Top Tech Jobs & Startup Jobs in Chicago, IL

Own onboarding and offboarding, optimize Rippling and related HR systems, administer benefits and employment changes across US, Portugal, and Canada, and manage compliance, immigration, and work authorization processes. Support performance reviews, leveling, recognition, and other people programs while building scalable, AI-enabled workflows and documentation. Partner across teams and help expand manager support and HRBP capabilities as the company grows.

Remote Danish language annotator to review and label text and images, draw bounding boxes, answer structured questions, and write short summaries following annotation guidelines. No prior experience required; on-the-job training provided. 30–40 hours/week, $8/hour, minimum 6-month commitment.

Produce 1-5 minute walk-and-talk videos showcasing public locations. Speak naturally on camera, record steady footage with clear audio, follow creative guidelines, submit location details, respect privacy and safety, and deliver videos on schedule as a freelance contractor.

Create 1–5 minute walk-and-talk videos of public city locations, speak naturally on camera, record steady footage with clear audio, submit videos with accurate location details, follow creative guidelines, respect privacy and safety, and meet weekly time commitments.

Manages and expands strategic B2B accounts by increasing revenue, developing account plans, building customer relationships, coordinating internal resources, leading solution development, and achieving sales, profitability, and customer satisfaction objectives. The role requires complex multi-location account experience, strategic planning, negotiation, CRM proficiency, and frequent overnight travel.

Serves as strategic partner to the President of Seramount, leading executive preparation, strategic prioritization, cross-functional initiatives, leadership operating rhythms, decision support, communications, organizational change, AI adoption, and employee engagement. The role translates strategy into coordinated execution, facilitates leadership decisions, and ensures commitments are completed across the organization.

Designs and leads secure, scalable full-stack and enterprise architecture solutions for federal modernization initiatives. Responsibilities include application and cloud architecture, API and systems integration, microservices, data flows, technical design reviews, modernization strategy, security and compliance alignment, and mentoring engineering teams. Requires strong Java and frontend expertise, cloud experience, and the ability to translate mission and business requirements into durable technical solutions.

Build and improve the commercial operating system for the sales organization. Responsibilities include designing sales methodology and funnel governance, improving installed-base and MRO opportunity capture, establishing performance KPIs and operating cadences, strengthening channel effectiveness, reducing process friction, developing sales tools and playbooks, and leading cross-functional sales effectiveness initiatives. The role uses analytics, Salesforce, AI, and automation to improve win rates, seller productivity, forecast reliability, and commercial accountability.

Manages strategic client accounts, builds consultative relationships, drives retention and expansion sales, identifies opportunities, prepares proposals and reports, supports onboarding and service delivery, and serves as an escalation point. Maintains CRM records, tracks KPIs, collaborates across departments, and supports revenue goals through account management and business-to-business selling.

Manage diverse tax engagements for small businesses, corporations, business owners, and high-net-worth individuals. Responsibilities include reviewing complex tax returns, conducting tax planning and research, handling tax authority audits and notices, coordinating concurrent projects, scheduling and mentoring staff, improving processes, counseling employees, and developing new business. The role requires strong client relationships, technical tax knowledge, leadership, prioritization, and collaboration across accounting and advisory practices.

Underwrite and monitor Low-Income Housing Tax Credit construction and equity financing transactions. Analyze financial statements, sources and uses, draws, covenants, construction progress, portfolio risk, and regulatory changes. Prepare credit proposals, committee presentations, and portfolio monitoring reports; communicate with clients, loan officers, credit officers, and committees. Support due diligence, compliance, process improvements, and loan servicing coordination while ensuring deadlines and documentation requirements are met.

Lead GiveWell’s strategic communications function, translating complex research and grantmaking into clear messaging for diverse audiences. Own brand positioning, narratives, donor and internal communications, website strategy, major partnership campaigns, and emerging-issue responses. Advise senior leaders, lead cross-functional initiatives, and build a growing communications team and its systems while maintaining rigorous, factual, precise communication standards.

Leads GiveWell’s media and public affairs function, setting communications strategy, building journalist and stakeholder relationships, developing thought-leadership opportunities, managing rapid-response communications, advising executives, serving as a spokesperson, and preparing leaders for public appearances. The role also builds systems, hires and develops a growing team, oversees sensitive external communications, and ensures GiveWell’s research and mission are represented accurately and effectively.

Leads GiveWell’s editorial quality and communications production function. Responsibilities include setting editorial standards, building workflows and production systems, managing content portfolios, overseeing website, design, visual, and multimedia production, personally shaping complex content, and hiring and developing a growing team. The role requires precise communication of complex research, strong operational leadership, executive advising, and end-to-end ownership of high-stakes communications.