Top Tech Jobs & Startup Jobs in Chicago, IL

Manage and process employee leave paperwork and correspondence, coordinate with external administrative contacts, document escalations, maintain internal systems, and support continuous process improvements in a fast-paced, remote environment.

Prepare customized payroll plans and reconciliations for customers, support leave specialists with accurate payroll calculations, collaborate with payroll teams and internal stakeholders, collect product feedback, and identify improvements to payroll calculation software and integrations.

Manage existing customer relationships to drive adoption, retention, renewals, upsells, and referrals. Own revenue targets, run QBRs, resolve escalations, identify expansion opportunities, and use customer data to improve engagement and reduce churn. Partner cross-functionally and support sales as a solutions expert.

Lead development and execution of strategic partner programs and go-to-market for brokers, consultants, and channel partners. Build and manage high-value relationships, create enablement resources and training, identify new growth partnerships, collaborate cross-functionally on product and market strategies, and track performance metrics to drive partner adoption and shared revenue goals.

Manage end-to-end employee leaves for US and Canada across multiple companies, ensuring compliance with FMLA/ADA and company policies. Communicate with employees, HR, payroll, and third parties; maintain confidential records; partner on payroll and claims; track metrics and SLAs; provide customer service, product feedback, and process improvements.

Lead and scale Sparrow's GTM partnerships with HRIS, disability carriers, payroll systems, PEOs, and point solutions. Secure and deepen partnerships, drive partner-sourced pipeline and closed-won revenue, coordinate cross-functional teams for integrations and shared customers, develop joint GTM initiatives, and build scalable processes, playbooks, and enablement for partner success.

Lead end-to-end product design for Sparrows leave management features. Drive discovery, interaction and UI design, prototypes, and shipped outcomes. Design for complex workflows, regulatory nuance, and multiple user personas. Partner closely with Product and Engineering, use research and data to iterate, and improve design systems and consistency across the product.