Lead Enterprise Systems Engineer in Bellevue

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. The opportunity We're looking for a Staff Product Manager to lead the strategy for Trucking Technology—the systems that plan, procure, dispatch, and settle every truck move in North America—and drive the unification of our fragmented ground transportation business into a single Flexport-owned platform by 2027. You will define the vision for how planning, procurement, and carrier experience integrate into one operating system and execute with high autonomy. This unification is critical for Flexport's long-term vision of an automated supply chain. By owning the full stack, we will consolidate demand, capture leaking margin, and deliver a high-quality experience across modes. You will also drive the next generation of trucking automation—including AI-driven appointment scheduling and automated dispatch—to continue the strategic initiatives in our annual operating plan. Sitting at the intersection of product, operations, and business, you will be measured by operational and financial impact rather than just features shipped. This role involves redesigning the operating processes themselves and persuading leadership to adopt new models. You will also raise the bar

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is looking for a high-impact Client Services Director to join our Professional Services Sales team. This role owns the end-to-end sales cycle for Smartsheet’s Services Portfolio and drives customer value by positioning Smartsheet as a strategic partner. We are seeking candidates who operate by: leading complex, multi-solution pursuits, influencing executive stakeholders, and applying value based selling to measurable business outcomes. You will report to the Director, Customer Outcomes and this is a remote eligible role. You Will: Own the services sales cycle: Lead pursuits from early qualification through signed Statement of Work (SOW), with or without AE/SE support Elevate conversations: Uplevel customer and account team discussions across the Customer Outcomes lifecycle to influence platform adoption, multi solution expansion, and long term value creation Drive value-led selling: Apply value frameworks (e.g., Smartsheet Value Selling, MEDDIC, Challenger) to uncover priorities, link them to Smartsheet solutions, and advise the customer through opportunity closed-won Engage executives: Develop trusted relationships with executive sponsors, procurement, and key decision makers to accelerate deal velocity and eliminate last mile friction Generate and progress pipeline: Maintain ~3× coverage by identifying whitespace, creating new opportunities, and advancing stalled pursuits with clear next steps and mutual action plans Forecast with discipline: Use Salesforce and Clari for precise pipeline hygiene, risk surfac

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is looking for a high-impact Professional Services Business Development Director to join our Professional Services Sales team. This role owns the end-to-end sales cycle for Smartsheet’s Services Portfolio and drives customer value by positioning Smartsheet as a strategic partner. We are seeking candidates who operate by: leading complex, multi-solution pursuits, influencing executive stakeholders, and applying value based selling to measurable business outcomes. You will report to the Director, Customer Outcomes and this is a remote eligible role. You Will: Own the services sales cycle: Lead pursuits from early qualification through signed Statement of Work (SOW), with or without AE/SE support Elevate conversations: Uplevel customer and account team discussions across the Customer Outcomes lifecycle to influence platform adoption, multi solution expansion, and long term value creation Drive value-led selling: Apply value frameworks (e.g., Smartsheet Value Selling, MEDDIC, Challenger) to uncover priorities, link them to Smartsheet solutions, and advise the customer through opportunity closed-won Engage executives: Develop trusted relationships with executive sponsors, procurement, and key decision makers to accelerate deal velocity and eliminate last mile friction Generate and progress pipeline: Maintain ~3× coverage by identifying whitespace, creating new opportunities, and advancing stalled pursuits with clear next steps and mutual action plans Forecast with discipline: Use Salesforce and Clari for precise pi