Top Tech Jobs & Startup Jobs in Chicago, IL

Leads exposure management and vulnerability management across cloud, hybrid, SaaS, applications, APIs, certificates, domains, and shadow IT. Identifies, validates, prioritizes, and reports vulnerabilities, misconfigurations, leaked data, and other cybersecurity risks. Designs and implements security solutions, supports remediation and penetration testing, integrates threat intelligence, advises on security architecture, and mentors team members. Requires advanced cybersecurity expertise, cross-functional collaboration, and knowledge of security frameworks and technologies.

Supports the organization’s regulatory compliance and quality assurance programs by monitoring regulatory changes, conducting compliance risk assessments, coordinating audits and examinations, performing independent testing, validating corrective actions, and preparing management reports. The role develops testing plans, maintains risk assessment methodologies, collaborates with subject matter experts and risk owners, tracks remediation activities, and contributes to continuous improvement in enterprise compliance risk management.

Provides strategic and operational legal guidance to executives and the board; drafts and negotiates SaaS, commercial, vendor, privacy, and partnership agreements; supports sales, finance, procurement, HR, cybersecurity, M&A, financing, intellectual property, insurance, and compliance matters; manages outside counsel and builds scalable legal processes, systems, and workflows.

The Sales Development Representative researches healthcare prospects, conducts email, phone, and social outreach, builds relationships with decision-makers, qualifies opportunities, schedules meetings for Account Executives, and manages early sales handoffs. The role collaborates with sales, marketing, and sales operations teams to improve lead qualification and meet revenue targets.

Acquire and grow mid-market customers for AI-powered customer experience, contact center, unified communications, and business communication solutions. Generate pipeline through prospecting, referrals, networking, partners, and inbound opportunities; manage complex multi-stakeholder sales cycles; conduct consultative discovery; develop account plans; present solutions; maintain CRM data and forecasts; use AI-enabled sales tools and analytics; and collaborate with marketing, partners, solution consultants, customer success, and product teams.

Leads AI-centric threat hunting initiatives, integrates agentic capabilities into cybersecurity environments, advises customers, and mentors global security teams. Develops threat-hunting methodologies, detection rules, dashboards, and cybersecurity range scenarios. Analyzes telemetry and large datasets using SIEM and EDR tools, supports incident response and digital forensics, facilitates Blue Team exercises, and communicates complex security risks to technical and non-technical audiences. Travel is expected for customer assessments and events.

Own full-stack modernization of complex federal legacy systems using Java, Spring Boot, REST APIs, React, and relational databases. Responsibilities include analyzing legacy workflows, designing scalable applications, building backend integrations and user interfaces, testing and deploying software, troubleshooting across application layers, and collaborating with technical and non-technical stakeholders. The role supports Agile delivery and migration toward the Palantir platform.

Owns spot and contract freight pricing across North American lanes. Develops rate structures, responds to bids and RFPs, models margins, monitors lane and account profitability, maintains pricing benchmarks and rate cards, validates contract compliance, and recommends renegotiations. Partners with Sales, Carrier Sourcing, Finance, Legal, and operations while using market data, Excel models, TMS platforms, and pricing tools to support profitable commercial decisions.

Conduct applied research on foundation models for real-time fraud detection using large-scale behavioral and sequential data. Design experiments, benchmarks, holdouts, and monitoring systems; develop models from data preparation through deployment; and optimize training and inference efficiency. Collaborate with engineering, client-facing teams, legal, compliance, and customers to productionize models and establish explainability, governance, and risk documentation.

Supports mortgage origination compliance through complaint investigations, regulatory and investor examinations, risk-based monitoring, transactional testing, regulatory research, root cause analysis, reporting, and remediation. Independently manages multiple compliance matters, develops testing methodologies and monitoring materials, communicates findings to regulators and leadership, and recommends improvements to compliance controls and the Compliance Management System.