Top Tech Jobs & Startup Jobs in Chicago, IL

Develops, tests, deploys, maintains, and improves .NET web applications for a federal government client. Translates user stories into software, designs application components and data models, develops vendor interfaces, performs code reviews, monitors system metrics, and creates technical and user documentation. The role participates in Agile processes, supports reporting requests, maintains existing systems, and contributes to software delivery and continuous improvement. Candidates need at least two years of .NET development experience and must be able to obtain Public Trust clearance.

Source and close new B2B SaaS accounts through proactive outreach and high-energy closing calls. Demonstrate client websites built during the sales process, maintain a high-volume pipeline, and grow recurring commission income. This fully remote, 1099 contractor role is commission-only with uncapped earnings and immediate commission payouts.

Designs, implements, and operates IAM capabilities for human and non-human identities, workloads, devices, services, and AI agents. Responsibilities include authentication, authorization, federation, SSO, MFA, RBAC/ABAC, PAM, least-privilege access, lifecycle automation, identity governance, workload identity, short-lived credentials, and access monitoring. The engineer collaborates with architects, engineering teams, resource owners, and Security Operations to reduce privilege, protect distributed systems, and investigate or revoke compromised access.

Expand existing client accounts through cross-selling and upselling, prospect new decision-makers, and lead the full B2B sales cycle from outreach through close. Develop strategic account plans, design research-driven solutions, provide consultative insights, and collaborate with content and account management teams. The role requires strong market research knowledge, executive communication, negotiation, pipeline management, and travel of up to 50%.

Supports the development, administration, and compliance of compensation programs, including salary structures, incentive plans, executive compensation, equity, merit planning, and market analysis. Partners with HR, Finance, Payroll, leadership, and vendors to provide compensation guidance, maintain pay equity, manage regulatory compliance, improve processes, and support compensation systems and training.

Sell Agiloft’s contract lifecycle management SaaS platform to enterprise customers, owning complex opportunities from qualification through close. Responsibilities include value-based discovery, demonstrations, pricing proposals, MEDDPICC-aligned close plans, pipeline development, forecasting, RFP/RFI management, and collaboration with solutions consultants, professional services, partners, sales development, and marketing. The role requires managing multiple stakeholders and complex procurement processes while articulating the business value of AI-powered contract management.

Owns complex, client-facing cloud and AI engagements from pre-sales scoping through delivery and acceptance. Responsibilities include planning, stakeholder coordination, risk and dependency management, client communication, commercial oversight, change orders, vendor management, executive reporting, and identifying follow-on opportunities. The role manages multiple engagements or large multi-workstream programs involving enterprise customers, cloud providers, engineering teams, and third-party vendors.

Design and maintain AI agents, automated workflows, connectors, and middleware for software integration, release readiness, testing, and deployment. Build a structured software knowledge base and integrate systems including Jira, Confluence, GitHub, Microsoft 365, and Monday.com. The role requires automating ambiguous software management processes, ensuring observability and error handling, and collaborating across teams. This is a full-time remote position, with a preferred location in the San Francisco Bay Area.

Build and manage centralized IT administration across five ecommerce brands. Responsibilities include SaaS administration, user access, SSO and MFA, onboarding and offboarding, hardware lifecycle management, IT documentation, vendor and licensing management, troubleshooting, security controls, and automation of repetitive workflows. The role supports corporate, remote, and retail teams in a fully remote environment.

Supports annuity wholesalers and investment advisors by developing territory strategies, expanding advisor relationships, educating partners, answering product questions, and executing sales and marketing programs. The role provides product and process guidance, analyzes market and competitive information, supports presentations and training events, manages business development resources, and drives sales, market share, and asset growth. It requires financial-industry sales experience, annuity and variable-product knowledge, securities and insurance licenses, strong communication skills, and up to 20% travel.