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Top Tech Jobs & Startup Jobs in Chicago, IL
Artificial Intelligence • Fintech • Software • Travel
Own the full commercial credit underwriting lifecycle, including application review, KYB verification, credit bureau analysis, limit-setting, documentation, escalations, and decisioning. Identify risk patterns, support backtesting of policy changes, improve workflow automation, develop SOPs, and coordinate with Fraud on overlapping application-stage signals.
Top Skills:
D&BGoogle SheetsExcelSQL
Artificial Intelligence • Fintech • Software • Travel
Own product-led growth strategy across onboarding, activation, retention, monetization, cross-sell, and expansion. Lead AI-powered experiences, experimentation, A/B testing, and data-driven optimization across the travel and spend management platform. Partner with engineering, design, data, sales, account management, and marketing to connect product activity with revenue opportunities and deliver customer value.
Top Skills:
A/B TestingAIAmplitudeExperimentation Analytics ToolsLaunchdarklyLlmsPredictive LogicSQL
Artificial Intelligence • Fintech • Software • Travel
The Senior Data Analyst will lead metrics definition, reporting, statistical analysis, experimentation, dashboard management, and pricing analytics. The role involves building data pipelines, collaborating with data engineers on data assets and feature stores, investigating complex business questions, and translating analytical findings into strategic recommendations for product, pricing, and senior leadership. Strong SQL, statistics, econometrics, communication, and cross-functional collaboration skills are essential.
Top Skills:
AmplitudeLookerSnowflakeSQL
Artificial Intelligence • Fintech • Software • Travel
Leads Engine’s financial strategy, planning, forecasting, capital allocation, fundraising, transactions, reporting, and investor communications. Partners with the CEO, executive team, Board, lenders, and investors while building a scalable Finance organization, infrastructure, controls, and data-driven operating cadence for a high-growth technology company.
Top Skills:
AIAutomation
Artificial Intelligence • Fintech • Software • Travel
Owns the People partnership for a defined client group, coaching managers, managing employee relations, and running performance, compensation, and organizational health cycles. The role supports workforce planning, headcount reconciliation, recruiting systems, onboarding, transitions, and termination preparation. It requires strong business acumen, trusted stakeholder relationships, sound judgment, process discipline, and the ability to operate independently in a fast-changing environment.
Top Skills:
AtsGreenhouseHibobHrisLooker
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Artificial Intelligence • Fintech • Software • Travel
Own a customer-facing product area end to end, including vision, strategy, roadmap, discovery, launch, and iteration. Use customer research, behavioral data, funnel analysis, and experimentation to improve conversion, engagement, and retention. Apply AI tools and capabilities to accelerate product development and enhance customer experiences. Partner cross-functionally with Engineering, Design, Data, Sales, Operations, and Support to deliver outcomes.
Top Skills:
AI
Artificial Intelligence • Fintech • Software • Travel
Own the strategy, roadmap, requirements, launch, adoption, and success metrics for a technical platform. Partner with engineering, data, product, and business teams; evaluate architecture, APIs, and system tradeoffs; prioritize foundational investments against customer and revenue outcomes; and apply AI to improve platform capabilities. The role requires strong product management experience, technical depth, analytical skills, and production experience with LLM-based or ML-adjacent products.
Top Skills:
APIsLlmsMachine LearningSQL
Artificial Intelligence • Fintech • Software • Travel
Own internal AI and automation products that make Engine’s business functions faster and more scalable. Map workflows, identify high-value repetitive workloads, establish baseline metrics, partner with engineering to build and launch solutions, and drive adoption. The role requires evaluating LLMs and agents, incorporating human review, controlling scope and costs, measuring cycle-time improvements, and transitioning successful workflows to functional owners.
Top Skills:
AIAi AgentsEvalsLlmsWorkflow Automation
Artificial Intelligence • Fintech • Software • Travel
Leads cross-functional strategy execution across corporate travel divisions, coordinating operating rhythms, online booking tool needs, contracts, client issue resolution, process improvements, and reporting to the CEO. Acts as a liaison between Options Travel and Engine, influences senior stakeholders without direct authority, and supports partner-network and global-fulfillment initiatives.
Top Skills:
Ai-Native Travel PlatformOnline Booking Tool (Obt)
Artificial Intelligence • Fintech • Software • Travel
Lead negotiation and lifecycle management for commercial contracts, including partnership, distribution, customer, vendor, and SaaS agreements. Partner with Sales, Partnerships, Procurement, Finance, and Product teams to manage risk and support business objectives. Improve contract templates, playbooks, tiered review models, and CLM workflows while providing practical legal guidance on escalations and issue resolution.
Top Skills:
Contract Lifecycle Management (Clm)Docusign ClmIroncladLinksquaresSaaS
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