Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Appfire’s Platform and Innovation portfolios, defining product strategy, roadmaps, investment priorities, and measurable business outcomes. Oversees shared platform and AI capabilities, develops 0-to-1 products, and manages the technical relationship with Atlassian across APIs, Forge, Marketplace, security, and ecosystem changes. Builds and coaches product leadership teams, partners with executive and cross-functional stakeholders, and owns platform adoption, innovation pipeline quality, customer traction, revenue, and strategic value.

Own the full sales cycle for Supio’s AI platform, prospecting law firms, conducting outreach, building relationships, presenting solutions, closing new business, and achieving revenue targets. Attend industry events, maintain accurate CRM pipeline data, and collaborate with marketing, product, and customer success teams. The role focuses on expanding mid-market sales within the legal community and requires strong communication, organization, sales execution, and interest in AI and legal technology.

This is a general job application without a specified position, responsibilities, qualifications, compensation, location, or work requirements.

Owns the company’s finance and accounting operations, including bookkeeping, reconciliations, payroll coordination, invoicing, financial modeling, and vendor accounting relationships. Also manages HR administration, employee support, legal and compliance coordination, office operations, executive support, recruiting coordination, and vendors. The role requires strong attention to detail, judgment, urgency, and broad ownership across startup operations.

Own the end-to-end pre-sales motion for a technical B2B software product. Lead tailored demos, technical discovery, qualification, objection handling, proof-of-concept scoping, conference presentations, and competitive positioning. Build demo environments and collateral, influence pipeline, collaborate with Product, and establish the company’s pre-sales foundation while engaging cloud, data platform, and FinOps buyers.

Lead technical presales activities for connected-fleet and telematics solutions. Conduct discovery, shape solution approaches, deliver tailored demonstrations, respond to RFPs and technical questionnaires, document requirements, support pilots and evaluations, resolve technical objections, and collaborate with Product, Engineering, Quality, Implementation, and Customer Success. Translate SaaS, hardware, firmware, sensor, connectivity, and data capabilities into customer business value while supporting enterprise, fleet, OEM, and leasing customers.

The Senior Accountant supports monthly, quarterly, and annual close processes, account reconciliations, general ledger accounting, journal entries, payroll processing, tax filings, and internal controls. The role partners with AP and AR specialists, resolves payroll and accounting issues, and improves finance workflows and processes. It requires strong accounting experience, payroll knowledge, advanced Excel skills, attention to detail, and effective communication.

Leads Parisleaf’s Strategy discipline, overseeing strategic methodologies, quality standards, team development, and complex partner engagements. Provides senior counsel, facilitates executive workshops, guides research and insight development, and ensures strategy translates into creative and fundraising outcomes. Collaborates across Creative, Operations, Business Development, and Leadership while supporting business growth, partner relationships, agency planning, and thought leadership. The role is fully remote within the continental United States, with required travel.

Provides strategic in-house legal support focused on vendor, technology, professional services, and healthcare agreements. Drafts and negotiates contracts, manages the contract lifecycle, advises on healthcare regulatory and compliance matters, partners with executives on business risks, develops legal training, promotes CLM tools, and manages outside counsel. Requires a law degree, active state bar membership, and at least four years of legal experience.

Lead and grow Proof’s IT Engineering team while transforming corporate IT from reactive help desk support into an engineering-first function. Own the strategy and roadmap for identity, access, endpoints, SaaS, vendors, procurement, and budgeting. Mentor engineers, implement infrastructure-as-code, CI/CD, GitOps, automation, and AI-driven operations, reduce ticket volume through root-cause fixes, and partner with InfoSec on security and compliance.