Director, Strategic Sales (FFM)

Current job opportunities are posted here as they become available.

Reports To : Vice President, Strategic Sales Managed Transportation

Location : Remote or Chicago, IL

Environment : Remote, with ability to travel as needed

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 Director of Strategic Sales, Managed Transportation working within Redwood Supply Chain Solutions (one of our entities), you will be responsible for leading and developing the Redwood Managed Transportation business development efforts to meet to exceed quarterly and annual goals. You will possess a proven operations, solutions and sales background that allows you to engage with businesses from C‑level to ground floor operations, think strategically, manage complex negotiations, build polished business cases, and build relationships to grow Redwood’s Managed Transportation practice. You will represent our team in front of leaders of all levels across logistics organizations and educate prospects on what we have built and its representative value.

How You Make a Difference Everyday

• Build and manage a customer pipeline, revenue growth targets and global go-to-market strategies for Managed Transportation opportunities through 100% hunting activities
• Coordinate onsite industry events with certain partners and customer prospects
• Lead strategies and contribute to market facing material aimed at establishing the Redwood brand as the top Managed Transportation option within the industry
• Support and scale the Managed Transportation practice as a SME
• Consistently meet quarterly and annual targets
• Develop proposals and negotiate / close complex contracts
• Work across functional groups within Redwood to ensure the Managed Transportation product is meeting customer demands and requirements to close deals
• Build scalable Sales / GTM motions and programs. Identify new markets, verticals, and partners to help scale within those segments
• Summarize product feedback gathered from customer and prospect meetings and act as advocate for our customers with internal development and product teams
• Conduct Agile Sales where a consistent sales process is followed along with constant improvement day by day, week by week
• Develop ‘Land and Expand’ strategies to meet the needs of the customer while allowing for future growth of Redwood Logistics products and services
• Be proficient in Salesforce to update leads, opportunities and real time status of customers
• Ensure a smooth transition from Sales to Account Management
• Analyze data and collaborate with customers, partners and stakeholders to capture feedback understand business needs and build consensus
• Set and measure KPIs that drive key product and business decisions forward
• Maintain up-to-date knowledge of emerging technologies, industry trends, best practices and change management to improve performance and increase profitability
• Work in partnership with other executives regarding cost, value and risk‑potential of new projects and products
• Represent Redwood Logistics as a domain and product expert during customer interactions

You’ve Got This

What We Offer

Work Schedule

This position is full‑time and remote 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 : $90,000 - $150,000

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.

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