Senior Software Engineering Manager - Hybrid (Chicago)

Redwood Logistics, LLC; Chicago (IL); Hybrid; USD 180,000 - 220,000; Full time

Benefits offered by this job

Learning & Development access

Internal mobility

Employee referral bonus program

ERGs

Volunteer events and fundraising

Job summary

Redwood Logistics is seeking an Senior Software Engineering Manager in Chicago, IL. Lead Brokerage and Managed Services engineering, ensuring delivery, reliability, and scalability across the technology stack.

You will mentor high-performing teams, align with Product, Architecture, Security, and business stakeholders, and drive modernization while balancing feature delivery with platform sustainability.

Qualifications

• 8+ years of professional software engineering with progression into leadership.
• 3+ years leading software engineering teams with accountability for delivery, operability, and people development.
• Experience recruiting, developing, retaining, and mentoring engineering talent in a high-performing org.
• Experience establishing engineering delivery standards across multiple teams (release governance, sprint execution, SDLC).
• Proven use of engineering metrics, including DORA, to improve delivery outcomes.
• Experience managing cross-functional delivery across products, platforms, or teams.
• Strong foundation in software engineering for cloud-native apps using C#/.NET and cloud platforms (Azure or AWS).
• Ability to engage in architecture discussions while providing leadership across teams.

Responsibilities

• Own engineering planning, roadmap execution, release quality, and predictable delivery against commitments.
• Partner with Product Managers to maintain a healthy backlog and ensure engineering input informs roadmap and estimates.
• Coordinate cross-team dependencies and proactively manage delivery risks.
• Forecast capacity and align staffing with roadmap priorities.
• Establish and improve SDLC standards including CI/CD and release governance.
• Collaborate with Security on secure SDLC practices and vulnerability remediation.
• Drive testing, automation, and development practices to improve quality and reliability.
• Guide technical decision-making with Architecture and senior engineers for scalable solutions.

Skills

Engineering leadership

Delivery management

Cross-functional collaboration

Cloud-native apps

C#/.NET

Performance metrics (DORA)

Hiring & mentoring

Communication

Tools

Azure

AWS

CI/CD pipelines

Job description

Redwood Logistics is seeking an Senior Software Engineering Manager in Chicago, IL. Lead Brokerage and Managed Services engineering, ensuring delivery, reliability, and scalability across the technology stack.

You will mentor high-performing teams, align with Product, Architecture, Security, and business stakeholders, and drive modernization while balancing feature delivery with platform sustainability.