs: Frequently Asked Questions
Which companies are hiring the most lease sales representatives?
Penske Truck Leasing, The Larson, and TRANSCHICAGO TRUCK are hiring the most lease sales representatives right now, with openings concentrated in Hawaii, Illinois, and New Jersey, based on current listings on Migrate Mate as of November 2026. Volume tends to track with new property developments, fleet expansions, and peak leasing seasons in those markets.
How do you become a lease sales representative?
Start by building a foundation in customer-facing sales, property management, or account management so you can speak to closing and relationship skills. Familiarize yourself with lease documentation, Fair Housing basics if you're targeting residential roles, or asset-specific regulations for equipment and fleet. Getting comfortable with property management or leasing software before you apply makes you a stronger candidate from day one.
Can you get hired as a lease sales representative with little or no experience?
Yes, many residential leasing companies and property management firms hire entry-level candidates and train them on-site. Retail sales, hospitality, or customer service backgrounds transfer well because the core skills overlap. Focus your applications on lease consultant or leasing agent roles, which are often the entry point before moving into a full sales representative title.
What does the lease sales representative interview process look like?
Most processes start with a phone or video screen to assess communication style and sales instinct, followed by an in-person or virtual interview with a property manager or sales director. Many employers include a role-play scenario where you walk through a prospect inquiry or handle a lease objection. Background checks and a valid driver's license verification are standard final steps.
Where can I find and apply to lease sales representative jobs?
You can find and apply to lease sales representative jobs on Migrate Mate, which lists current openings from across the United States in one place. Search the listings to find roles that match your background and experience, then apply directly to each one that fits.
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