Top Tech Jobs & Startup Jobs in Chicago, IL

The Retirement Advocate will enhance user experience, support retirement benefits inquiries, build client relationships, and educate clients on their plans.

The Dedicated Service Advisor will enhance customer support through proactive engagement, expert assistance in payroll and benefits, and collaboration to resolve issues, ensuring customer loyalty and satisfaction.

The role involves developing insights and solutions to enhance productivity for sales teams, driving AI strategies, optimizing processes, and providing operational support while collaborating across teams.

Early-career sales or onboarding role handling high-volume inbound calls, chats, and emails plus some outbound outreach. Advise small businesses on product selection, guide onboarding for successful adoption, use consultative selling, maintain Salesforce/CRM records, and meet performance goals.

Own and scale Gusto's VC and PE partnership strategy, building programmatic, high-leverage ecosystem motions. Lead partner portfolio decisions, design repeatable programs with Marketing/Events/Sales, track ARR and pipeline impact, and represent Gusto externally to drive founder and investor engagement.

Lead design and implementation of the Tax platform: build scalable, fault-tolerant systems, improve extensibility, mentor engineers, drive technical strategy and roadmap, collaborate cross-functionally, improve reliability/incident response, and build AI guardrails to safely leverage agentic LLMs for tax compliance.

Resolve payroll tax notices for customers by researching discrepancies, communicating with tax agencies, documenting cases, collaborating with cross-functional teams, using AI tools, and managing a daily queue to deliver exceptional customer outcomes.

Resolve payroll tax notices for customers by researching discrepancies, communicating with government agencies, documenting cases, collaborating with cross-functional teams, and using AI tools to improve processes while delivering excellent customer service.