Top Tech Jobs & Startup Jobs in Chicago, IL

Own general ledger activities, journal entries, reconciliations, supporting schedules, and monthly, quarterly, and annual close processes. Analyze financial accounts and transactions, support US GAAP research and technical accounting, maintain internal controls, coordinate audits, and improve accounting processes. Collaborate with Finance, Accounts Payable, Procurement, Tax, Facilities, and other teams while mentoring accounting staff and using automation and AI-enabled tools to improve efficiency.

Identify and evaluate technology startup investment opportunities through deal sourcing, due diligence, financial modeling, and market analysis. Build relationships with founders and co-investors, monitor portfolio companies, and support their strategic growth. The role requires venture capital or private equity experience, a successful investment track record, strong analytical and financial abilities, networking skills, and deep knowledge of the startup ecosystem.

Participate in a paid sales training program progressing from sales foundations to independently managing school and district deals. Conduct prospecting, discovery calls, product demos, objection handling, closing, customer rollout, and ongoing account support. Tech Consultants own a regional pipeline, secure referrals, and help schools achieve value from Swiftscore. The role is fully remote within the United States and offers $120,000 OTE after successfully completing the program.

Plaintiff-side litigation attorney responsible for managing high-volume mass arbitration campaigns, including case evaluation, pre-suit demands, filings, claimant communications, settlement negotiations, and co-counsel coordination. The role also develops scalable case evaluation processes, validates consumer protection and privacy theories, reviews legal materials, and serves as the internal authority on litigation strategy. Experience with legal technology, AI, and automation is required.

Own and grow the U.S. corporate sales pipeline for AI-driven software development training. Responsibilities include engaging decision-makers, identifying business needs, tailoring training solutions, selling multi-day programs and ongoing enablement, developing long-term client relationships, and contributing to pricing, packaging, and go-to-market strategy. This is a remote, commission-based, consultative B2B sales role with potential for a future base salary.

Leads New Leaders’ earned-revenue strategy, including student acquisition, B2B partnerships, professional learning services, and K-12 product growth. Oversees the growth and revenue team, develops multi-year growth plans, manages strategic partnerships and sales pipelines, drives enrollment campaigns, and tracks revenue performance through dashboards and KPIs. Partners with executive leaders on pricing, marketing, financial modeling, brand alignment, and revenue diversification while representing the organization externally.

Convert qualified B2B opportunities into closed deals by managing the full consultative sales cycle. Conduct discovery, present solutions, negotiate terms, manage pipeline and forecasting, collaborate with internal teams, and consistently meet monthly and quarterly revenue targets.

Own the full enterprise sales cycle for GoodShip’s freight orchestration platform, from prospecting and qualification through complex multi-stakeholder negotiations and closing. Build pipeline among shippers, carriers, brokers, and logistics organizations; develop business cases, deliver tailored demos, navigate procurement and executive approval, and close multi-six-figure SaaS deals. Partner with Solutions, Product, Customer Success, and leadership to ensure successful handoffs and provide market insights that inform go-to-market strategy.

Build and maintain data-intensive, interactive web products across the full stack. Architect and implement API and frontend features, validate FastAPI responses with Pydantic, access Postgres via SQLAlchemy, optimize performance and scalability, implement testing and QA, participate in code reviews, refine UX, and help define engineering processes at an early-stage company.

Develops business for water and wastewater operations by creating market strategies, identifying municipal and industrial prospects, mapping decision-makers, cultivating client relationships, supporting proposals and pricing, assembling pursuit teams, and helping secure contract renewals and new business through RFP, RFQ, and open-bid processes.