Top Tech Jobs & Startup Jobs in Chicago, IL

Lead Engine’s global events portfolio across conferences, executive experiences, partner and supply events, government programs, and first-party customer events. Own strategy, budgets, calendars, execution, brand experience, attendee recruitment, measurement, and monetization. Build scalable playbooks connecting events to pipeline, revenue, sponsorships, and partner participation. Manage multiple event motions across product lines while collaborating with brand, growth, partnerships, sales, supply teams, vendors, and agencies.

Build and grow strategic hotel partnerships through outbound prospecting, cold calling, relationship development, and consultative sales. Secure direct hotel partnerships, discounted rates, and participation in Engine’s hotel platform and products. Manage named accounts, maintain a clean Salesforce and Outreach pipeline, advise hotel partners on performance tools, and collaborate with relationship management, product, and account management teams.

Own acquisition and retention growth for the weddings vertical by developing channel strategies, running experiments, scaling successful programs, and building lifecycle initiatives. Partner with Product and Sales to improve the wedding customer experience and roadmap, analyze performance data, execute hands-on growth work, and use AI to personalize programs and accelerate testing.

Leads strategy and operations for the global expansion organization, partnering with revenue leadership on segmentation, account scoring, capacity planning, quotas, metrics, forecasting, and operating cadence. Standardizes post-sale expansion motions, develops AI and automation strategy, and partners with systems and enablement teams to improve productivity. Builds analytical models and insights for leadership while hiring and managing a team of analysts and operations partners.

Own Engine’s group travel connectivity strategy and roadmap, expanding supply through partnerships with hotel chains, connectivity providers, technology platforms, and intermediaries. Lead complex partnerships from initial discussions through signed and activated agreements. Partner with Product, Engineering, Supply, Operations, and executives to prioritize integrations, define requirements, assess feasibility, and deliver commercial outcomes. Serve as a senior external representative and subject-matter expert on group travel connectivity, distribution, and booking ecosystems.

Own the Omni hotel booking platform roadmap across its Swift low-code storefront and Halo API. Drive API, SDK, documentation, partner onboarding, sandbox, credentials, diagnostics, and integration experiences from ideation through launch. Collaborate with engineering, commercial, and partnerships teams to simplify complex infrastructure, improve developer experience, and accelerate partners from evaluation to live bookings. Requires strong technical product judgment, API and platform expertise, prioritization skills, and comfort operating with ambiguity.

Lead Engine’s total rewards strategy across compensation, equity, benefits, job architecture, pay transparency, and geographic expansion. Advise executives on compensation and equity decisions, anticipate AI-driven workforce changes, build predictive analytics and market intelligence, modernize compensation technology, ensure compliance, and enable managers to communicate rewards effectively. The role requires deep expertise in compensation design, equity strategy, executive incentives, analytics, and scalable rewards programs in high-growth companies.

Leads company-wide business operations, planning cadences, resource allocation, strategic initiative execution, executive reporting, and operational analytics. Partners with the CEO, ELT, Finance, and People teams to translate strategy into goals, headcount plans, and measurable execution. Builds and manages a centralized team of program managers and business operators, improves decision-making infrastructure, and advances AI-driven automation across operating processes.

Lead corporate FP&A, quarterly forecasting, annual planning, board reporting, cash flow and equity burn modeling, corporate OpEx allocations, covenant reporting, and month-end analysis. Partner with executives and department leaders to identify risks, optimize costs, influence capital allocation, and improve Adaptive Planning processes. Build scalable finance infrastructure, deliver strategic insights, and communicate financial performance to the Board and investors.

Own internal communications for Engine’s Go-To-Market organization, advising senior commercial leaders and translating strategy into clear messaging. Lead communications for sales kickoffs, QBRs, incentive rollouts, organizational changes, town halls, and executive updates. Partner cross-functionally, coach leaders, manage change communications, and develop AI-enabled workflows to scale communications while preserving leader voice and consistency.