Regional Vice President - Enterprise Sales

Paragon Leasing L.P.; United States; Remote; USD 180,000 - 280,000; Full time

Job summary

Paragon Leasing L.P. seeks a Regional Vice President of Enterprise Sales to lead enterprise sales across the Northeast, Southeast, and Midwest, focusing on dedicated and brokerage services within transportation and logistics.

This remote role offers high autonomy with up to 50% travel and requires a proven track record in selling freight solutions to shippers and carriers. You will build strategic sales plans, mentor the team, and drive revenue growth.

Qualifications

• 10+ years in enterprise sales, preferably in transportation/logistics.
• Hunter mentality with proven top-level executive engagements.
• Strong relationship-building and deal-closing track record.
• Experience in brokerage, dedicated, OTR, reefer, and dry van ops preferred.
• Salesforce.com experience is a plus.

Responsibilities

• Lead enterprise sales across the Northeast, Southeast, and Midwest regions.
• Develop and execute regional sales strategies for freight and logistics.
• Engage shippers, carriers, and key decision-makers to qualify and close deals.
• Manage regional accounts and mentor sales teams.
• Collaborate with pricing, operations, and leadership; travel up to 50%.

Skills

Hunter mentality

Relationship building

Executive engagement

Sales strategy

Strategic thinking

Analytical

Communication

Adaptability

Resilience

Business development

Account management

Problem solving

Tools

Salesforce.com

Job description

JOB SUMMARY

The Regional Vice President of Enterprise Sales will lead enterprise-level sales efforts across the Northeast, Southeast, and Midwest regions, focusing on dedicated and brokerage services. This is a high-impact, high-autonomy role designed to attract experienced sales professionals with a proven track record in transportation and logistics.

This is a REMOTE position with potential travel up to 50%

JOB DESCRIPTION

Key Responsibilities

Core Sales & Industry Knowledge

• Deep understanding of transportation and logistics services (e.g., OTR, brokerage, dedicated, reefer, dry van)
• Proven ability to develop and execute sales strategies tailored to freight and logistics
• Strong grasp of market trends and competitive landscape in the trucking industry

Client Engagement & Relationship Building

• Develop and manage long-term customer relationships
• Engage and qualify new prospects through cold calling and relationship development
• Ability to build and maintain long-term relationships with shippers, carriers, and key decision-makers
• Skilled in prospecting, cold calling, and qualifying leads
• Strategically manage regional accounts
• Confidence in negotiating contracts and closing high-value deals

Leadership & Team Management

• Contribute to the growth of the sales team and regional structure
• Experience managing and mentoring sales teams (if applicable)
• Ability to set performance targets and coach team members toward achieving them
• Cross-functional collaboration with operations, dispatch, and customer service teams

Communication & Presentation

• Excellent verbal and written communication skills
• Ability to deliver compelling sales presentations and proposals
• Strong interpersonal skills to influence and persuade stakeholders

Analytical & Strategic Thinking

• Data-driven decision-making using KPIs and sales metrics
• Collaborate with pricing and operations teams to deliver tailored solutions
• Budget management and forecasting
• Ability to prioritize opportunities and manage a sales pipeline effectively

Resilience & Adaptability

• High tolerance for rejection and ability to bounce back quickly
• Flexibility to adapt to changing customer needs and market conditions
• Willingness to travel frequently and work in a fast-paced environment

Drive new business opportunities in dedicated and brokerage services

QUALIFICATIONS

Minimum Qualifications

• 10+ years of sales experience
• Proven hunter mentality
• Strong relationship-building skills
• Confident in engaging top-level executives and decision-makers

Preferred Qualifications

• Experience in brokerage, dedicated, OTR, reefer, and dry van
• Exposure to food-grade tanker operations
• Demonstrated career growth and progression
• Salesforce.com experience preferred

SKILLS AND ABILITIES

• "Best in Class" achievements
• Competitive
• Goal-oriented
• Sales strategy
• Strategic Thinking
• Analytical
• Strong Communication
• Relationship Building
• Adaptable & Resilience
• Salesforce.com
• Sales Funnel
• Sales Closing
• Business Development
• Account Management
• Problem Solving
• Salesforce.com

Work Experience

• Minimum 10 years in enterprise sales, preferably in transportation/logistics

Education

Relevant experience prioritized

Physical Demands

• Frequent travel required (up to 50%)
• Ability to work remotely and on-site as needed
• Prolonged periods sitting at a desk and working on a computer

In compliance with Federal and State equal employment opportunity laws, qualified candidates are considered for all positions without regard to race, color, religion, sex, national origin, age, marital status, veteran status, non-job-related disability, or any other protected group status.