Top Remote Senior Level Jobs in Madison, WI

Leads and coaches an SDR team, owning inbound and outbound pipeline generation, qualification, handoffs, reporting, CRM discipline, and performance improvement. Partners with Marketing, Sales, and Revenue Operations to improve lead quality, speed-to-lead, meeting conversion, and pipeline creation. Builds scalable playbooks, onboarding, enablement, and data-driven operating processes while participating in priority prospect conversations and business development efforts.

Design the full Search experience across organic and sponsored results, including typeahead, ranking, filters, empty states, and monetization. Establish design principles and components, partner with product, research, data science, and ML engineering, and use experimentation to improve engagement, relevance, and revenue. The role requires substantial search or discovery design experience, strong product craft, consumer instincts, and comfort designing alongside AI and monetization teams.

Leads people management, workforce planning, capability development, hiring, and delivery sustainability for a software engineering team building Revit add-ins, Blazor applications, integrations, installers, deployment services, and licensing tools. The role bridges software engineering with AEC and Revit workflows, supports productization and user readiness, develops technical leadership, and improves management systems for distributed teams.

Leads people management, workforce planning, hiring, capability development, and delivery sustainability for an AI Tools engineering team. Oversees teams building governed AI agents, semantic systems, knowledge graphs, retrieval and data pipelines, evaluation, governance, and platform services. Partners with technical, architecture, product, analysis, and project leaders to translate AI strategy into actionable team context while preserving technical ownership. Develops leaders, improves management systems, supports responsible AI practices, and reduces operational and knowledge-continuity risks.

Leads financial planning and analysis, including revenue and COGS forecasting, annual and long-range planning, financial modeling, KPI tracking, investment analysis, and quarterly forecast updates. Partners with business leaders to translate financial data into strategic recommendations, communicate performance metrics, and support data-driven resource allocation and decision-making.

Provide technical pre-sales support for VMware and Nutanix virtualization solutions. Lead customer workshops, executive briefings, and technical advisory engagements; develop reference architectures and marketing collateral; train employees and partners; support co-selling and field sales; collaborate with services, architecture, and sales teams; and maintain required vendor certifications.

Leads pre-sales technical strategy for Microsoft Copilot adoption across Microsoft 365 and enterprise workflows. Advises executives, develops adoption and deployment strategies, facilitates workshops, identifies automation opportunities, and builds custom Copilot agents, prototypes, integrations, and Power Platform solutions. The role also addresses governance, compliance, organizational change management, and enterprise API integrations.

Own North American pipeline targets and build the demand generation function: design and run events, webinars, executive programs and integrated campaigns, set channel targets and budgets, build tracking/attribution/reporting, partner tightly with Sales, iterate channel plays, and define the long-term demand gen playbook.

Own end-to-end verification and validation for complex cloud-native software systems. Design comprehensive testing strategies, build scalable backend and frontend automation frameworks, identify coverage gaps, perform root cause analysis, integrate tests into CI/CD pipelines, and improve testing efficiency. Apply AI-assisted tools to testing and debugging, evaluate emerging AI capabilities, mentor engineers, and raise quality standards across teams.

Evaluates AI coding-agent interactions for technical quality, engineering judgment, reasoning, explanations, and user trust. Provides detailed written and recorded feedback, distinguishes response quality levels, and helps define standards for tools such as Codex, Claude Code, and Cursor. This remote contract requires strong TypeScript, JavaScript, or Python experience, familiarity with AI-assisted development workflows, and senior-level engineering judgment.

Evaluate AI coding agents such as Codex, Claude Code, and Cursor for engineering judgment, response quality, reasoning, explanations, and usefulness. Provide clear written and recorded feedback, distinguish quality levels, and help define standards for excellent AI-assisted development interactions. This contract role requires senior-level software engineering experience, strong Python or TypeScript/JavaScript skills, familiarity with modern AI development workflows, and excellent English communication.

Evaluate AI coding-agent interactions for correctness, usefulness, reasoning quality, engineering judgment, and user trust. Provide clear written feedback, distinguish response quality levels, help define evaluation standards, and record short video explanations. The role requires senior-level software engineering experience, strong JavaScript/TypeScript or Python skills, familiarity with AI-assisted development tools, and excellent written and spoken English.

Own the architecture and evolution of Backblaze’s observability platform across multiple data centers. Lead metrics, logging, tracing, dashboards, infrastructure automation, Kubernetes deployments, Ceph monitoring, and network observability. Establish technical standards, capacity strategies, documentation, and operational practices while mentoring engineers and partnering across SRE, storage, network, security, and application teams. Evaluate AIOps and agentic AI solutions to improve incident detection, correlation, and response.

Own MSP demand generation strategy, channel mix, funnel efficiency, budget, and performance for a SaaS technology company. Lead a team of three, develop full-funnel campaigns, partner with sales and marketing teams, support field events, manage KPIs and ROI, and optimize prospect and partner experiences. Use AI and automation to scale execution, reporting, and campaign performance.