Lease Sales Representative - Business Development / B2B

Penske•Honolulu, HI

About The Position

Penske is seeking a Lease Sales Representative to develop business and strategic partnerships within an assigned territory. The representative manages their time and priorities independently, builds executive-level relationships, and provides customized transportation solutions that help businesses improve operations, increase efficiency, and address business challenges. The role uses Penske technology and insights to serve as a trusted transportation consultant and drive revenue growth. The representative prospects, develops, and closes new, add-on, and retention opportunities across Penske product lines, manages a sales pipeline and territory, negotiates leasing and maintenance agreements, and works with internal and Corporate Sales teams to support growth strategies and service delivery. The role also involves attending industry events and client meetings, monitoring industry and regulatory developments, and conducting data-informed customer partnership reviews. This is a full-time position requiring regular, predictable attendance and travel as necessary. The associate must be able to perform the listed physical and mental functions, with reasonable accommodation available for individuals with disabilities. Compensation is listed as $65,300 to $84,900 per year, plus performance-based commission.

Requirements

At least 5 years of executive-level sales experience, or experience in a sales support role with executive-level customer exposure; service and transportation selling experience is preferred.
Demonstrated ability in consultative and strategic selling, including presenting multiple products and services to C-level executives verbally and in writing.
Ability to build rapport and relationships with internal and external customers at all levels.
Strong organizational and time-management skills, including the ability to prioritize multiple projects and work streams.
Skill operating computer software, including Microsoft Word, Excel, PowerPoint, Outlook, and sales CRM software.
High school diploma or equivalent required.
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 job duties, and work at the required location.
Must complete a Penske employment application and submit to a background investigation, including past employment, education, and criminal history, and drug screening.
Ability to read, communicate verbally and/or in writing, remember and analyze information, and understand instructions or guidelines.
Ability to stand, walk, and sit; frequently use hands to touch, handle, and feel and reach with hands and arms; and occasionally lift or move up to 25 pounds/12 kilograms.
Required vision abilities include close vision, distance vision, peripheral vision, depth perception, and the ability to adjust focus.

Nice To Haves

Bachelor's degree in Sales, Marketing, or a related field.
Sales experience in transportation, logistics, or fleet management.
Proven success meeting or exceeding sales quotas in competitive, field-based B2B environments.
Executive-level communication and negotiation skills, including the ability to influence C-suite stakeholders and close complex, multi-party deals.
Consultative selling approach and business acumen to understand customer needs, financial impacts, and growth opportunities.
Proficiency with CRM systems and data-driven tools, and ability to manage a sales pipeline, territory, and time effectively.
Self-motivation, adaptability, collaboration, resilience through long sales cycles, and ability to work cross-functionally.

Responsibilities

Prospect, develop, and close new, add-on, and retention opportunities within an assigned territory to meet annual quota targets.
Identify leads through cold calling, networking, and referrals across Penske product lines, including Penske Trailer Plus, Penske Fleet Management, Logistics, and On-Site.
Build and maintain strategic relationships with C-suite executives and other key decision-makers.
Understand customer operations and provide insights and transportation solutions that improve business outcomes.
Negotiate leasing and maintenance agreements that create mutual value for customers and Penske.
Conduct regular partnership reviews using 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 communicate Penske's value proposition, align growth strategies, and support 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.
Stay informed about industry trends, competitors, and regulatory changes to position solutions effectively.
Manage the sales pipeline using Salesforce and maintain communication with prospects and customers throughout the sales cycle.
Travel as necessary and work the hours needed to accomplish job duties.