Vice President of Sales

Our client is seeking a Vice President of Sales to lead national revenue growth across its core logistics services, including Drayage, Transload, Asset-Based Trucking, OTR, Automotive, and Brokerage. This executive will build and scale a high-performance sales organization, expand enterprise customer relationships, and drive profitable growth across key verticals such as Automotive, Retail, Beverage, Manufacturing, and E-commerce. This role is ideal for a proven logistics sales leader with experience scaling revenue in fast-growing, operations-driven environment. Lead from the front, downtown Chicago.

Reports To: EVP, Strategy & Revenue Growth / CEO

What's Great About This Opportunity:

• Base Salary, $150-225K, plus commission, plus bonus program including long-term incentive eligibility.
• Full benefits package: 401(k) with company match, PTO, regular paid holidays.
• Significant growth opportunity with direct impact on scaling toward a $1B platform
• High-visibility role working closely with the CEO and executive leadership team
  
  

Responsibilities:

• Lead national sales strategy and revenue growth across multiple logistics service lines
• Own pricing strategy, GP% discipline, forecasting, and pipeline management
• Hire, develop, and scale a Chicago-based sales team with national reach
• Drive new logo acquisition and expansion within existing enterprise accounts
• Act as executive sponsor for strategic customers and lead national RFPs
• Partner cross-functionally with Operations, Pricing, Finance, and Marketing
• Represent at major industry events and conferences. Travel 25-50%.
  
  

Qualifications:

• 10 years of sales leadership in logistics or transportation (drayage, intermodal, OTR, brokerage, or automotive logistics)
• Proven success scaling revenue beyond $100M
• Strong enterprise shipper relationships across Automotive, Retail, Beverage, Manufacturing, and E-commerce
• Experience leading and developing sales teams of 10–50
• Strong financial acumen (pricing, GP%, P&L impact)
• Data-driven leader with advanced CRM and forecasting capabilities