Director of Enterprise Sales, Optimal Dynamics

• Tenacious: You showcase initiative, hustle, and self-motivation in driving new business
• Experienced:
• 10+ years of experience in enterprise SaaS or technology sales
• 5+ years managing and scaling high-performing enterprise sales teams
• 3+ years of experience in logistics, transportation, or supply chain solutions
• Growth Mindset: You’ve obtained professional experience. You’re up-to-speed on the latest industry and technological advancements, and honing your craft
• Servant Leadership and Collaborative:
• Exceptional ability to build trust, coach teams, and foster a collaborative, motivating culture
• Proven track record of collaborating across sales, customer success, and product teams
• Consultative: Demonstrated capability of quickly building trust with all levels of leadership, specifically with executive-level decision makers
• Communicative: Exceptional oral and written communication skills with polished presentation abilities
• Independent & Flexible: Requires 30-50% travel

Desirable

• We are seeking an experienced and inspirational Director, Enterprise Sales who will lead our rapidly growing enterprise segment. In this role, you will recruit, coach, and scale a high-performing team of Enterprise Account Executives who are transforming logistics and supply chain operations for leading carriers, shippers, and 3PLs
• You will drive strategy, elevate performance, and ensure your team consistently closes deals typically ranging from $50K to $1.5MM in ARR. Your leadership will shape our go-to-market motion, expand our presence across major enterprise accounts, and strengthen our position as the leader in AI-driven freight planning and decision automation
• This role is both strategic and hands-on, blending team leadership, deal coaching, GTM partnership, and executive engagement to generate meaningful revenue impact
• Recruit, develop, and coach AEs to consistently achieve and exceed monthly, quarterly, and annual revenue targets
• Build a high-performance culture that motivates, inspires, and empowers sellers to deliver exceptional results
• Lead weekly forecast reviews, deal strategy sessions, and team coaching rhythms
• Guide the design and execution of sales plays that win new enterprise logos and expand existing accounts
• Act as executive sponsor on key strategic opportunities, supporting sellers throughout the full deal cycle
• Collaborate with Sales Engineers and Customer Success to deliver high-impact, value-driven solutions
• Partner closely with GTM leadership to strengthen sales processes, systems, enablement, and operational rigor
• Provide real-time feedback on customer needs, industry trends, and competitive dynamics to influence product and GTM strategy
• Ensure accurate forecasting, pipeline management, and reporting to drive executive decision-making
• Foster and expand relationships with senior buyers across transportation and logistics organizations
• Represent Optimal Dynamics at industry events, customer meetings, and strategic engagements
• Travel up to 50 percent to support team development, customer interactions, and deal advancement