Top Tech Jobs & Startup Jobs in Chicago, IL

Assist the finance department with front-desk and telephone interactions, handle and balance funds, support departmental staff, and perform assigned administrative and finance-related tasks.

Represents clients in civil creditors’ rights and residential foreclosure matters, managing high-volume caseloads from initiation through resolution. Drafts and argues routine and contested motions, collaborates with clients and internal teams, and leads paralegals and legal assistants. Requires active Illinois licensure, at least three years of real estate or title law experience, strong communication skills, and limited travel outside Chicago. The role offers a hybrid schedule after orientation.

Supports sales operations by reviewing and processing customer orders, maintaining ERP and CRM records, coordinating fulfillment with internal teams, responding to customer inquiries, preparing quotations and sales documentation, and assisting with marketing initiatives. The role offers training and growth opportunities for someone pursuing a career in sales, marketing, or customer relationship management.

Build and launch core products from zero to one, make foundational architecture decisions, work across the technology stack, and partner closely with founders and customers. The role involves solving ambiguous technical and product challenges, establishing engineering practices, and helping hire and grow the future engineering organization at early-stage, venture-backed companies.

Provides actuarial consulting services. The posting specifically requires candidates to hold an Enrolled Agent credential; additional responsibilities, experience requirements, technologies, compensation, travel, and work arrangement are not provided.

Prospect and acquire new B2B customers across Chicago and Chicagoland. Build an independent sales pipeline through cold outreach, networking, referrals, and in-person prospecting; conduct site visits, identify needs, present service solutions, negotiate agreements, and close business. Maintain CRM activity and pipeline records while coordinating customer handoffs with operations and technical teams.

Manages and grows national employee benefits accounts through proactive client service, consultative strategy, renewals, enrollment and marketing initiatives. Leads client and broker meetings, finalist presentations, claims trend discussions, and service model development. Identifies expansion opportunities, mentors colleagues, coordinates internal teams, and delivers strategies supporting profitability, retention, and organizational goals. Extensive travel is required.

Leads finance operations as the CFO’s deputy, overseeing accounting, budgeting, forecasting, reporting, internal controls, cash flow, compliance, audits, and staff development. Partners with executives and departments to translate financial data into strategic recommendations, improve processes through technology and AI-enabled tools, and present to boards and stakeholders. Manages reconciliations, closing activities, expense controls, and regulatory correspondence while supporting organizational planning and financial stewardship.

Own M&A transaction advisory engagements for private equity and investment banking clients, serving as the primary contact from scoping through delivery. Lead financial modeling, Quality of Earnings analysis, data analytics, presentations, project economics, risk management, and client recommendations. Manage and develop teams, coach junior staff, apply AI and analytics tools, and ensure deliverables meet deadlines and quality standards across concurrent engagements.

Leads a managed services team of approximately ten consultants, overseeing staffing, scheduling, training, performance management, client escalations, and service quality. The role monitors KPIs, SLAs, and OLAs; analyzes client metrics; recommends operational improvements; manages consultant schedules and PTO; and partners with HR and senior leadership to improve efficiency and service delivery.