Director, Strategic Sales – Managed Transportation

This is a fully remote position, open to applicants in Illinois.

📋 Description

• Develop and oversee a customer pipeline, revenue growth objectives, and global go-to-market strategies for Managed Transportation opportunities through 100% proactive outreach efforts.

• Organize onsite industry events with select partners and potential customers.

• Formulate strategies and contribute to market-facing materials aimed at positioning the Redwood brand as the premier Managed Transportation solution in the industry.

• Provide support and scale the Managed Transportation practice as a Subject Matter Expert (SME).

• Consistently achieve quarterly and annual performance targets.

• Create proposals and negotiate/close complex contracts effectively.

• Collaborate across functional teams within Redwood to ensure the Managed Transportation product aligns with customer demands and requirements to secure deals.

• Establish scalable Sales/GTM motions and initiatives.

• Identify new markets, verticals, and partners to facilitate growth within those segments.

• Compile product feedback obtained from customer and prospect interactions and advocate for our customers with internal development and product teams.

• Implement Agile Sales practices to ensure a consistent sales process is followed, with continual improvement day by day, week by week.

• Develop Land and Expand strategies to address customer needs while allowing for future growth of Redwood Logistics products and services.

• Utilize Salesforce proficiently to update leads, opportunities, and real-time customer status.

• Guarantee a seamless transition from Sales to Account Management.

• Analyze data and collaborate with customers, partners, and stakeholders to capture feedback, understand business needs, and build consensus.

• Establish and measure KPIs that propel key product and business decisions forward.

• Stay informed about emerging technologies, industry trends, best practices, and change management to enhance performance and increase profitability.

• Collaborate with other executives on cost, value, and risk assessment of new projects and products.

• Represent Redwood Logistics as a domain and product expert during customer engagements.

⛳️ Requirements

• A proven hunter with over 10 years of experience in a sales role, specifically in logistics/supply chain.

• At least 5 years of experience in a SaaS, technology, or managed transportation environment.

• Previous experience with 3PL solutions and/or operations.

• A demonstrated history of meeting or exceeding quota.

• Ability to think strategically while also being willing to take hands-on action to complete necessary tasks.

• Strong communication skills and the ability to excel in a collaborative team environment.

• A solid understanding of both business needs and technology capabilities, with the ability to articulate that knowledge in clear terms.

• Excellent analytical and problem-solving abilities.

• Strong interpersonal skills with the capability to quickly develop and nurture relationships with peers, partners, and key influencers.

• Experience presenting to executive leadership, engaging in the sales cycle, and managing sensitive customer escalations.

• A growth mindset and a positive, can-do attitude.

• Outstanding written and verbal communication skills, including proficiency in presentation skills.

• Entrepreneurial spirit with a proven ability to reach ambitious goals in an innovative and fast-paced setting.

• Prior training in sales processes and methodologies.

• Bachelor’s degree or higher.

🏝️ Benefits

• Access to experts and resources for your Learning & Development journey.

• Opportunities for internal mobility.

• Employee referral bonus program.

• Employee Resource Groups (ERGs).

• Annual fundraising and volunteer events to support community initiatives.

• Paid time off, floating holidays, time off for volunteering, and rollover options.

• Paid parental leave.

• Medical, dental, vision, and 401k plans (with matching contributions).

• Flexible spending accounts, mass transit, and dependent care plans available.

• Health savings account with an annual company contribution for plan participants.

• Short-term and long-term disability; life insurance policies subsidized by the company.

• Additional benefits including pet insurance, accident care, access to legal advice, and more.