Top Tech Jobs & Startup Jobs in Chicago, IL

Own a portfolio of strategic enterprise accounts, developing account strategies, managing forecasts and revenue targets, driving retention, and closing upsell and cross-sell opportunities. Build executive-level client relationships, negotiate and administer contracts, maintain account-health reporting, and coordinate with delivery, technical, legal, and finance teams to ensure sustainable client commitments and growth.

Leads territory sales growth, customer retention, pricing, forecasting, and service-sales performance across the North Central U.S. Manages, hires, coaches, and develops sales personnel; oversees CRM usage, business reviews, key-account agreements, customer complaints, billing issues, and competitive intelligence. Partners with operations and leadership to achieve revenue, order, profitability, and safety goals. The role requires extensive in-person customer and employee visits throughout the territory, with 80% travel.

Own and modernize production infrastructure across DigitalOcean, AWS, Cloudflare, and Linux environments. Responsibilities include database migrations to managed services, managed application runtimes, Cloudflare security and delivery, infrastructure inventory, monitoring, backups, disaster recovery, incident response, runbooks, automation, infrastructure as code, and CI/CD. The role requires hands-on production troubleshooting, documentation, AI-assisted operations, risk management, and real on-call availability.

Manages recruitment marketing campaigns, analyzes hiring and advertising performance, optimizes recruitment channels and budgets, develops candidate acquisition strategies, supports employer branding, creates recruiting content, and provides analytics-driven recommendations to Talent Acquisition leadership.

Drive new business growth for Edpuzzle across Florida and surrounding states by prospecting K-12 schools, managing the full sales cycle, negotiating deals, maintaining Salesforce pipeline data, and managing renewals. Build relationships with school decision-makers, execute outbound campaigns, identify purchasing processes and funding, meet sales targets, and support customer satisfaction. The role is remote, requires Florida residency, and involves regional travel up to 50% of the time.

An independent marketing contractor will build and manage digital campaigns, generate and qualify leads, optimize campaign performance, analyze data, improve conversion rates, and independently track results. The role is remote, commission-based, and suited to experienced marketers with at least two years of paid or organic campaign experience. Contractors receive onboarding, systems, training, ongoing support, and flexible work arrangements.

Own and grow a portfolio of e-commerce referral and broker partnerships. Source and close new partners, negotiate agreements and co-selling terms, onboard relationships, manage performance reviews, track KPIs, forecast pipeline, analyze ROI, and optimize incentives. Coordinate with Sales, Marketing, and Operations to establish scalable partner workflows, improve lead routing, and drive partner-sourced revenue.

Own the full enterprise B2B SaaS sales cycle from prospecting through negotiation and close. Build territory strategy, create pipeline, lead executive discovery, develop business cases, manage complex buying committees, and forecast accurately. Conduct workshops and demos, position the ERP automation platform against competitors, and collaborate with solutions engineering, marketing, product, and customer success. As an early commercial hire, create sales playbooks, qualification frameworks, collateral, and repeatable processes for future account executives.

Deploy, operate, and troubleshoot large-scale OpenWRT wireless infrastructure and FreeRADIUS authentication systems. Manage PPSK/DPSK authentication, VLAN assignment, hostapd, MikroTik networking, roaming, DHCP, and client connectivity. Develop integrations, firmware automation, monitoring, and telemetry tools using Python, Bash, Go, and Lua. Analyze packet captures and wireless performance, support AP provisioning, and contribute to wireless architecture and scaling.

Own day-to-day GRC operations, including access reviews, security awareness, policy exceptions, risk assessments, third-party risk, internal audits, control monitoring, and audit evidence automation. Maintain policies, metrics, and audit readiness across SOC 2, HIPAA, ISO, NIST, GDPR, and CCPA frameworks. Partner with engineering, IT, legal, operations, and sales to operationalize controls and remediate findings, with opportunities to lead audits and mature the compliance program.