Staff Software Engineer

Reference: 25170Location: Chicago, IL, United StatesIndustry: Transportation & LogisticsPosted: 2026-05-11Contact: Ethan HudsonEmail: View email address on click.appcast.io: 13176505687Job Title: Staff Software EngineerLocation: Chicago, ILAbout the Opportunity Join a high-growth, venture-backed fintech organization as a foundational member of our engineering team. We are developing an AI-native financial operating system designed to modernize complex industrial supply chain transactions. Having recently secured significant pre-seed funding and already generating revenue, we are scaling our platform to meet overwhelming enterprise demand. This is a rare opportunity to work directly with a founding team of industry veterans from top-tier disruptors (Uber, Groupon, Convoy) to architect the future of B2B financial infrastructure.ResponsibilitiesEnd-to-End Development: Design and deploy mission-critical features across the entire stack, spanning complex data ingestion engines to intuitive user interfaces.System Architecture: Architect and maintain scalable, high-velocity infrastructure designed to minimize technical debt and operational overhead.AI-Driven Velocity: Lead the integration of advanced AI development workflows (LLMs, automated testing, and code generation) to accelerate product delivery cycles.Technical Strategy: Partner closely with the executive leadership team to define the long-term technical roadmap and foundational engineering standards.Product-Market Fit: Interface directly with enterprise customers to translate complex workflows into seamless product experiences.Cultural Leadership: Establish best practices for code quality and engineering excellence as the organization scales from its early stages.Requirements (must-have)Senior-Level Expertise: Minimum of 7+ years of professional full-stack development experience.Modern Technical Stack: Advanced proficiency in Python, TypeScript, React, SQL, and cloud infrastructure.Startup DNA: Proven track record of building 0-to-1 products and scaling early-stage SaaS platforms.AI Fluency: Deep experience utilizing AI development tools to optimize workflows and increase engineering output.Ownership Mindset: Exceptional reliability and a bias toward clarity and technical ownership in an ambiguous environment.Preferred Qualifications (nice-to-have)Experience in fintech, logistics, or supply chain technology.Previous experience as a founding engineer or early employee at a high-growth startup.Compensation & BenefitsHighly competitive base salary.Significant early-stage equity package.Comprehensive healthcare and benefits.The chance to shape the DNA of a company as the second engineering hire.We are an equal opportunity employer and value diversity at our company. We do not discriminate based on race, religion, color, ethnic origin, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.OP Recruiting, a member of the Objective Partners family of specialized talent solution providers, uses AI-assisted tools, including Alex by Apriora, to support our recruiting process. These tools may review application materials and analyze interview responses to provide insights about a candidate's experience and qualifications. AI output informs our recruiters; decisions about whether to advance or present a candidate are made by people. Learn more about our use of AI, including how to request an accommodation: .#LI-EH1