Director of Sales

Lazio Search Group

Chicago, IL

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JOB DETAILS

SALARY

$130,000–$150,000 Per Year

SKILLS

Business Growth, Coaching, Communication Skills, Competitive Research, Customer Relations, Customer Support/Service, Leadership, Leasing, Logistics, Market Trend Analysis, Meet Sales Quota, Mentoring, Metrics, Performance Management, Performance Metrics, Regional Sales, Sales, Sales Cycle, Sales Forecasting, Sales Management, Sales Pipeline, Sales Prospecting, Sales Strategy, Solution Sales, Team Building, Territory Development, Vehicle Fleets, Willing to Travel

LOCATION

Chicago, IL

POSTED

2 days ago

Director of Regional Sales

Location: Chicagoland Preferred

Travel: Approximately 75%

Compensation: $130,000-$150,000 Base + Incentive Compensation

Overview

A growing organization in the transportation and equipment leasing space is seeking a Director of Regional Sales to lead and develop a national team of Regional Sales Managers. This is a highly visible, hands-on leadership role focused on driving new business growth, increasing field activity, and improving overall sales performance across multiple territories.

This is not a sit-behind-the-desk management position. The ideal candidate will operate as a true player-coach - traveling alongside reps, supporting key customer opportunities, reinforcing accountability, and helping elevate the overall performance of the sales organization.

Responsibilities

Lead, coach, and develop a team of Regional Sales Managers across the U.S.
Travel regularly with reps in-market to support customer meetings, prospecting activity, and strategic sales efforts
Drive pipeline generation, territory development, and new business activity
Reinforce accountability around KPIs, customer engagement, and overall sales execution
Assist with high-profile opportunities and complex customer sales cycles
Partner closely with executive leadership on sales strategy, team development, and performance improvement initiatives
Evaluate team performance and provide coaching, mentorship, and performance management as needed
Maintain visibility into market trends, customer needs, and competitive activity within transportation and intermodal markets

Qualifications

7+ years of experience in transportation, logistics, intermodal, drayage, or equipment leasing sales
Previous leadership experience managing or mentoring sales teams preferred
Proven track record of generating net new business and building customer relationships
Strong hunter mentality with a willingness to remain active in the field
Experience managing pipeline activity, forecasting, and sales accountability metrics
Comfortable operating in a fast-paced, performance-driven environment
Strong communication, coaching, and relationship-building skills
Ability and willingness to travel extensively (approximately 75%)

Preferred Backgrounds

Intermodal transportation
Drayage services
Chassis or equipment leasing
Asset-based transportation providers
Fleet or transportation solutions sales

What Success Looks Like

Increased field engagement and customer activity across the sales team
Improved pipeline generation and quota attainment
Stronger accountability and sales discipline within territories
Growth in new business opportunities and long-term customer relationships

Why This Opportunity

This is an opportunity to join a growing organization at a pivotal stage and play a meaningful role in shaping the future of the sales organization. The role offers strong executive visibility, leadership influence, and the ability to directly impact business growth and team performance.

Director of Sales

Lazio Search Group

Chicago, IL

About the Company

Lazio Search Group

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