Top Tech Jobs & Startup Jobs in Chicago, IL

Drive sales growth by visiting prospects and existing customers in a territory, building relationships, coordinating with an Inside Sales Representative, and using CRM and NetSuite to plan travel and track interactions.

The Sales Development Representative at TaxGPT will generate leads, qualify inbound leads, manage CRM, and partner with Account Executives to drive revenue.

Build and maintain cloud infrastructure and observability for scalable systems. Monitor, troubleshoot, patch, and automate operations using IaC, CI/CD, Kubernetes, and AI-driven automation. Manage backups, disaster recovery, log pipelines, databases, and message streaming. Collaborate with engineering, security, and business teams to improve reliability, incident response, and infrastructure lifecycle (including Terraform state cleanup and decommissioning).

Lead and scale Revenue Operations across Sales, Marketing, Customer Success, Finance, Product, and IT. Build processes, CRM governance, forecasting, KPIs, dashboards, automation and AI-enabled workflows. Drive pipeline governance, territory and capacity planning, system integrations, executive reporting, and cross-functional initiatives to improve revenue growth, forecasting accuracy, retention, and operational scalability.

Full-cycle Account Executive selling Hospitable's short-term rental platform and Align insurance to inbound real estate investor leads. Diagnose client operations, configure software live, obtain P&C license within 30 days, quote insurance, close deals, manage renewals, and keep accurate CRM and agency records.

Lead enterprise software sales and customer success for iBusiness.ai. Drive revenue, adoption, renewals, expansions, and commercialization of AI and automation products. Build commercial discipline, coach teams, improve forecasting and pipeline quality, represent the company externally, and align cross-functional teams to scale software business growth.

Own the full sales cycle for MSSP accounts across the U.S., build territory and outbound pipeline, shape the MSSP go-to-market playbook, collaborate with cross-functional teams, and close complex consultative B2B cybersecurity deals focused on faster investigations and recurring revenue.

Hunt and close new higher-education and business SaaS accounts, expand existing accounts, manage long sales cycles, present demos, negotiate contracts, shape GTM strategy, and maintain pipeline and forecasts.

Design, implement, and own production platform subsystems for an enterprise AI control plane. Deliver production-ready Go services on Kubernetes, ensure reliability, observability, and scalability, mentor engineers, drive design docs and code quality, and contribute to the open-source ToolHive/MCP ecosystem.

Lead and scale paid mobile acquisition across ASA, Google, Meta, DSPs and other channels. Build measurement systems connecting spend to subscription revenue and LTV, run repeatable testing frameworks, drive creative strategy, use AI to speed reporting and optimization, and establish operating rhythms for budgeting, experiments, and performance forecasting.