Top Tech Jobs & Startup Jobs in Milwaukee, WI

Own full sales cycle for a regional territory, generate net-new business, build stakeholder relationships, negotiate and close complex deals, manage pipeline and forecasting in CRM, collaborate cross-functionally on underwriting and financial modeling, and travel regionally to support clients.

Lead and grow global engineering teams building APM agents and observability tooling. Hands-on with data analysis, OpenTelemetry, backend engineering, reliability, scalability, on-call operations, and cross-team execution to deliver production-grade distributed systems.

Manage delivery of a portfolio of AI and data science projects from planning through implementation. Coordinate technical and non-technical teams, dependencies, requirements, budgets, timelines, and stakeholder expectations. Lead Agile ceremonies, drive accountability, translate AI capabilities into actionable requirements, and proactively identify and mitigate risks across complex, concurrent initiatives.

Lead and manage a district government sales team (10-12 Account Managers) to grow $25–$50M in revenue. Drive opportunity development, customer retention, pricing strategy, cross-functional collaboration, performance management, coaching, and succession planning. Requires extensive travel (50–75%) within WI and MN and execution of local segment initiatives.

Build and deploy AI-powered, LLM-based solutions in client environments. Implement integrations between models, APIs, and healthcare systems, write production-ready code, support testing and deployments, assist data preparation and prompt configuration, troubleshoot issues, and collaborate with cross-functional teams and clients to deliver scalable, secure solutions and enable knowledge transfer.

Reviews and processes incontestable life insurance claims according to policy provisions and company procedures. Responsibilities include conducting coverage and policy reviews, evaluating investigative referrals, updating claim systems, communicating with beneficiaries and third parties, documenting claim progress, escalating complex cases, and meeting production and quality standards in a remote environment.

Lead long-term strategy and architecture for cloud and on‑prem platform infrastructure, driving Kubernetes and multi‑cloud reliability, IaC/GitOps automation, observability, SLO/SLI/error‑budget practices, incident leadership, AI‑augmented tooling adoption, and mentorship of senior engineers to improve platform resilience and developer experience.

Own enterprise partnership lifecycle marketing across journey architecture, segmentation, creative strategy, execution, experimentation, reporting, and optimization. Build scalable journey templates, creative frameworks, QA processes, KPI dashboards, and reporting standards from scratch. Serve as a Customer Success point of contact, lead partner launch workstreams, diagnose performance issues, present recommendations, and use AI to accelerate marketing workflows while applying sound judgment.

Design, build, and maintain Workday integrations (Studio, EIB, Core Connectors, Web Services) connecting HR systems to payroll, benefits, identity, and enterprise platforms. Lead full lifecycle integration work, improve monitoring and governance, troubleshoot production issues, and document standards while partnering with cross-functional teams.

Design, build, deploy, and maintain resilient, scalable backend services and platform components for Toast's Voice AI platform. Lead cross-cutting architecture and projects, integrate AI platforms (LLMs), implement observability and evaluation for AI systems, set engineering standards, and mentor engineers.

As the Principal Product Designer for Toast IQ, you'll lead design strategy for the AI assistant, shaping user experiences across platforms and collaborating with cross-functional teams.

Serve as the Tier 1 IT helpdesk’s first point of contact, triaging and resolving employee technology issues through Linear, Slack, email, and chat. Troubleshoot accounts, passwords, hardware, printers, mobile devices, email, and business applications. Administer Google Workspace accounts and device access, support onboarding and offboarding, provision hardware, track inventory, document resolutions, maintain knowledge base content, and escalate complex issues with complete documentation.

Manage end-to-end customer onboarding and implementations, including data feed and integration configuration. Build strategic stakeholder relationships, provide reporting and analytics, drive adoption and measurable outcomes, advocate customer needs internally, optimize processes, and collaborate cross-functionally to manage revenue and strategic initiatives for assigned accounts.