Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Engine’s distributed IT organization and modernizes its IT function. Responsibilities include managing engineers and support analysts, improving device lifecycle and endpoint security, architecting Okta-based identity and automation, overseeing onboarding and offboarding, establishing support SLAs, partnering with Security and People teams, reducing technical debt, and delivering cross-functional technology programs. The role is hands-on, combining strategic leadership with technical troubleshooting and execution.

Leads Talent Acquisition Operations by building scalable hiring processes, capacity planning, technology roadmaps, AI automation, recruiter enablement, referral programs, candidate experience improvements, and operational reporting. Owns the TA technology ecosystem, vendor relationships, SOPs, analytics, and strategic programs while partnering cross-functionally with Finance, People Operations, and Engineering.

Owns the full lifecycle of strategic Travel and TMC partnerships, including sourcing, negotiation, closing, onboarding, retention, and expansion. Builds executive relationships, develops high-value pipelines, forecasts in Salesforce, represents the company at industry events, and collaborates cross-functionally on proposals and partner success. The role will eventually recruit and lead a business development team while shaping the company’s Travel and TMC partnership strategy.

Provides expert support for flight operations, ticketing complexities, booking issues, and escalations. Uses Amadeus GDS and NDC systems to troubleshoot reservations, applies airline policies for changes and irregular operations, and collaborates with airline partners and BPO teams. Leads training, analyzes escalation trends, documents workflows, improves processes, and supports cross-functional initiatives. The role operates on a flexible schedule, including overnight shifts and weekends, within a 24/7 environment.

Own global sales strategy and operations for a rapidly scaling B2B travel technology company. Responsibilities include segmentation, account scoring, territory design, capacity modeling, goal setting, forecasting, pipeline reviews, QBRs, sales process design, and executive reporting. Lead AI strategy across prospecting, forecasting, deal execution, and coaching, while partnering with systems, finance, enablement, growth, and data teams. Build analyses directly and hire and manage a team of analysts and strategy partners.

Own acquisition and GMV growth for Engine X, a business credit card product. Build scalable acquisition programs across paid, lifecycle, partnerships, sales-assist, content, and organic channels. Lead experimentation, positioning, analytics, cross-functional collaboration, and AI-enabled growth initiatives. Establish the acquisition model, identify high-performing channels, guide investment decisions, and help scale the growth team and infrastructure.

Owns the full lifecycle of strategic Fintech and Payments partnerships, including sourcing, pipeline development, executive negotiations, deal closure, onboarding, retention, and expansion. The role requires deep industry expertise, executive relationship management, cross-functional collaboration, market representation, Salesforce forecasting, and development of a high-performing business development team.

Lead the vision, strategy, and growth of Engine Spaces, a platform for discovering, booking, and managing meeting and event venues. Own the customer experience from search through post-booking, improve conversion and engagement, drive AI-powered automation, and align Engineering, Design, Sales, and RevOps. Define KPIs covering conversion, engagement, supply utilization, and revenue while delivering high-impact marketplace and booking features.

Leads acquisition strategy for high-value business services partnerships across professional and financial services. Sources, negotiates, and closes enterprise partnership agreements, builds executive relationships, coordinates partner onboarding, and collaborates with Sales, Marketing, Product, Operations, and Partner Success. Tracks pipeline, signed partners, opportunity value, and revenue performance while developing scalable one-to-many go-to-market models and multi-million-dollar revenue streams.

Leads a 15+ person analytics organization supporting Growth, Sales, Marketing, and Finance. Owns the analytics strategy, operating model, metric governance, executive reporting, forecasting, experimentation, customer and revenue insights, and data foundation improvements. Partners with senior commercial and financial leaders to translate complex data into strategic recommendations and builds scalable processes, systems, and talent development programs.