Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as the technical face and trusted advisor for customers, designing platform configurations, delivering training, leading technical discovery and escalations, and advocating customer needs to Product and Engineering to drive adoption and expansion.

The Senior Web Application Penetration Tester will conduct assessments, analyze security findings, collaborate with clients, and draft detailed reports on vulnerabilities and remediation steps.

Design and build backend services, APIs, SDKs, and user-facing systems enabling secure agent-to-agent financial interactions. Implement cryptographic identity, payment workflows, transaction processing, reputation tools, and scalable infrastructure for AI-native financial products.

Provide remote executive support including calendar and travel management, call/email screening, briefing prep, vendor and project deadline tracking, document preparation, CRM data entry, and ad hoc administrative tasks.

Develop and manage SEO-optimized content and social media calendars using AI tools and external creators. Oversee platform backend, coordinate with technical support, build influencer partnerships, analyze performance with analytics tools, and refine strategies to increase engagement and reach.

Serve as the UAE-resident nominee director (no day-to-day operations). Handle appointment paperwork, sign acceptance/resignation and bank account documents as needed, and ensure basic UAE legal and regulatory compliance in a nominee capacity.

Lead UI/UX design for an AI-driven pharmaceutical research platform: create wireframes, prototypes, visual designs, conduct user research and usability testing, collaborate with AI engineers, maintain product backlog and brand guidelines, and build web interfaces using HTML/WordPress.

Owns financial modeling, long-range planning, and capital analysis to inform executive decisions and investor materials. Builds scenario and sensitivity models, leads annual planning and reforecasting, evaluates initiatives and pricing, partners with cross-functional teams to define KPIs, and improves financial processes and data quality.

Serve as the primary customer contact to ensure satisfaction and success: onboard customers, drive product adoption, identify upsell/cross-sell opportunities, manage renewals, gather and analyze feedback, collaborate with sales and product teams, and travel for system installations.

Sell AI-driven solutions to mid-market businesses: prospect, qualify, consult with decision-makers, manage the full sales cycle, close deals, build long-term client relationships, and identify upsell opportunities with support from leadership and technical teams.