Top Tech Jobs & Startup Jobs in Chicago, IL

Lead product strategy and roadmap for a dedicated engineering team in the retirement-fintech platform. Define outcomes, measure business impact, prototype rapidly (using AI), partner across design, engineering, operations, revenue, and compliance, and use data to validate decisions and deliver scalable, compliant products.

Lead a team of Payroll Connection Specialists to enable payroll integrations across 400+ providers, meet OKRs and KPIs, resolve escalations, optimize operational workflows, partner cross-functionally on 401(k) contribution processing, and drive continuous improvement and strong customer experiences.

Design, build, and maintain user-facing and foundational backend services; improve system reliability and automation; collaborate with stakeholders; own domains; mentor engineers; integrate and direct AI agents across development lifecycle.

Lead and develop a team of Advisor Sales Executives to drive retirement plan sales through financial advisors. Own end-to-end advisor-channel sales processes, forecasting in Salesforce, partner relationships, cross-functional coordination, and performance management. Travel nationally for field rides and industry events to grow distribution and launched revenue.

Manage onboarding and launch of new 401(k) plans for clients and white-label partners. Drive high-volume activations, hit monthly targets, remove bottlenecks, communicate with clients, escalate operational issues, and collaborate cross-functionally to improve processes and customer experience.

As an Account Executive, you will handle full-cycle sales, manage a pipeline, conduct demos, negotiate contracts, and utilize sales tech tools like Salesforce to achieve quotas.

The Account Executive is responsible for full-cycle sales, managing pipelines, demonstrating products, negotiating contracts, and documenting activities using Salesforce.

Build and own data platform infrastructure and scalable pipelines (ingestion, orchestration, transformation, delivery). Define governance, observability, and AI-first architecture. Optimize performance, ensure data quality, mentor engineers, and integrate AI-assisted tooling.

Manage and grow partner relationships (tech, HCM, brokers, CPAs, financial advisors) to drive lead generation and revenue. Build referral networks, run co-marketing initiatives, set partner goals/metrics, resolve partner issues cross-functionally, and execute go-to-market strategies to expand SMB retirement plan adoption.