Top Tech Jobs & Startup Jobs in Chicago, IL

Own complex technical implementations for a Mews product area, including configuration, integrations, APIs, and non-standard requirements. Serve as a third-tier escalation point for onboarding and customer success teams, monitor performance and SLAs, maintain knowledge-base content, and collaborate with Product and R&D on testing and recurring customer issues. Use AI to improve documentation, escalation triage, and operational processes while supporting multiple implementations and communicating with technical and non-technical stakeholders.

Own a self-sourced outbound pipeline across a West Coast territory focused on independent hotels and small groups. Manage full-cycle SaaS sales, navigate multi-stakeholder buying committees, maintain forecasting and pipeline hygiene, partner with BDRs, and use AI for account research and personalized outreach. The role requires consultative territory selling, strong outbound prospecting, quota attainment, and experience with hospitality technology, fintech, or payments SaaS. Candidates must live on the U.S. West Coast.

Conduct outbound calls, emails, and targeted sequences to hotel decision-makers across the West Coast. Research prospects, build qualified pipeline, book discovery meetings for Account Executives, track activity, and share market intelligence. The role requires strong communication, resilience, hospitality interest, bilingual communication skills, and practical AI use for prospect research and personalized outreach.

Owns end-to-end product and engineering strategy for Mews' Back of House domain. Leads globally distributed engineering teams, builds the management structure, develops senior talent, and improves reliability, performance, and technical debt without disrupting delivery. Determines where AI should be integrated into the product and ships AI-driven improvements. Requires VP-level product and engineering ownership, SaaS scaling experience, strong people leadership, and hands-on experience shipping AI as a core product capability.

Conduct multichannel outbound prospecting to hotel general managers, revenue managers, and procurement contacts across the East Coast and Central US. Research prospects, build qualified pipeline, book discovery meetings for Account Executives, report activity, and share market intelligence. The role requires strong communication, hospitality curiosity, resilience, and practical AI use for prospect research and personalized outreach.