Question
10+

Senior Director- Transportation

1/21/2026

The Sr. Director- Transportation will own the P&L of the division and drive efficiencies to better serve clients and allow for scalable growth. The position will manage a team to create an efficient transportation model that services existing clients and creates space for significant growth.

Working Hours

40 hours/week

Company Size

201-500 employees

Language

English

Visa Sponsorship

No

About The Company
A premier security firm led by a team of elite protective services experts and passionate business professionals. Silver Star designs and implements proactive, comprehensive security plans and systems that mitigate safety risk. Driven by a culture of service, integrity and earned trust, we provide tailored solutions leveraging the most advanced security protocols available to protect those in our care.
About the Role

Description

  

Position: Sr. Director - Transportation 

Location: Rolling Meadows, IL and Romeoville, IL 

Schedule: Monday- Friday 

Reports to: President – Silver Star 


About Secure Transport 


Secure Transport, LLC is Illinois’ largest 3rd Party Social Equity independent cannabis transportation provider. We specialize in the safe, efficient, and reliable delivery of cannabis products while ensuring full compliance with state regulations. Our commitment to excellence goes beyond service; we prioritize building lasting relationships with our customers through respect, integrity, and trust. We believe in the power of a personal, customer-first approach, and it is this philosophy that has been the cornerstone of our success as. We expand in both size and impact. Secure Transport is a proud sister company of Silver Star Protection Group, a licensed security agency based in Illinois.  


Overview 


The Sr. Director- Transportation, will be a detailed, data driven professional who will own the P&L of the division and drive ongoing efficiencies within the group to better serve our clients and allow for scalable growth both within IL and in other states. The position will manage a team of Operations Managers, Schedulers and Billing Coordinators along with a team of Fleet drivers to create an efficient transportation model that services existing clients and creates space for significant growth. The Sr Director will champion the culture of teamwork and a customer first mentality while maintaining the highest level of professionalism. The position will primarily be based in the home office in Rolling Meadows, IL but may also require travel within the state of Illinois to the firm’s existing and future transfer site locations. 

Requirements

  

Full P&L ownership of the division 

  • Expense Review and Management 
  • Pricing Analysis 
  • Scheduling and Routing efficiencies 
  • Ongoing Forecasting and Budget Planning 

Customer Relations 

  • Profitability Analysis 
  • Regular Customer Communications – to      enhance relationships 
  • New Client reviews      and acquisition assistance 

Asset Management 

  • Fleet Management 
  • Systems review  

Regulatory  

  • Audit responses – ISP, IDFPR 
  • Internal regulatory requirement      monitoring – METRC 

Data Management 

  • Enhance the efficiency of      data utilization for better efficiency 
  • KPI monitoring – Client level through employee      level 

Requirements 

  • 10-15 years of Professional experience ideally within      the transportation or logistics field 
  • Knowledge of the IL state      cannabis regulatory framework is preferred 
  • Historical work experience within a regulated      industry is a bonus 
  • Strong Data management skills  
  • Demonstrated leadership growing      a team and leading effective change  

Compensation: Starting at $100k DOE 

Key Skills
P&L OwnershipExpense ManagementPricing AnalysisSchedulingRouting EfficienciesForecastingBudget PlanningCustomer RelationsProfitability AnalysisFleet ManagementData ManagementKPI MonitoringLeadershipRegulatory ComplianceAudit ResponsesAsset Management
Categories
Management & LeadershipTransportationLogisticsSecurity & Safety
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