Top Tech Jobs & Startup Jobs in Chicago, IL

Own the end-to-end strategy, roadmap, launch, and go-to-market execution for Kpler’s North American inland transportation monitoring product. Translate customer needs into data-driven product requirements, collaborate with Engineering, Data, Sales, and Marketing, establish trusted methodologies, and deliver insights through web applications, APIs, and data pipelines. The role requires product discovery, prioritization, competitive positioning, stakeholder management, and ownership of an early-stage product through product-market fit.

Generate and research business leads for web, app development, digital marketing, hosting, and maintenance services. Contact prospects by phone, communicate service value, qualify needs, document interactions in a CRM, and connect interested prospects with the sales team. This remote, commission-only role requires strong communication, self-motivation, lead-generation or outbound-sales experience, CRM familiarity, and a results-driven approach.

Conduct full-cycle recruitment for licensed mental health therapists and nurse practitioners across multiple states. Build candidate pipelines through sourcing, outreach, referrals, social media, associations, and events. Ensure clinical quality, licensing, and credentialing requirements are met while coordinating onboarding handoffs. Track recruiting KPIs, pipeline health, conversion, time-to-hire, source effectiveness, and ROI. Represent the company brand, improve sourcing strategies, and consistently meet hiring targets in a fast-paced remote startup environment.

Design interactive prototypes, wireframes, user flows, and high-fidelity mockups in Figma. Conduct user interviews and usability tests, analyze feedback and behavioral data, and translate insights into simple UX solutions. Collaborate directly with the CEO, CTO, and Head of Brand to influence product strategy, roadmap decisions, and shipped experiences for an AI-powered financial product.

Leads a red team consulting practice while directly managing personnel and participating in red team, purple team, and social engineering engagements. Responsibilities include coaching consultants, coordinating staffing and development, designing attack scenarios, making operational security decisions, reviewing reports, improving methodologies, and maintaining expertise in Active Directory exploitation, cloud platforms, C2 frameworks, custom tooling, EDR evasion, scripting, reverse engineering, and social engineering assessments.

Build and manage partnerships with amateur sports organizations across Canada and the US. Responsibilities include prospecting, solution selling, pipeline ownership, customer negotiations, closing new business, managing accounts, supporting deployment and adoption, and driving renewals and growth. The role requires achieving sales targets, using CRM systems, developing decision-maker relationships, and contributing to business expansion and future team leadership.

Build customer-facing data products for the single-family rental market. Responsibilities include architecting real estate data models, designing reliable data pipelines and workflows, shaping data platform architecture, establishing engineering standards, and developing real estate domain expertise. The role partners with data science and product teams and requires leadership in scalable data engineering.

Design user-centered, functional, and visually appealing interfaces for digital products. Conduct user research, create personas and journey maps, collaborate with product managers and engineers, iterate based on feedback, and ensure designs are implemented accurately and efficiently.

Design and develop instructor-led, virtual, digital, and microlearning solutions focused on safety, human performance, and operational excellence. Create storyboards, scripts, assessments, multimedia, AI-generated video and avatar content, and performance support materials. Manage learning projects from kickoff through delivery while collaborating with SMEs and stakeholders. Publish and troubleshoot courses across LMS platforms using SCORM or xAPI, applying instructional design methodologies and maintaining quality and brand standards.

Implement, integrate, and modernize Ping Identity IAM solutions supporting SSO, MFA, adaptive authentication, authentication policies, and identity workflows. Automate administrative and operational tasks using Ping REST APIs, Python, and Bash. Integrate Joiner-Mover-Leaver processes with identity sources and service providers, and migrate legacy applications to OIDC, OAuth 2.0, SAML, and SCIM. Collaborate with infrastructure, cloud, application, and security teams to deliver reliable IAM orchestration at scale.