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Roadrunner

Director of Technology

Downers Grove, ILPosted 6 days ago
FULL_TIMEonsite

Job Description

Technology at Roadrunner cannot operate in silos.

Application teams cannot move quickly if infrastructure slows them down. Infrastructure decisions are meaningless if they do not improve how applications are delivered, supported, and scaled.

We need a technology leader who understands both sides.

This role exists because we need stronger execution across engineering, infrastructure, business systems, and delivery teams. Someone who can step into an existing environment, improve how teams operate, and ensure technology work translates into real business outcomes.

This is not a pure application leadership role.

This is not a pure infrastructure role.

It is for someone who can operate across both—and bring stronger execution, accountability, and leadership to the entire system.

You’ll lead teams across engineering, business analysts, EDI, and supporting technology functions while helping Roadrunner build a faster, more reliable technology organization.

What you’ll do 

1. Lead technology execution across the business 

  • Own delivery across engineering, infrastructure, business systems, EDI, and supporting technology teams 

  • Ensure priorities are clear and work moves quickly 

  • Remove blockers across teams and functions 

  • Improve execution across multiple concurrent initiatives 

  • Create better operational discipline without creating unnecessary bureaucracy 

2. Connect applications and infrastructure 

  • Ensure infrastructure enables application performance, scalability, and delivery speed 

  • Identify gaps between development, operations, and system performance 

  • Improve coordination between application teams and infrastructure teams 

  • Balance speed, reliability, scalability, and operational risk in decision-making 

  • Ensure technology functions operate as one system—not disconnected teams 

3. Build a stronger technology organization 

  • Step into an existing team and assess structure, capabilities, and performance 

  • Strengthen accountability, role clarity, and execution standards 

  • Develop managers and technical leaders 

  • Build a team that solves problems quickly and executes consistently 

  • Improve how teams collaborate across functions 

4. Drive operational improvement 

  • Identify inefficiencies in workflows, systems, and delivery processes 

  • Improve execution speed without sacrificing quality 

  • Build better operating rhythms across teams 

  • Strengthen ownership and follow-through across the organization 

  • Create systems that scale as the business grows 

5. Partner with the business 

  • Work closely with Operations, Pricing, Customer Experience, and leadership teams 

  • Translate business priorities into clear technical execution plans 

  • Communicate tradeoffs, risks, and progress clearly 

  • Ensure technology investments create measurable business value 

What you bring 

  • 7+ years of technology leadership experience 

  • Experience leading application development teams, infrastructure teams, or both 

  • Experience operating in environments where execution mattered more than theory 

  • Experience leading teams through growth, ambiguity, or organizational change 

  • Strong track record improving team performance and delivery outcomes 

  • Ability to operate across multiple technical functions without needing to be the deepest specialist in every area 

  • Hands-on enough to ask strong technical questions and unblock teams when needed 

  • Strong communication skills with both technical teams and executive leadership 

How you operate 

  • You solve problems across systems—not within silos 

  • You improve execution instead of adding bureaucracy 

  • You’re comfortable inheriting teams and making them better 

  • You make decisions with incomplete information 

  • You focus on outcomes—not activity 

  • You move quickly and hold people accountable 

  • You understand both technical complexity and business urgency

About Roadrunner 

Roadrunner is redefining long-haul LTL. 

We operate the most extensive metro-to-metro, direct long-haul network in the United States. With nationwide coverage, cross-border service into Canada and Mexico, and terminals across 40+ metro markets, our Smart Network™ is engineered for speed, precision, and consistency. 

By leveraging direct routing and over-the-road driver teams—without reliance on rail—we reduce rehandles, eliminate handoffs, and lower risk of delay, loss, or damage. The result is faster, more reliable transit aligned with modern supply chains. 

Our operations are powered by a next-generation platform using AI and machine learning to optimize routing, enforce custodial integrity, and deliver real-time visibility. 

More than 900 owner-operators operate on the network, supported by technology that directly impacts execution at scale. 

Roadrunner is a publicly traded company (RRTS) scaling a differentiated model in an industry ready for change. 

Compensation & setup 

  • $140K–$160K base 

  • Hybrid (Downers Grove, IL) 

  • Full benefits package 

Physical Demands and Work Environment 

The physical demands and work environment described here are representative of those an employee encounters while performing the essential functions of this position.  Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions. 

Physical Demands: 

  • Sedentary physical activity performing non- strenuous daily activities of an administrative nature.  

  • While performing the duties of the job, the employee is regularly required to sit, walk, stand, reach/handle items, work with the fingers, and talk and hear others in conversations via the phone or in person. 

Work Environment: 

  • The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job.  

  • The noise level in the work environment is usually moderate. 

* The above statements reflect the general details necessary to describe the principal functions of the position and are not intended to be all inclusive. The position and any of the requirements listed above are subject to change at any time according to the changing needs of the company. 

* We will not accept unsolicited candidates from external recruiters or recruiting agencies. Thank you!

#LI-HybridDowners Grove, IL

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Director of Technology at Roadrunner | Renata