Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full enterprise sales cycle for Peek’s platform, from self-sourced prospecting and territory planning through demos, negotiation, and contract closure. Build relationships with large activity operators, consistently exceed acquisition targets, forecast opportunities in Salesforce, and collaborate with Marketing, Product, and senior leadership. The role also involves cross-selling Peek’s brand portfolio, leveraging tourism and attractions industry networks, educating customers on market trends, and traveling as needed.

Lead accounting operations for a growing SaaS company, including monthly close, financial reporting, U.S. GAAP compliance, ASC 606 revenue recognition, audits, controls, policy development, and NetSuite and Maxio ownership. Support budgeting, forecasting, board reporting, SaaS metrics, cash management, and business analysis while mentoring accounting resources and improving scalable finance processes.

Lead BPO business development and sales growth by identifying market opportunities, generating leads, building B2B relationships, presenting services, negotiating contracts, closing new deals, expanding existing accounts, and developing business plans. The role requires strategic leadership, consultative selling, data interpretation, forecasting, contract negotiation, and frequent travel of up to 50%.

Lead pricing analysis, actuarial indications, portfolio monitoring, carrier reporting, and underwriting recommendations for workers’ compensation business. Own quarterly loss trend analysis and maintain SQL queries in Athena, Excel/Python actuarial models, and Tableau reporting. Steward express-quote and renewal-tiering models through validation, refreshes, documentation, holdout testing, predicted-versus-actual monitoring, and drift detection. Partner with data scientists, underwriting leaders, carriers, and data teams in a fast-moving insurtech environment.

Administer, configure, troubleshoot, and optimize interconnected SaaS business applications supporting procurement, travel, IT service management, HRIS, finance, and operations. Manage workflows, permissions, approval routing, reporting, data imports and exports, integrations, file transfers, and vendor escalations. Support releases, testing, UAT, implementations, secure configurations, data integrity, and continuous process improvement while partnering with business teams, vendors, and IT risk stakeholders. This is a fully remote technical administration and systems support role requiring at least three years of relevant experience.

Build and lead StartEngine’s robo-advisory investment function. Design the investment philosophy, IPS, risk-based model portfolios, fund and ETF lineup, rebalancing and tax-loss-harvesting logic, and product requirements for engineering implementation. Serve as the named investment leader in regulatory filings and client materials, collaborate with legal and compliance teams, establish compliant advisory talking points, and own the investment function while reporting to executive leadership.

Supports fundraising operations by maintaining Salesforce donor records, processing gifts, preparing acknowledgments and tax receipts, conducting prospect research, and creating donor briefings and reports. Coordinates development tasks, events, communications, and cross-functional projects while improving processes and documentation. The role requires careful data management, organization, clear communication, discretion, collaboration, and interest in Echoing Green’s mission. Prior fundraising experience is not required.

Lead product features and initiatives across onboarding, games, social, retention, logistics, and the in-product economy. Define success metrics, coordinate Engineering and Design execution, translate customer and community insights into product decisions, and collaborate with Marketing, CX, and Operations. The role requires strong product judgment, analytics fluency, customer empathy, cross-functional communication, and comfort working in ambiguous, fast-paced environments.

Prepare and review complex retirement plan compliance tests, year-end packages, government filings, and regulatory forms including Forms 5500, 5330, and 8955-SSA. Reconcile plan assets, calculate contributions and corrective earnings, prepare plan documents, research compliance issues, support audits, and mentor team members. The role requires advanced retirement plan knowledge, accurate regulatory reporting, independent work, and collaboration across departments.

Coordinates outbound transportation for cold chain and dry products, working with carriers and customers to ensure timely, secure, and cost-effective shipments. Consolidates purchase orders, maintains ship dates and MRP data in Deacom ERP, responds to logistics inquiries, organizes shipping documents, supports chargeback investigations, and contributes to continuous improvement initiatives.