Top Tech Jobs & Startup Jobs in Chicago, IL

The Tarbell Fellowship combines three months of remote training in AI and journalism fundamentals with a nine-month newsroom placement as an artificial intelligence reporter. Fellows write and investigate AI-related topics, build journalism skills, complete coursework and assignments, and attend a weeklong in-person summit. The program is full-time and intended for candidates with journalism or AI expertise, strong writing ability, persistence, curiosity, and open-mindedness. Senior fellowships are available to candidates with at least seven years of experience and exceptional prior work.

Own enterprise and government-facing B2B revenue for AI software products, managing the full sales cycle from lead generation through deal closure. Develop enterprise clients, strategic partnerships, and distribution channels; meet sales targets; collaborate on go-to-market strategies; monitor market and competitor trends; and represent the company at industry events. The role is fully remote and includes base salary, commission, and equity.

Provides hands-on training and support to automotive dealership partners, communicates opportunities to dealership and company leadership, builds strong dealer relationships, and serves as a subject matter expert on products and tools. The role requires extensive nationwide travel, participation in professional development, and potential relocation after promotion.

Prepare and review individual Form 1040 tax returns, including complex cases, using professional tax software. Identify discrepancies, resolve incomplete or illegible inputs, ensure compliance and accuracy, and meet rapid turnaround requirements. Work independently in a remote contractor role while collaborating with the team to improve AI-assisted tax preparation workflows.

Own paid media acquisition strategy and execution across Meta, TikTok, Google, YouTube, and other channels. Manage targeting, bidding, budgets, campaign launches, testing, optimization, and scaling against CAC and ROAS goals. Analyze funnel economics and campaign data, conduct competitive research, develop channel playbooks, collaborate with creative teams, and present data-backed recommendations to leadership.

Paid apprenticeship-style art sales role aboard cruise ships. Associates engage guests, sell artwork, support live auctions, host gallery events, set up exhibitions, and provide polished guest service. The role offers mentorship and progression to Gallery Director and Art Auctioneer, with commission-based earning potential. Assignments involve three- to six-month shipboard rotations, international travel, physical artwork handling, onboard accommodations, and independent-contractor status.

Analyze client website data, create and maintain reports, investigate anomalies, gather reporting requirements, document analytics resources, and identify opportunities for A/B testing. The role requires strong data literacy, attention to detail, communication skills, and comfort learning analytics and CRM tools.

Implements and optimizes Dynamics 365 Customer Engagement and Microsoft Power Platform solutions for clients. Responsibilities include requirements gathering, solution design, configuration, integrations, data migration, testing, deployment, troubleshooting, post-go-live support, stakeholder advisory, documentation, and pre-sales support. The consultant collaborates with architects, developers, project managers, and distributed teams to deliver CRM, automation, customer engagement, and enterprise system solutions.

Leads revenue growth for data center services across colocation, cloud infrastructure, connectivity, and managed offerings. Develops go-to-market strategy, manages enterprise and hyperscale sales teams, secures strategic accounts, oversees CRM and sales operations, supports pricing and capacity planning, and provides executive forecasts. Requires deep data center economics knowledge, complex deal negotiation skills, and an established industry network.

Own consulting workstreams from problem definition through research, analysis, and client-ready recommendations. Lead smaller engagements or modules, manage timelines and research programs, maintain data quality, create polished presentations and reports, and support proposals and reusable practice assets. The role requires rigorous analytical thinking, strong communication, attention to detail, and the ability to collaborate with senior stakeholders in a fast-paced consulting environment.