Strategic Enterprise Client Success Director (Remote)

Redwood Logistics LLC; Chicago (IL); Hybrid; USD 100,000 - 140,000; Full time

Benefits offered by this job

Medical, dental, vision and 401k plans

Paid time off

Internal mobility

Employee resource groups

Job summary

Redwood Logistics LLC in Chicago seeks a Director of Client Success for Managed Services to drive revenue growth, value realization, and customer retention across a large portfolio. This hybrid role blends strategic relationship leadership with hands‑on sales and operations, focusing on end‑to‑end solutions and measurable business outcomes.

You will own executive relationships, lead quarterly reviews, shape pricing strategy, and partner with Sales, Operations, Carrier Management, and Finance to

Qualifications

• 8+ years in transportation and logistics with progressive growth across sales, account management, managed transportation, or solution design.
• Demonstrated success managing enterprise accounts ($100M+ Freight Spend or $10M+ Gross Profit portfolios preferred).
• Strong understanding of all transportation modes including LTL, TL, intermodal, international, parcel, and cross-border freight.

Responsibilities

• Own gross profit expansion, contract renewals, and revenue retention targets.
• Proactively mitigate churn risk through predictive performance monitoring and stakeholder mapping.
• Lead pricing strategy discussions, contractual renegotiations, and value-based upsell initiatives.
• Champion continuous improvement initiatives including routing guide optimization, mode shifts, and automation opportunities.

Skills

Executive Presence

Analytical & Technical Fluency

Leadership & Influence

Revenue Growth Mindset

Strategic Revenue Leadership

Tools

Tableau

Power BI

Oracle OTM

MercuryGate

Salesforce

Job description

Redwood Logistics LLC in Chicago seeks a Director of Client Success for Managed Services to drive revenue growth, value realization, and customer retention across a large portfolio. This hybrid role blends strategic relationship leadership with hands‑on sales and operations, focusing on end‑to‑end solutions and measurable business outcomes.

You will own executive relationships, lead quarterly reviews, shape pricing strategy, and partner with Sales, Operations, Carrier Management, and Finance to