Director, Strategic Sales (TMS, WMS & SaaS Focused)

Redwood Logistics; United States; Remote; USD 90,000 - 171,000; Full time

Benefits offered by this job

Learning & development opportunities

Internal mobility

Job summary

Redwood Logistics is seeking a Director of Strategic Sales focused on TMS, WMS and SaaS offerings. This role is remote within the United States, overseeing multi-service platform sales and a broad channel strategy.

You will build and qualify pipelines, drive new logo growth, manage RFPs, and deliver customer-focused demonstrations while coordinating with delivery teams to ensure seamless execution. The position requires at least 10 years in logistics sales, strong leadership, and the ability to

Qualifications

• 10+ years in sales focused on TMS/WMS and/or supply chain consulting.
• 5+ years in strategic selling across multiple service offerings.
• 3-5 years delivering or managing supply chain technology solutions.
• Proficiency with TMS/WMS software; ability to articulate ROI drivers.
• Willingness to travel up to 50% and work remotely.

Responsibilities

• Promote and sell Redwood’s Platform Services including TMS, WMS, RedwoodConnect and partner SaaS solutions
• Build a self-driven and qualified pipeline focused on goal-oriented sales and new logo growth
• Conduct sales calls to current and potential customers, focusing on Redwood’s Platform Services and cross sales opportunities
• Effectively manage technology and transportation RFPs throughout the entire sales cycle, communicating with stakeholders
• Consult with customers to offer various technology solutions to solve current supply chain challenges while enabling future scale
• Understand customer requirements and scope to qualify opportunities and articulate value drivers
• Identify roadblocks to selecting and implementing a technology solution and work to resolve them
• Develop and present customer facing presentations across all Redwood service lines, primarily in Platform Services
• Collect requirements for, manage, and operate customer facing technology demonstrations
• Transition customer solutions from sales to delivery teams
• Participate in QBRs and feedback loops to drive organic growth within the book of business
• Collaborate across Redwood BUs to maximize value of offerings
• Recommend sales strategies based on market research and competitor analysis
• Maintain strategic customer and Redwood partner relationships
• Manage multiple channel selling strategies
• Report on personal and department activity as requested
• Maintain and utilize Salesforce to manage opportunities, pipeline movements, and forecasting
• Perform other duties as assigned
• Build and develop self-generated pipeline via networking, partnerships and relationships

Skills

Sales leadership in TMS/WMS

Strategic selling

SaaS / platform solutions

ROI / value selling

Negotiation & communication

Leadership

Strategic thinking

Travel readiness

Sales cycle management

Tools

Salesforce

CRM tools

Job description

Director, Strategic Sales (TMS, WMS & SaaS Focused)

Reports To: Vice President, Innovate Sales

Location: Remote (within the US)

Environment: Remote

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 a Director, Strategic Sales (TMS, WMS & SaaS Focused) within Redwood Innovate (one of our entities), you will be responsible for achieving sales targets to meet planned objectives and develop strategic sales strategies to align with company goals. A key function of the position is to promote the overall Redwood Platform Services offerings and sponsor the growth of self-driven strategic sales opportunities, while maintaining high customer satisfaction.

How You Make a Difference Everyday

• Promote and sell Redwood’s Platform Services including TMS, WMS, RedwoodConnect and partner SaaS solutions
• Build a self-driven and qualified pipeline focused on goal-oriented sales and new logo growth
• Conduct sales calls to current and potential customers, focusing on Redwood’s Platform Services and cross sales opportunities
• Effectively manage technology and transportation RFP’s throughout the entire sales cycle, communicating both internally and externally with key stakeholders
• Consult with customers to offer various technology solutions that will solve current supply chain challenges while enabling future scale
• Understand customer requirements and scope to qualify potential opportunities while articulating relevant value drivers within the organization
• Identify potential customer roadblocks to selecting and implementing a technology solution, and work internally and externally to solve the potential challenges
• Develop and present customer facing presentations across all Redwood service lines, primarily in Platform Services
• Collect requirements for, manage, and operate customer facing technology demonstrations
• Effectively transition customer solutions from the sales cycle to the appropriate delivery teams
• Participate in QBR’s and continuous improvement feedback loops with the customer to drive organic growth within the current book of business
• Work effectively across the Redwood BU’s to enable clients to maximize value from the Redwood offerings
• Recommend sales strategies for improvements based on TMS, WMS, and SaaS market research and competitor analysis
• Maintain strategic customer and Redwood partner relationships
• Manage multiple channel selling strategies
• Report on personal and/or department activity as requested
• Maintain and effectively utilize Salesforce to manage opportunities, provide pipeline movements, and provide accurate forecasting
• Perform other related duties as assigned
• Build and develop self-generated pipeline via networking, partnerships and relationships

You’ve Got This?

• Minimum 10 years demonstrated sales experience focused on TMS, WMS, Supply Chain Integrations, and/or Supply Chain Consulting
• Minimum 5 years experience in strategic selling into multiple service offerings
• Minimum 3-5 years experience delivering or managing supply chain technology solutions
• Proficient with Transportation Management and/or Warehouse Management software capabilities; ability to articulate value and ROI drivers to prospective customers
• Strong understanding of application and partner integration approaches
• Strong negotiation, communication, analysis, and networking skills from C-level to end user
• Strong leadership skills
• Flexibility to quickly adapt to business need and/or industry changes
• Strategic thinker
• Travel up to 50%

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 Monday through Friday, with normal business hours from 8:00 AM to 5:00 PM. As an exempt position, some work will be required outside of normal business hours.

Compensation Range

$90,000 - $170,500

This position is eligible to earn monthly, and 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.