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Director, Client Success

Redwood Logistics, LLC, WorkFromHome

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Purpose of Your Work:

As Director, Client Success working within Managed Services (one of our entities), you will be responsible for driving revenue growth and customer retention across a large portfolio of existing customers. You will be a leader of people for the Client Success team.

This is a hybrid sales and operations role that requires the ability to identify and help close new sales opportunities, as well as acting as the internal and external champion for clients.

This role usually entails having 1-3 direct reports. In this management capacity, you will help develop and execute strategy for your team of individual contributors while coordinating with senior leaders on overall department and company goals.

Your performance will be measured by business retention, contract renewals, continuous improvement, and revenue growth.

How You Make a Difference Everyday:

Strategic Revenue Leadership

  • Own the value realization and growth strategy for a large portfolio of strategic, enterprise transportation clients.
  • Develop multi-year account growth roadmaps aligned to customer supply chain strategy, cost optimization goals, and service objectives.
  • Identify opportunities across mode expansion, cross-border, managed transportation, and technology enablement.

Executive Relationship Ownership

  • Serve as the commercial owner for assigned accounts, building trusted C‑suite relationships.
  • Lead structured quarterly and annual executive business reviews focused on ROI, optimization strategy, and forward‑looking innovation.
  • Act as a strategic advisor on network design, carrier strategy, procurement events, and transportation technology.

Growth & Retention Accountability

  • 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.

Operational & Analytical Excellence

  • Champion continuous improvement initiatives including routing guide optimization, mode shifts, and automation opportunities.
  • Leverage TMS, BI platforms, and CRM tools to drive data‑backed decision making and storytelling.

Cross‑Functional Leadership

  • Lead, mentor, and develop a high‑performing Client Success team focused on growth, accountability, and client advocacy.
  • Partner closely with Sales, Operations, Procurement, Carrier Management, and Finance to deliver seamless execution.
  • Serve as the internal voice of the customer, influencing product development and process innovation.

Market & Industry Expertise

  • Stay ahead of freight market dynamics, capacity shifts, pricing trends, and regulatory impacts.
  • Guide customers through market cycles with proactive strategy rather than reactive reporting.

You’ve Got This?

Industry Depth & Commercial Acumen

  • 8+ years in transportation and logistics with progressive leadership 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.

Revenue & Growth Mindset

  • Proven track record driving margin expansion, contract renewals, and net revenue growth.
  • Experience leading executive‑level negotiations and complex pricing conversations.
  • Ability to quantify and communicate ROI in transportation cost savings, service improvements, and working capital optimization.

Executive Presence

  • Highly polished communicator comfortable influencing stakeholders from warehouse managers to C‑suite executives.
  • Exceptional storytelling skills using data visualization tools (Tableau, Power BI, etc.).
  • Confident facilitator of high‑stakes QBRs and renewal conversations.

Analytical & Technical Fluency

  • Advanced working knowledge of TMS platforms, BI tools, Salesforce, and ERP/WMS integrations.
  • Strong command of KPIs including cost‑per‑mile, mode optimization, routing guide compliance, tender acceptance, OTIF, claims ratio, and accessorial leakage.
  • Ability to interpret contract language and translate into operational execution and profitability management.

Leadership & Influence

  • Experience building, coaching, and retaining high‑performing teams.
  • Skilled at navigating matrixed organizations and influencing without direct authority.
  • High accountability, ownership mentality, and bias toward action.

Additional Requirements

  • Authorized to work in the U.S.
  • Willingness to travel up to 40%, including occasional international travel.

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

Compensation Range:

Salary Range:

$100,000 - $140,000

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

Connect with our Talent Acquisition team for more information about any questions you have or opportunities you’d like to pursue.

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.

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