Forward Deployed Engineer

• This role sits at the front line of Loadsmart’s AI-driven automation work. You’ll take AI agents and workflows - built on our brokerage, dock scheduling, and shipper platforms and make them actually work in production: for a specific team, a specific workflow, and a specific set of real-world edge cases
• You’ll build the integrations, tune the AI behavior, and ship working software fast, then feed what you learn back into the platform so it doesn’t have to be rebuilt from scratch next time
• Shadow client teams and their day-to-day operations to see workflows firsthand, then run structured discovery to identify and prioritize the pain points worth solving
• Design the right solution for each prioritized pain point - whether that’s an automation, an AI agent, a system integration, or a combination - and scope it before building
• Build and integrate that solution against real systems, including transportation management systems (TMS), warehouse management systems (WMS), and enterprise resource planning (ERP) platforms
• Prototype and ship working automation - such as automated check calls and shipment tracking, carrier qualification and onboarding flows, and voice or chat-based agents - prioritizing action and execution speed to deliver value
• Tune prompts, agent behavior, and voice or transcription models based on real production data and edge cases - and keep refining after launch, since agent behavior surfaces new edge cases as real usage grows
• Identify security, compliance, and infrastructure requirements early in each project, and work with the right internal stakeholders to resolve them before they become blockers
• Feed what you learn back to product and supporting engineering teams, turning recurring patterns into reusable platform capabilities rather than one-off fixes

Benefits

• Parental leave: The primary caregiver is able to take three months of fully paid leave and one additionally month of working half days for a total of four months of leave
• Copany Equity: Ever wanted to have a stake in a company? Upon hire, Loadsmart employees are granted options that vest over a four-year period
• Team Building Events: Enjoy local company sponsored events to meet and network with fellow Loadies: from hackathons to local meetups, we love collaborating while having fun
• Healthcare: We offer competitive medical, dental, and vision coverage for you and your family
• Claim Advocacy with MMA: Expert advocacy and guidance on benefits and claims
• HSA/FSA: You can use pre-tax dollars to pay for healthcare costs for you and your dependents
• DCFSA: We offer DCFSA to help parents reduce their total taxable income when paying for childcare
• LPFSA: On eligible plans, LPFSA helps pay for vision and dental expenses that are not fully covered by your insurance
• Life and AD&D Insurance: Loadsmart provides both Life and Accidental Death and Dismemberment insurance at no cost yo you with the options to increase coverage at your own expense
• Short Term/Long Term Disability Insurance: Loadsmart provides short and log-term disability coverage at no cost to you
• FLexibe PTO?Holiday: Enjoy paid time off without a limit, with manager approval and national holidays of your location
• 401K wwith Match: We support our employees’ retirement goals by offering a per pay period match to our Traditional and Roth 401K plans
• 401K with Match: We support our employees’ retirement goals by offering a per pay period match to our Traditional and Roth 401K plans

• We’re looking for an independent, pro-active thinker, technically sharp Forward Deployed Engineer to join our team
• We’re looking for someone who’s as comfortable writing production code as they are sitting in a room with an operations stakeholder who doesn’t care about architecture but focuses on what works for the business
• 5+ years of full-stack engineering experience, with strong proficiency in Python and TypeScript, including supporting libraries and frameworks that leverage fast prototyping
• Comfortable being the person in the room when things don’t go as planned — able to debug, re-scope, or improvise a solution in front of a customer rather than escalating and waiting
• A track record of shipping working software quickly in ambiguous, fast-changing environments
• Demonstrated ability to work directly with non-technical stakeholders — translating operational needs into technical solutions, and clearly explaining technical trade-offs and progress, both in writing and in conversation
• Hands-on experience designing and implementing automated workflows and AI-driven solutions to optimize business processes
• Proven experience building and maintaining APIs and integrations with third-party or enterprise systems
• Experience with voice or transcription-based systems, especially in operational or logistics contexts
• Familiarity with freight, transportation, or supply chain systems (TMS, WMS, or ERP platforms)
• Experience working in a growth-stage or startup environment where the platform underneath your work is still being built
• Exposure to agent orchestration frameworks or evaluation/monitoring tooling for LLM-based systems
• Prior experience in a role that required both building software and owning a customer relationship