Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full B2B sales cycle for SaaS solutions serving independent insurance agencies, from outbound prospecting and pipeline generation through discovery, negotiation, and closing. Build trusted-advisor relationships, understand agency goals, map needs to technology solutions, manage territories, and achieve sales quotas. The role requires consultative selling, strong communication, CRM proficiency, and experience meeting new-business or territory-growth targets.

Manage the full B2B sales cycle for SaaS solutions, including outbound prospecting, account research, discovery, solution consulting, negotiation, and closing. Build pipeline, advise independent insurance agencies, manage territories, and consistently achieve sales quotas. The role requires strong consultative selling, communication, and CRM proficiency, with experience in quota-carrying sales and new business development.

Scopes complex software implementation and professional services engagements for insurance customers. Leads discovery, develops project scopes and Statements of Work, estimates resources, timelines, budgets, and deliverables, and presents plans to executive stakeholders. Partners with Sales, Services Delivery, Implementation, Data, and Solution Services to ensure effective handoffs and delivery alignment. Advises on integrations, data migrations, custom solutions, and additional services opportunities.

Own the full B2B sales cycle for SaaS solutions, including outbound prospecting, pipeline generation, account research, discovery, solution selling, negotiation, and closing. Advise independent insurance agencies on technology solutions, manage territory plans, and consistently meet or exceed sales quotas. The role requires strong consultative selling, communication, and CRM skills in a hybrid team environment.

Own the full B2B sales cycle for SaaS solutions, including outbound prospecting, account research, discovery, solution selling, negotiation, and closing. Build pipeline, advise independent insurance agencies on business challenges, manage territories, and consistently achieve or exceed sales quotas in a collaborative inside-sales environment.

Leads architecture, integration, cloud delivery standards, and technical strategy for complex enterprise implementations. Advises client executives on digital transformations, partners with Sales on major pursuits, leads cross-functional programs, resolves multi-system architecture escalations, and mentors consultants and architects. Requires substantial implementation, cloud architecture, application architecture, client or project management, and executive communication experience.

Supports client project planning and execution by gathering requirements, tracking deliverables, monitoring schedules and budgets, preparing status updates, maintaining documentation, coordinating client and internal communications, and recording milestones and action items. Works alongside an experienced Project Manager to develop project management skills and contribute to successful client outcomes.

Manage onboarding, renewals, integrations, billing reconciliation, performance reporting, documentation, and process improvements for a certified vendor program. Coordinate internal and external stakeholders, track milestones, resolve issues, maintain vendor records, and provide dashboards and recommendations to leadership. The role partners with Finance, Business Operations, Customer Experience, Product, and Engineering to improve vendor lifecycle operations.

Leads technical strategy for complex enterprise client engagements, advising executives on architecture, integrations, cloud delivery, and digital transformation. Establishes technical standards, resolves multi-system escalations, leads cross-functional programs, supports sales pursuits, collaborates with cloud and integration partners, and mentors consultants and architects. The role requires hands-on experience with scalable application architecture, DevOps, cloud platforms, APIs, containers, SQL, Java, and JavaScript.

Manage employee benefits and wellness programs, including open enrollment, vendor implementations, M&A integrations, communications, and HRIS benefits technology. Govern enrollment platforms and carrier feeds, develop analytics dashboards, monitor regulatory changes, and support ERISA compliance activities such as Form 5500 preparation, plan reviews, and discrimination testing. Lead cross-functional initiatives and benefits vendor relationships.