Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Scrum delivery across multiple product and platform teams, facilitates ceremonies, removes impediments, mentors Scrum Masters, and drives Agile adoption and continuous improvement. Partners with Product Owners, engineering leaders, and senior management to improve delivery predictability, prioritize backlogs, track metrics, manage risks, and establish consistent processes. Uses Azure DevOps and generative AI tools such as Claude and Copilot to improve productivity and delivery quality.

Collaborate with customers and internal teams to implement, configure, test, and train users on benefits administration software. Gather and translate stakeholder needs into requirements, user stories, and solution documentation. Manage multiple implementation projects, including eligibility files and module installations. Facilitate stakeholder meetings, resolve application and configuration issues, and coordinate cross-functional teams to ensure successful project delivery and product functionality.

Generate and qualify leads through high-volume outbound calls, emails, and LinkedIn outreach. Follow approved scripts, handle objections, document every interaction in HubSpot, maintain CRM data quality, and route qualified opportunities to Account Executives. Collaborate on account prioritization, handoff quality, pipeline reviews, and process improvements while meeting monthly meeting and sales-qualified opportunity quotas.

Lead customer implementations of enterprise software from kickoff through go-live, managing scope, budgets, schedules, resources, risks, stakeholders, requirements, documentation, training, and transition to support. Collaborate with professional services, sales, support, engineering, and technical services teams to deliver projects on time and within budget while improving project processes and portfolio efficiency.

Own the full post-sale customer lifecycle for B2B SaaS accounts, from onboarding through retention and expansion. Develop success plans, drive product adoption, lead value-focused QBRs, manage churn risks, forecast growth, and identify expansion opportunities. Coordinate Sales, Product, Engineering, Professional Services, and Support while influencing executive stakeholders. Maintain CRM and customer health data, manage escalations, and represent Bridgeway in customer forums. Use generative AI tools to improve productivity and customer outcomes.

Designs and maintains data warehouses, semantic models, metrics layers, pipelines, dashboards, and certified datasets. Establishes KPI governance, data security, row-level access controls, quality standards, and observability. Builds Sigma, Power BI, and Databricks dashboards, supports self-service analytics, resolves BI issues, and enables AI/ML use cases. Collaborates with architecture, engineering, analysts, and business stakeholders to define requirements, document solutions, train users, and drive BI adoption.

Design, build, and maintain a scalable cloud platform using IaC and CI/CD. Lead DevOps/SRE practices, implement monitoring, security and compliance (SOC2/HIPAA/NIST), manage containers, troubleshoot infrastructure, and participate in on-call rotation while driving cross-team delivery.

Work with Business Analysts and customers to gather requirements, design and configure documents/forms, build complex templates and reports, map data sources, implement workflows in proprietary basys software, test and troubleshoot solutions, and use generative AI tools to accelerate delivery.

Lead and manage a software engineering team to deliver scalable, secure SaaS applications. Drive development best practices (code review, testing, CI/CD), align technical execution with business goals, mentor engineers, participate in architecture and design, monitor KPIs, and integrate generative AI tools to improve productivity. Oversee hiring, training, performance evaluations, and cross-functional collaboration in an Agile environment.