Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and scale the SMB customer success function to drive retention, adoption, and expansion. Hire and manage CSMs, define playbooks and segmentation, oversee onboarding-to-renewal lifecycle, monitor health scores, forecast retention, and collaborate cross-functionally to surface customer feedback and growth opportunities.

Sell Overjet's dental AI to private practice customers by prospecting, qualifying needs, delivering presentations to key stakeholders, owning the full sales cycle through close, forecasting accurately, and hitting aggressive revenue targets while coordinating handoff to Customer Success.

Lead and build the SMB Customer Success organization for dental customers (DSOs), driving retention, adoption, and expansion. Hire and manage CSMs, define success strategies and playbooks, manage post-sale lifecycle (onboarding to renewal), track health scores and forecasts, collaborate cross-functionally, maintain customer relationships, and support regulatory complaint trending and reporting.

Lead technical implementations and onboarding for Overjet products, owning lifecycle from kickoff to go-live. Design solutions, configure systems, manage integrations and data pipelines (primarily Windows), run scoping calls, automate workflows with AI tooling, and coordinate across Sales, Engineering, and Customer Success.

Founding Account Executive to build and own go-to-market for life insurance. End-to-end sales ownership: prospecting, discovery, demos, pilots, negotiation, and close. Validate target accounts, build a $1M+ pipeline, create GTM playbook, navigate multi-stakeholder deals, scope POCs, drive adoption/expansion, and translate customer feedback into product priorities.

Lead sourcing, negotiating, and closing strategic channel partnerships (consulting firms, device/PMS vendors, distributors). Own partner-sourced pipeline, revenue targets, forecasting, and partner activation—including onboarding, training, and cross-functional launch. Manage partner relationships, run business reviews, and coordinate with Sales, Marketing, Product, and Legal to scale partnerships.

Lead full-lifecycle recruiting for senior technical roles, use AI-driven sourcing and analytics to improve hiring outcomes, manage ATS operations, influence leveling and compensation, and deliver exceptional candidate experiences while meeting recruiting KPIs.