Top Tech Jobs & Startup Jobs in Chicago, IL

Build trusted enterprise customer relationships, develop technical adoption plans, guide OutSystems development and architecture, conduct technical reviews, provide customer support, communicate product roadmaps, assist with upgrades, and advocate for customer needs across internal teams. The role requires application development or architecture experience, knowledge of IT infrastructure and networking, strong communication skills, and Spanish and English proficiency.

Own go-to-market funnel reporting, dashboards, data quality, and analysis for Sales, Marketing, and RevOps. Integrate CRM and marketing data, monitor lead scoring and attribution models, investigate funnel performance, identify root causes, and provide actionable recommendations. Maintain reporting systems, audit data hygiene and tool adoption, and communicate insights clearly to non-technical stakeholders in a remote-first SaaS environment.

Designs AI-enabled, composable enterprise platforms using distributed cloud architectures, API meshes, event-driven workflows, LLM orchestration, and healthcare data standards. The role leads technical architecture, performance optimization, secure HIPAA-compliant integrations, monorepo governance, CI/CD, and architectural documentation. It requires expertise across cloud platforms, microservices, asynchronous systems, modern frontend infrastructure, vector and relational databases, and agentic AI tooling.

Own Agiloft’s procurement go-to-market strategy, including positioning, messaging, sales enablement, launches, content, competitive intelligence, customer insights, and analyst relations. Partner with product management to influence roadmap, packaging, and pricing decisions. Build procurement buyer business cases, develop customer advocacy, track program performance, and align product, marketing, sales, demand generation, and enablement around growth initiatives.

Remote Account Executive responsible for generating new business through self-sourced prospecting, high-volume cold calling, merchant statement analysis, referral partnerships, and closing payment processing deals. The role requires managing a sales pipeline, collecting underwriting documentation, explaining merchant pricing and fees, using CRM and collaboration tools, and meeting or exceeding sales quotas.

Perform global compensation accounting, including payroll, equity, and benefits reconciliation; month- and quarter-end close; journal entries; balance sheet and income statement analysis; reporting; and SOX-compliant GAAP reporting. Partner with Payroll, Equity Administration, Benefits, Finance, Legal, and Talent teams. Support special projects, process transitions, ad hoc reporting, and automation using AI and technology.

Provides front-line functional support for enterprise applications, helping users navigate workflows, troubleshoot issues, manage access questions, and resolve or escalate tickets. Documents problems, maintains knowledge resources, communicates changes and workarounds, supports releases, and identifies recurring issues requiring training, documentation, process, or application improvements. Collaborates with developers, testers, business analysts, administrators, and subject-matter experts to deliver customer-focused support.

Leads full-cycle recruiting for Intelligence Community programs, developing sourcing strategies for highly cleared technical professionals. Builds pipelines of TS/SCI and polygraph-cleared candidates, partners with program leaders and hiring managers, manages competing requisitions, provides market intelligence, and supports proposals, business growth, and contract staffing. Focus areas include software engineering, cybersecurity, AI/ML, cloud, DevOps, systems engineering, and SIGINT talent.

Performs quality assurance reviews of second-line financial crimes compliance work across BSA/AML, sanctions, and fraud. Evaluates casework, risk judgments, oversight, escalation, governance, and regulatory alignment. Conducts thematic reviews, identifies systemic weaknesses, documents findings, assigns severity ratings, tracks remediation, supports regulatory exams, and provides independent challenge. Uses analytical skills and reporting tools to improve oversight consistency and risk management.

Executes and improves quality assurance reviews for Second Line of Defense financial crimes activities, including BSA/AML, sanctions, and fraud. Reviews analyst work, evaluates issues and remediation, supports reporting and calibration, develops QA methodologies, and identifies control weaknesses and recurring trends. Provides coaching and guidance while ensuring oversight activities align with regulatory expectations, governance standards, and risk-based judgment.

Performs quality assurance reviews of second-line financial crimes compliance activities, including BSA/AML, sanctions, and fraud oversight. Evaluates casework, risk judgments, escalations, governance, and regulatory alignment; documents findings, assigns severity, challenges stakeholders, and validates remediation. Supports regulatory examinations and provides subject matter guidance to strengthen compliance oversight and risk management.

Develop and execute integrated go-to-market strategies for assigned markets. Responsibilities include product positioning, messaging, market and competitive research, sales enablement, demand generation, product demonstrations, marketing performance analysis, stakeholder alignment, and launch planning. The role partners cross-functionally with product, sales, leadership, and marketing teams to identify customer needs, communicate product value, support expansion into new markets, and improve product commercialization outcomes.

Leads a global Product Management team responsible for integrated platforms, product strategy, requirements, lifecycle management, and timely product releases. Partners with customers, engineering, marketing, sales, executives, and strategic providers to define market needs, prioritize initiatives, improve user experiences, and deliver software solutions. Manages and develops product managers, oversees cross-functional execution, supports go-to-market activities, and represents the company at customer and industry events.

Design and develop engaging e-learning, instructor-led training, performance support, and development programs for Medicaid agency clients. Convert source materials into accessible, branded learning content using instructional design principles and multimedia tools. Collaborate with clients, project managers, and teammates, manage multiple projects and deadlines, incorporate feedback, maintain quality standards, and organize project assets. The role supports a Guam client remotely and may involve occasional travel.