Top Remote Senior Level Jobs in Madison, WI

Serve as a strategic technical advisor in the sales process: lead customized demos, translate operational challenges into solutions, complete RFPs/RFIs/security questionnaires, build demo environments, and partner with Sales and Product to scale Solutions Engineering and improve win rates.

Leads global, cross-functional engineering programs from development through product launch. Manages integrated hardware, firmware, software, and mechanical product development, including scope, schedules, budgets, risks, change control, commercialization, manufacturing readiness, and stakeholder communication. Oversees multiple concurrent programs and reports progress, financial performance, and risks to senior leadership while ensuring compliance with product development processes and continuous improvement practices.

Leads renewable-energy debt transactions from initial indication of interest through closing, including structuring, lender diligence, negotiation, documentation, credit memos, pricing, and committee presentations. Owns transaction velocity and revenue targets, mentors deal teams, develops financing structures and lender programs, and partners with investments, product, engineering, and industry coverage teams. Drives standardized execution processes and AI-enabled modeling while representing the company in industry forums.

Own the month-, quarter-, and year-end close, general ledger, revenue accounting, reconciliations, financial statements, and variance analysis. Oversee AP, AR, payroll entries, payouts, audits, tax compliance, controls, and finance systems. Partner with Product and Engineering on marketplace, SaaS, payment, and pricing accounting. Improve close processes, automate reconciliations with AI, and prepare the company for Series C and future audits.

Lead product marketing for WanderOS by executing frequent product launches, developing positioning and messaging, creating videos, emails, landing pages, case studies, and sales enablement, and driving customer adoption. Partner with Product, Design, Sales, Support, and Video teams while measuring launch performance, funnel metrics, and feature adoption. The role also includes operator research, competitive positioning, product communications, and roadmap feedback.

Own end-to-end product design for WanderOS workflows, including discovery, research, user flows, prototyping, high-fidelity interfaces, design systems, and post-launch iteration. Design AI agent experiences, collaborate with Product and Engineering, conduct operator research, interpret quantitative data, mentor designers, and improve activation, adoption, retention, and revenue across web and mobile products.

Leads electrical engineering design for moderate to large facility and infrastructure projects. Develops and reviews electrical designs, specifications, calculations, studies, and reports; ensures code compliance; coordinates multidisciplinary teams; leads junior staff; interfaces with clients; supports proposals, workload forecasting, construction administration, and site observations. Requires extensive facility and industrial electrical design experience, medium-voltage expertise, PE licensure, and power system analysis proficiency.

Leads electrical design for facility and infrastructure projects, developing conceptual and detailed designs for power, lighting, fire alarm, and secondary electrical systems. Coordinates with multidisciplinary teams, reviews construction progress and shop drawings, supports construction administration, attends client meetings, gathers field data, and contributes to training and development. Requires strong Autodesk Revit proficiency and extensive building electrical design experience.

Design and operate scalable, secure, highly available AWS infrastructure for a revenue management platform. Build infrastructure automation, CI/CD tooling, monitoring, and developer tools; advise on architecture, improve reliability and security, troubleshoot 24/7 incidents, lead root cause analyses, support AI-enabled DevOps workflows, and mentor engineers. The role participates in a weekly on-call rotation and is remote in the US or Canada.

Leads architecture and development of Azure Storage table, metadata, and indexing systems at massive cloud scale. Designs distributed-system primitives for partitioning, indexing, transactions, consistency, replication, caching, and high-performance data access. Drives architectural decisions, prototypes innovations through production, and improves performance, scalability, reliability, and cost efficiency. Requires deep expertise in distributed storage, databases, or large-scale systems.

Lead complex, enterprise-scale cybersecurity programs and portfolios across Microsoft. Translate CISO strategy into roadmaps, operating models, governance, and reusable capabilities; align senior technical and business stakeholders; manage risks, dependencies, and tradeoffs; use AI, telemetry, and evidence to measure outcomes and course-correct; and advise executives on strategy, investments, and execution.

Lead customer AI and security strategy by translating business priorities into Microsoft technology roadmaps. Build trusted relationships with C-level technology executives, guide technical decision-making and governance, orchestrate Microsoft and partner teams, and drive adoption and value from Microsoft solutions. Apply industry knowledge, consultative selling, and digital transformation expertise to deliver secure AI solutions, achieve customer business outcomes, and support account growth.

Lead product strategy, discovery, roadmap development, prioritization, and delivery for People Services systems. Partner with HR, engineering, IT, finance, compliance, and change teams to identify user needs, define measurable outcomes, facilitate research and workshops, manage investment decisions, and deliver improvements to HR workflows. Own product operating rhythms, launch readiness, stakeholder alignment, and post-launch measurement.

Owns an AI agent from customer discovery through production launch and roadmap development for credit unions. Responsibilities include rapid prototyping, customer and executive engagement, enterprise implementations, reusable integrations with core banking, loan origination, and CRM systems, product go-lives, launch sequencing, and transition to scaled operations. The role requires strong product judgment, B2B enterprise experience, hands-on AI work, customer presence, persuasive communication, and approximately 20% travel.

Administer Windows Server, IIS, Azure, Active Directory, and Kubernetes environments across production and nonproduction systems. Respond to incidents, participate in on-call support, maintain backups and certificates, manage monitoring and alerts, and support production deployments. Validate release readiness, maintain rollback plans, document procedures, and contribute to post-incident reviews. Automate repetitive tasks, support infrastructure-as-code initiatives, and collaborate with DevOps, QA, and engineering teams on platform modernization and reliability.