Senior Product Manager – Brokerage Platform

Senior Product Manager – Brokerage Platform

Reports To: Chief Information Officer

Location: Chicago, IL

Environment: Hybrid

Status: Exempt; Salaried

Who We Are

Recognized by Gartner in their Modern 4PL Market Guide, Redwood Logistics is at the forefront of industry innovation. Our cutting-edge supply chain technology pairs with the expertise of our brilliant minds to empower logistics execution across North America and Mexico.

Leveraging a comprehensive range of services, data-centric network solutions, and a seamlessly integrated platform, we have established our prominence as a key player in the mid-market segment within the freight tech industry.

Whether you’re just starting your career or are an established professional looking for your next opportunity, Redwood inspires innovation across teams to provide transformative solutions for our customers.

Purpose of Your Work

As the Senior Product Manager, Brokerage Platform, you will own the brokerage platform capability roadmap and partner closely with Brokerage Operations, Pricing, Engineering, Architecture, and Data Science to translate business priorities into scalable technology capabilities. You will focus on automating workflows, improving margin-related operating drivers, and modernizing how our brokerage teams work every day.

This is a high-visibility role oriented toward business impact and measured by the controllable operating drivers that influence it. You will define what "better" looks like—faster quote-to-book cycles, reduced manual touches, lower operational cost per load, expanded digital engagement with shippers and carriers, and increasingly intelligent pricing and execution workflows—and help drive the investments that get us there.

How You Make a Difference Everyday

• Serve as a strategic technology partner to Brokerage Operations leadership, helping shape the future of the brokerage business by identifying opportunities to modernize capabilities, accelerate automation, and improve financial performance
• Champion the evolution of Brokerage's digital experience into a unified, secure, browser-based platform that improves usability, operational efficiency, and scalability
• Identify and prioritize opportunities to automate workflows, simplify business processes, reduce manual touches, improve cycle times, and lower cost to serve
• Partner with Pricing, Data Science, Engineering, and Architecture to deliver integrated capabilities that strengthen pricing workflows, enable continuous learning from operational outcomes, and align with enterprise technology standards
• Define measurable business outcomes for product investments, using data and stakeholder feedback to evaluate success and continuously refine priorities
• Influence decisions across a matrixed organization by building alignment, facilitating productive discussions, and balancing short-term operational needs with long-term business capabilities
• Continuously evaluate business needs, technology trends, and emerging opportunities to ensure the Brokerage platform remains competitive, scalable, and positioned for future growth

You’ve Got This?

• 7+ years of Product Management experience leading enterprise software or digital platforms
• Track record of delivering business process automation and operational transformation that resulted in measurable business outcomes
• Success partnering with Operations leaders in logistics, transportation, supply chain, or similarly complex operational environments
• Strong understanding of modern SaaS applications, browser-based platforms, APIs, and enterprise technology ecosystems
• Proven ability to build trusted relationships and influence peers, business leaders, and cross-functional stakeholders without direct authority
• Strategic, analytical, and data-driven mindset with the ability to translate research, operational insights, and business data into actionable product decisions
• Capable of successfully operating within a highly matrixed organization while balancing competing priorities and stakeholder needs
• Ability to translate business strategy into capability roadmaps, investment priorities, and measurable business outcomes
• Forward-looking perspective with the ability to anticipate future business needs and proactively identify technology capabilities that create long-term business value
• Skilled in defining success metrics and using data to evaluate product performance and inform future investment decisions
• Experience partnering with data science, analytics, or AI-enabled product teams to deliver intelligent business capabilities is preferred
• Excellent communication, facilitation, and executive presentation skills, with the ability to communicate effectively with both technical and non-technical audiences
• Sound judgment in making prioritization decisions that balance immediate business needs with long-term strategic objectives
• Bachelor's degree in Computer Science, Information Systems, Business, Engineering, or a related field preferred

What We Offer

• Access to experts and resources for your Learning & Development journey
• Opportunity for internal mobility
• Employee referral bonus program
• Employee Resource Groups (ERGs)
• Annual fundraising and volunteer events to give back to communities
• Paid time off, floating holidays, time off to volunteer and rollover
• Paid parental leave
• Medical, dental, vision and 401k plans (with match)
• Flexible spending account, mass transit and dependent care plans available
• Health savings account, with a annual company contribution for plan participants
• Short-term and long-term disability; life insurance policies subsidized by company
• Additional benefits including pet insurance, accident care, access to legal advice and more

Work Schedule

This position is full-time and hybrid Monday through Friday from 8:00 AM to 5:00 PM with an hour break, but flexibility is available based on coverage.

Compensation Range

Salary Range

$145,000 - 160,000

This position is eligible to earn annual incentives based on individual and company performance.

The estimated pay range reflects an anticipated range for this position.

The actual base salary offered will depend on a variety of factors, including the qualifications of the individual applicant for the position, years of relevant experience, specific and unique skills, level of education attained, certifications or other professional licenses held, and the geographical location in which the applicant lives and/or which they will be performing the job.

Redwood is an equal opportunity employer. Employment decisions at the Company are based on individual merit, qualifications, abilities, and the Company’s needs and resources.

The Company does not discriminate in recruiting, hiring, compensation, promotions, discipline, termination or any other aspect of employment on the basis of an individual’s actual or perceived race, color, creed, religion, sex (including pregnancy, childbirth and related medical conditions), sexual orientation, gender identity, national origin, ancestry, citizenship status, age, disability, marital status, military service or status, genetic information, arrest and conviction record, credit history, or any other basis protected by applicable law.