Top Remote Senior Level Sales Operations Jobs in Chicago, IL

Lead the Learning Delivery & Performance team within Square's Growth org to provide engaging learning and development programs for frontline leaders and team members. Manage a global team focused on strengthening organizational capabilities and performance for the Account Management team. Drive strategic direction, accountability, and resourcing planning to support business growth and performance.

As the Learning Delivery & Performance Lead for the Square Growth org, you will be responsible for managing and driving a global learning delivery strategy to strengthen people and organizational capabilities. This role focuses on the Account Management team within Square, leading a team dedicated to bringing learning experiences to life and driving performance in the business.

Responsible for building business in national accounts, middle markets, and specialty products areas to meet customer needs and assist in making better decisions about healthcare. Manage internal/external communication, streamline sales processes, and track success rates to ensure higher win rates. Requires 7-10 years of experience in consumer directed health & benefits, a Bachelor's Degree in business, communications, or health care, and strong analytical and organizational skills.

Responsible for developing and executing channel/partner strategies, analyzing sales data, and driving business insights. Requires advanced skills in MS Excel and BI tools, and experience in sales or revenue operations with SaaS background.

Build and lead a global deal desk team, analyze deal structures, optimize quoting processes, provide guidance to sales, and own quoting systems.

As the Director of Sales Strategy, you will lead the development and execution of comprehensive programs to support sales teams in achieving revenue targets. Responsibilities include collaborating with cross-functional teams, leading competitive intelligence programs, and measuring program success. The role involves strategic thinking, stakeholder management, and scaling GTM programs as the organization grows.

The Sales Engineer is responsible for driving Point B’s success across strategic customers by growing and managing sales and offering development for supply chain and operations transformation offerings. They work closely with the Growth Leadership team, identify client opportunities, craft tailored solutions, and deliver compelling presentations to executive teams. The ideal candidate must have a background in operational excellence/lean six sigma.