Top Tech Jobs & Startup Jobs in Chicago, IL

As a Client Executive - Enterprise, you will manage high-value client relationships, strategize account growth, and drive enterprise-level solutions using AI and data analytics.

Lead full-cycle recruiting across corporate functions in US, Canada, and Costa Rica. Own workforce planning, sourcing, candidate experience, hiring strategy, and offer negotiation. Build diverse pipelines, design scalable recruiting programs and structured interviews, analyze recruiting metrics, and advise leaders on compensation and hiring trends while leveraging AI to improve recruiting efficiency and outcomes.

Own and grow a portfolio of high-value enterprise accounts by developing multi-year expansion strategies, creating pipeline, leading complex multi-stakeholder sales motions, partnering cross-functionally to drive adoption, and positioning OfficeSpace as a platform to deliver measurable business outcomes.

Own full-cycle new-logo acquisition for a defined Mid-Market territory: prospect using AI tools, run value-based sales cycles with senior buyers, deliver demos, create AI-assisted proposals, negotiate contracts, maintain pipeline in Salesforce, and hit new-logo revenue targets.

Own new-logo acquisition for a defined mid-market territory: prospect, run full-cycle, value-sell to senior buyers, deliver demos, negotiate contracts, maintain pipeline and forecasts using Salesforce and revenue intelligence tools, and use AI-assisted prospecting and proposals to meet and exceed new logo revenue targets.

Own and grow a portfolio of strategic enterprise accounts by developing multi-year expansion plans, creating pipeline, leading complex multi-stakeholder sales motions, driving executive-level value conversations, and partnering with Client Success, Product, and Solutions to ensure adoption and expansion.

The Lead Software Engineer will architect and evolve OfficeSpace's AI platform, focusing on full-stack systems, AI features, and mentorship while ensuring performance, reliability, and security.

In this role, you will analyze performance across revenue and finance, create models, support forecasts, and generate insights to inform strategic decisions.