Top Remote Senior Level Jobs in Milwaukee, WI

Design, build, deploy, and maintain full-stack applications spanning frontend interfaces, backend services, APIs, databases, integrations, and cloud infrastructure. Own complex systems, improve reliability and technical debt, make architectural decisions, mentor engineers, and contribute to code reviews and engineering practices. Evaluate AI-assisted development opportunities and collaborate with product teams, stakeholders, and customers to deliver secure, maintainable software capabilities.

Own partner integrations from technical discovery through production launch and stabilization. Translate business and technical needs into integration designs, requirements, data mappings, and documentation. Investigate APIs, databases, logs, and code to troubleshoot issues; validate integrations through testing and data verification; and coordinate product, engineering, underwriting, operations, and external partners. Use AI-assisted tools to create specifications and guides, improve integration patterns, and drive progress through influence and clear communication.

Own full-cycle enterprise and mid-market sales for the Posh AI platform, from pipeline generation through close and implementation handoff. Sell to credit unions and banks, manage complex multi-stakeholder buying processes, build ROI-driven business cases, conduct SPICED discovery, coordinate internal teams, and maintain accurate forecasts. The role requires consultative selling, executive-level communication, and experience closing multi-month SaaS or enterprise technology deals.

Leads public sector proposal development from RFP receipt through submission and award follow-up. Coordinates proposal schedules, requirements, resources, reviews, communications, and deliverables; analyzes RFP terms and conditions; manages approvals, contract documentation, archiving, and award tracking. Establishes and improves proposal workflows, monitors win-rate trends, and facilitates collaboration across internal and external stakeholders under tight deadlines.

Develop and maintain PowerUp Sports’ software platform, build and release new features, integrate technologies, optimize PHP applications on Azure, manage SQL Server databases, participate in code reviews, mentor junior developers, and support scalable, reliable architecture.

Leads a distributed software engineering team responsible for hiring, coaching, delivery, quality, reliability, and technical execution. Partners with product and architecture teams to prioritize work, evaluate designs and estimates, resolve root causes, promote secure development, testing, CI/CD, observability, and incident response, and improve engineering practices. Requires strong C# and .NET expertise, people management experience, cloud development knowledge, and the ability to deliver complex software with remote teams.

Leads a distributed software engineering team responsible for delivery, quality, reliability, and professional growth. Hires, coaches, and evaluates engineers; oversees planning, prioritization, code and design reviews; drives root-cause analysis, testing, CI/CD, observability, incident response, and technical debt management. Partners with product, architecture, and engineering stakeholders to deliver secure, scalable software while improving team practices, communication, and performance.

Supports pricing, profitability, revenue growth, and commercial decision-making through financial and operational analysis. Responsibilities include analyzing margins and business performance, supporting RFPs and contract renewals, reviewing commercial agreements, using CPQ for subscription billing and revenue recognition, maintaining data quality controls, preparing business reports, and improving pricing processes. The role collaborates with Client Development, Finance, Legal, Product Management, Technology, and senior leadership.

Lead the architecture, development, and operation of cloud infrastructure for an AI-native legal platform. Own CI/CD, developer tooling, Kubernetes and containerized workloads, AI infrastructure, observability, security, compliance, reliability, scalability, and cost optimization. Partner with engineering and product teams, establish infrastructure standards, and hire and mentor future infrastructure engineers while ensuring sensitive legal data is handled securely.

Advise startups and growth companies on corporate matters, including entity formation, governance, compliance, venture financings, IP strategy, and commercial agreements. Draft and negotiate legal documents, support multi-jurisdictional compliance, and help build AI-enhanced legal workflows, firm processes, culture, and client service standards. Contribute to thought leadership and business development while working closely with the founding attorney.

Own Shepherd’s end-to-end brand and content strategy across LinkedIn, email, website, partnerships, and communities. Develop messaging, thought leadership, founder-led content, case studies, guides, and campaigns; manage content distribution and repurposing; and align content with growth, pipeline, and revenue goals. Analyze performance, capture customer insights, test new channels, and build scalable content systems in an early-stage AI and legal services company.

Develop and operate cloud security solutions across Azure, AWS, Google Cloud, and Oracle platforms. Define security standards, implement least-privilege access, network segmentation, encryption, monitoring, and compliance controls. Review cloud architectures and risk assessments, automate security processes, support incident response and vulnerability remediation, and participate in DevSecOps, SAST, DAST, code review, and red-team activities. Partner with architects and business stakeholders to communicate risks and implement secure cloud solutions.

Owns and prioritizes product backlogs for CMS Quality Payment Program teams. Translates healthcare policy and stakeholder needs into user stories, business rules, and acceptance criteria; coordinates delivery across teams and contractors; manages dependencies, roadmaps, testing, releases, and production issues. Partners with CMS, design, engineering, QA, and support stakeholders to improve usability, accessibility, workflows, and product outcomes for Self-Nomination, Targeted Review, and EPCS services.