Top Tech Jobs & Startup Jobs in Chicago, IL

Resolves Texas title curative issues and manages post-closing processes, including title research, lien and judgment clearance, document preparation, recording coordination, policy issuance, file tracking, and compliance with underwriter and Texas title insurance requirements. Coordinates with escrow officers, lenders, attorneys, underwriters, and external parties while maintaining accurate, audit-ready files.

The Chief of Staff will partner with the co-founder and leadership team to scale internal operations across a rapidly growing philanthropic organization. Responsibilities include running OKRs, KPI dashboards, operating rhythms, leadership meetings, decision-making processes, internal systems, AI-enabled tooling, communication norms, knowledge management, strategic initiatives, and occasional partner support. The role requires proactive problem-solving, strong execution, clear communication, comfort with ambiguity, and approximately seven or more years of relevant experience.

Research and optimize AI and machine-learning systems across desktop and mobile platforms. Evaluate model performance, develop and deploy on-device applications and agents, and improve browser ML products. Apply systems and network expertise, collaborate with privacy and security researchers, and investigate AI risks. The role involves open-source development, performance benchmarking, and use of modern ML frameworks to deliver privacy-focused solutions.

Drives revenue growth and market expansion for a pharmacy benefits management company. Manages the full sales cycle, identifies prospects through broker, consultant, and employer relationships, oversees RFPs and finalist presentations, delivers sales presentations, negotiates contracts, and strengthens strategic partnerships. Collaborates with marketing, operations, proposals, underwriting, implementation, and client management teams. Requires extensive healthcare or pharmaceutical sales experience, strong PBM knowledge, and up to 50% travel.

Researches and prospects e-commerce and consumer-brand clients through outbound channels, builds relationships with decision-makers, conducts discovery and sales meetings, and supports proposals, negotiations, follow-up, and closing. Maintains the sales pipeline, meets new-business and revenue targets, develops partnerships and referrals, and collaborates with internal teams on client solutions. The role is remote and focused on growing Dobby’s U.S. business.

Lead the strategy, administration, and continuous improvement of compensation, benefits, equity, incentives, and recognition programs for a growing SaaS organization. Oversee benchmarking, compliance, annual compensation and open enrollment cycles, HRIS and reporting systems, vendor relationships, and equity administration. Partner with Finance, Legal, executives, and HR leaders to ensure equitable, competitive, data-driven rewards programs. Lead and develop a small Total Rewards team while remaining hands-on in execution.

Own end-to-end sneaker category growth for StockX’s new commerce initiative. Define growth strategy, manage supply, engagement, revenue, and performance goals; recruit sellers, creators, and community leaders; orchestrate category campaigns; provide market insights to Product and Engineering; and build scalable category-management playbooks. The role requires deep sneaker-culture expertise, strong ecosystem relationships, commercial and data literacy, and hands-on entrepreneurial execution.

Own the full B2B SaaS sales cycle, including prospecting, discovery, demonstrations, negotiation, and closing. Build pipeline through outbound, inbound, and partnerships; manage CRM hygiene, forecasting, and quota performance. Engage IT, HR, operations, practitioner, and executive stakeholders, translating AI automation capabilities into measurable business value. Provide customer and competitive insights, and help establish the sales playbook and go-to-market processes as an early team member.

Lead new-build sales across Canada and the United States, developing opportunities, sales strategies, bids, customer relationships, contract negotiations, and forecasts. Partner with tendering and cross-functional teams to manage complex, high-value nuclear and energy industry deals from identification through contract conclusion. Maintain CRM records, report performance and market trends, influence senior stakeholders, and support business growth in a competitive environment.

Own the end-to-end experience for healthcare professionals using ShiftKey’s marketplace, from discovering and accepting shifts through retention and repeat engagement. Define and report Professional Lifetime Value, develop retention strategies, improve reputation and discoverability, clarify earnings, and connect product decisions to unit economics. Partner closely with the facility-side product manager, finance, leadership, and distributed delivery teams.