Top Tech Jobs & Startup Jobs in Chicago, IL

Generate qualified employer sales opportunities through cold calling, personalized emails, social selling, and event campaigns. Partner with sales and marketing teams to create messaging, secure meetings with employer buyers, track activity in Salesforce, report results, and meet lead-generation targets. The role is fully remote within the continental US and may require conference travel.

Conduct high-volume outbound and inbound calls to educate patients about Pomelo Care services, enroll eligible members, answer questions, schedule appointments, and document outreach accurately. The role requires empathetic bilingual communication, achievement of enrollment and performance goals, collaboration with healthcare and community stakeholders, and remote work during weekday business hours.

Support Pomelo Care’s health plan partnership pipeline through opportunity sourcing, CRM management, meeting preparation, market research, and deal follow-up. The role develops briefing materials, pitch decks, conference materials, and case studies; synthesizes partner discussions into actionable next steps; and collaborates with Partnerships and Marketing. Candidates should have client-facing or analytical experience, healthcare knowledge or the ability to learn payer dynamics quickly, strong communication and organizational skills, and comfort working in a fast-paced environment.

Staff Software Engineer responsible for setting technical direction, architecting scalable distributed systems, shipping high-impact features, and building AI-powered tools for a virtual healthcare platform. The role includes mentoring engineers, partnering with product and clinical leadership, translating user needs into technical solutions, and guiding frontend and backend application development in a fast-paced startup environment.

Owns end-to-end security engineering, including risk identification, secure-by-default libraries, least-privilege guardrails, developer machine hardening, supply-chain security, and identity and authentication protections. Partners with compliance to implement effective controls for healthcare requirements such as HIPAA and HITRUST. The role requires production software engineering and security expertise, with broad autonomy in a fully remote environment.