Top Tech Jobs & Startup Jobs in Chicago, IL

Support design, implementation, and compliance of global equity/share plans. Contribute to client deliverables, payroll tax withholding calculations, reporting, dashboards, tax matrix maintenance, cross-functional coordination with HR/Finance/Payroll/Tax, employee education, and periodic client-facing travel.

Work globally to support existing business development teams and grow a personal book of business in legal, life sciences, or localization verticals. Manage key accounts, drive CSAT, prospect new clients, prepare proposals and presentations, respond to RFPs, maintain Salesforce data, and collaborate with a global sales and marketing team to close deals.

Lead acquisition sourcing and early-stage deal execution: build a proprietary target pipeline, run outbound business development, perform financial modeling and diligence, coordinate due diligence, recommend deals, and ensure clean handoffs to integration for Day 1 readiness.

Lead and oversee reinsurance accounting operations, ensuring accurate GAAP and statutory reporting, month/quarter/year-end closes, reconciliations, cash and settlement activity, contract accounting, claims recoveries, vendor and banking management. Provide technical accounting guidance, drive process automation and controls, manage onboarding and ledger setup, supervise staff development, and serve as escalation for complex reinsurance matters, audits, and regulatory requirements.

Sell Convr's AI-driven underwriting platform into large commercial P&C insurers. Identify, negotiate, and close enterprise SaaS deals with C-suite stakeholders, develop relationships, generate leads through networking/referrals, and leverage deep P&C underwriting or enterprise software expertise to drive revenue and inform product-market fit.

Lead design and implementation of the software QA program: define QA strategy, build and manage QA teams (internal/offshore), select tools, implement test automation and performance testing, monitor metrics and defects, drive continuous improvement, and support M&A activities.

Lead a full rebrand and repositioning, define marketing strategy for institutional and crypto audiences, build a premium brand identity, partner with commercial leadership to drive measurable impact, and grow a small AI-augmented marketing team to shift market perception toward institutional credibility.

Design, build, and maintain HMIS reports and data extracts; gather and document requirements; create specs and mock-ups; validate and QA data; maintain data dictionary and report catalog; provide helpdesk support, training, and administration of reporting tools; support HUD/state periodic reports and data quality initiatives.

Design and define .NET application architecture and technical standards; translate business strategy into system requirements; lead architecture components (data, application, technical); recommend and drive new technologies; mentor developers and lead small projects; ensure integrations, web standards, and distributed application solutions align to enterprise roadmap.

Serve as the primary analytics partner for Talent Sales and Marketing: deliver client-facing insights and pitch support, design measurement frameworks and benchmarks, build standardized analytics solutions, lead vendor/platform selection, document methodologies (sentiment, EMV, audience quality), and educate stakeholders while aligning analytics with business needs.