Top Tech Jobs & Startup Jobs in Chicago, IL

Own and grow enterprise wealth-management accounts through new-logo acquisition, expansion, and renewals. Lead complex consultative sales involving executives, advisors, technology, compliance, security, and vendor-risk stakeholders. Build account plans, develop ROI-based business cases, negotiate enterprise agreements, manage long sales cycles, maintain Salesforce pipeline accuracy, support renewal strategy, and provide market feedback to product and go-to-market teams.

Manage a high-volume portfolio of core accounts, driving retention, platform adoption, customer satisfaction, and proactive engagement. Monitor account health, address issues before renewal risks emerge, coordinate with Sales on expansion opportunities, and collaborate with Finance, Support, and Product to resolve concerns and improve customer processes.

Serves as primary legal advisor to product, engineering, security, and go-to-market teams. Provides guidance throughout the product lifecycle on software licensing, open-source compliance, privacy, data protection, security controls, AI, cloud services, regulatory requirements, and commercial enablement. Partners with senior leaders to identify and mitigate legal risks, develop scalable frameworks and policies, support enterprise sales, and train technical and non-technical stakeholders in a global software organization.

Own end-to-end product design for web platform features, leading user research with educators and students, translating insights into accessible interfaces, prototypes, specifications, and engineering handoffs. Collaborate with designers and engineers, maintain the component library, and create AI-enabled experiences for educators and learners. The role is fully remote and emphasizes independent ownership, communication, human-centered design, and accessibility.

Identifies and approaches potential advertisers for Brythos Africa magazine, presents advertising opportunities, negotiates and closes sales, books advertising space, follows up on content, documentation, and payments, maintains accurate sales records, develops client relationships, and meets revenue targets. This is a flexible, field-based and remote commission opportunity with no fixed salary.

Leads cyber-market business development and federal capture activities across DoD and military service customers. Builds customer relationships, executes call and capture plans, validates requirements, develops winning strategies, leads proposal activities, and coordinates account leads, project managers, SMEs, and industry partners. Requires extensive federal cyber-market relationships, success winning large opportunities, acquisition-process expertise, and understanding of cyberspace doctrine and federal IT modernization.

Own the full expansion sales cycle for Arketa’s existing customers, selling add-on products including Payroll, branded apps, websites, marketing, and phone solutions. Partner with Customer Success to identify opportunities, conduct tailored demos and ROI conversations, exceed upsell quotas, manage HubSpot pipeline forecasting, build sales playbooks, and provide product feedback. The role focuses on inbound expansion opportunities and launching a new product motion.

Manage part-time remote people and finance operations, including payroll, employee onboarding and offboarding, expenses, reimbursements, vendor payments, equity records, tax coordination, and financial record accuracy. The role works with accountants, tax advisers, employees, and service providers while maintaining confidential records and ensuring administrative tasks are completed accurately and on time.

Leads small to medium healthcare IT implementation projects from planning through delivery. Coordinates customers, internal resources, schedules, budgets, risks, documentation, and stakeholder communications to ensure projects are completed on time and within budget. Serves as the primary customer contact, resolves issues, manages project financial performance, and supports successful adoption of medical imaging solutions.

Manage and grow a portfolio of agency and agent partners selling Pivot Health products. Responsibilities include strengthening relationships, increasing partner engagement and production, conducting outreach, training, business reviews, and industry events, using performance data to identify opportunities, supporting launches and sales initiatives, resolving partner barriers, maintaining CRM records, and sharing market feedback. The role is remote but requires approximately 30% travel.