Top Tech Jobs & Startup Jobs in Chicago, IL

Lead strategy and execution for an AI-powered website creation product. Define roadmap, vendor integrations, experience standards, and success metrics. Partner with engineering, design, legal, and GTM to drive site creation activation, publishing, and retention. Launch improvements, manage AI vendor relationships, and ensure production-ready, on-brand AI-generated site experiences.

Partner with the CFO and executive team to lead long-range planning, scenario modeling, GTM strategy, revenue and KPI ownership (MRR, retention, unit economics), capital allocation, investor/board reporting, and build high-performing finance and operations teams to drive growth and operational efficiency.

Lead GTM vision, narrative, and execution for hosting, agentic and related portfolios. Build and scale product marketing, drive product launches, competitive intelligence, sales and partner enablement, and align cross-functional teams to drive adoption, pipeline, and revenue.

Lead end-to-end UX for Bluehost Group portal and post-login surfaces: drive strategy, mentor designers, produce journey maps and dev-ready hi-fi deliverables, contribute to the design system, collaborate with PMs, engineering, and research, ensure accessibility and interaction quality, and embed AI-powered and design-to-code workflows to accelerate delivery.

Lead developer-focused go-to-market for Bluehost's agentic platform: define positioning, grow developer community, run programs and launches, enable developers with docs and tooling, and drive adoption and engagement metrics.

Lead and build a pre-sales Sales Engineering team supporting mid-market and enterprise deals. Drive pre-sales strategy, technical discovery, solution design, demos/POCs, and executive-level customer engagements to improve win rates and accelerate revenue. Partner cross-functionally with Sales, Product, Marketing, and Customer Success.

Partner with Sales to drive revenue by delivering technical expertise, demos, POCs, and solution designs for Bluehost products. Qualify opportunities, document requirements, and collaborate with Product, Engineering, and Customer Success to enable sales and ensure successful technical implementations.

Lead strategy, design, and execution of scalable sales programs across inbound, outbound, and partner channels to improve pipeline generation, conversion, and seller productivity. Align Marketing, RevOps, Finance, and Enablement on KPIs, funnel optimization, and quota/territory strategy. Embed AI-driven insights, optimize CRM/workflows, standardize playbooks, and drive GTM transformation and change adoption.

Perform outbound calls to existing customers to identify upsell opportunities, build consultative relationships, recommend website/SEO solutions, use dialer software and manual follow-up, and meet sales targets in a remote environment.

Lead strategic sourcing, vendor negotiations, and procurement operations across global teams. Manage contract lifecycle, procurement systems (CLM, Workday/ServiceNow), reporting and analytics, drive cost savings, automation and AI adoption, and partner with Finance, Legal, and IT to optimize vendor strategy and compliance.