Implementation Manager Jobs in Chesterton, IN (NOW HIRING)

Implementation Manager

Reports To: Director, Solution Control

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 youre 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 an Implementation Manager within Managed Services, you will lead complex customer onboarding projects from intake through go-live and stabilization, driving execution, alignment, and follow-through across internal and external teams. You will act as a tactical, customer-facing project manager, working closely with customers and internal delivery teams to manage requirements, timelines, issues, and stakeholder alignment across a large, matrixed project team.

How You Make a Difference Everyday:

• Lead projects through planning, execution, cutover, and closure using a structured project management approach.
• Manage deliverables across both customer and internal functional partners.
• Ensure projects follow defined process and governance standards, including clear ownership, timelines, risks, issues, and dependencies.
• Own functional requirements that are clearly documented, comprehensive, and traceable through implementation.
• Analyze project priorities, risks, and requirements and make appropriate recommendations for action.
• Set internal team expectations and provide regular progress updates to both internal and external stakeholders.
• Communicate project status, risks, and issue urgency to leadership in a clear and timely manner.
• Serve as a liaison between internal teams and external customers on onboarding and implementation projects.
• Support client communication through weekly status updates, issue resolution, and ongoing knowledge sharing.
• Lead leadership-level SteerCo meetings, gaining exposure to senior decision-makers while shaping onboarding priorities, surfacing risks, and driving alignment across a highly cross-functional environment.
• Influence and coordinate up to 10 internal teams, driving collaboration and accountability to keep onboarding milestones moving and deliver on customer commitments.
• Track a high volume of actions, dependencies, and follow-ups across multiple stakeholders.
• Develop project plans and timelines that balance speed-to-market with quality, readiness, and operational impact.
• Support problem resolution by documenting issues, coordinating stakeholders, tracking actions, and following through to closure.
• Contribute insights to improve and standardize business processes that enhance customer service, internal reporting, information flow, and organizational planning.
• Manage multiple simultaneous customer and internal initiatives across tactical and enterprise-level work.
• Present complex information to leadership in a concise, organized, and data-driven way using PowerPoint, Excel, or other presentation formats.
• Foster urgency, accountability, and collaboration in alignment with Redwood company values.

Youve Got This?

• Bachelors degree in logistics, supply chain management, operations management, transportation, business administration, or related field preferred.
• 2+ years of as a project manager or business analyst, preferably on implementation or client onboarding projects.
• 2+ years of logistics, transportation, warehousing, distribution, or managed services experience.
• Demonstrated experience leading projects through process, governance, requirements gathering, timeline management, stakeholder coordination, and follow-through across multiple teams.
• Managed transportation experience across variable modes such as TL, LTL, and Parcel strongly preferred.
• Exposure to system integrations, operational design, or technology-enabled implementation work strongly preferred.
• Strong project management, organizational, and prioritization skills required.
• Exemplary written and verbal communication skills, with the ability to present complex and detailed information clearly and concisely to customers and leadership.
• Proven problem-solving and critical thinking skills.
• Strong attention to detail and follow-through.
• Customer service mindset with the ability to build rapport and credibility quickly.
• Adaptable, self-starting, and able to work effectively and take initiative in a fast-moving environment.
• Ability to build strong relationships across Redwood teams at all levels.

Tools You Will Use:

• Confluence

• Mavenlink

• Proficiency with MercuryGate and/or OTM TMS is a plus

• High proficiency with MS Office Word, Excel, and PowerPoint

• Tableau

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-Friday from 8:00 AM to 5:00 PM with an hour break, but flexibility is available based on coverage. This position requires onsite presence 50% of the week.

Compensation Range:

Salary Range:

$80,000 - $100,000

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 Companys 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 individuals 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.