Top Remote Senior Level Jobs in Madison, WI

Manages relationships and customer experience for large national insurance clients. Leads renewal, retention, cross-selling, strategy development, performance guarantees, implementations, and complex client solutions. Analyzes financial and client data, develops customized reporting, supports system changes, and collaborates with sales and internal teams. Requires group insurance expertise, relevant licenses, strong communication and presentation skills, contract negotiation experience, analytical ability, and the capacity to manage complex client relationships independently.

Supports end-to-end delivery of large-scale natural gas power generation and data center infrastructure projects from early engineering through construction, commissioning, and handoff. Coordinates engineering, EPC contractors, OEM vendors, procurement, budgets, schedules, risks, change management, and executive reporting. Leads first-of-a-kind technology pilots integrating turbines, reciprocating engines, BESS, switchgear, power distribution equipment, load banks, and grid simulators to validate microgrid strategies and support future gigawatt-scale deployments.

Leads life reinsurance modernization, treaty setup, process improvement, automation, data quality, system upgrades, and operational projects. Collaborates with operations, finance, actuarial, risk, systems, and external partners to implement complex changes and improve controls and performance. Manages and develops a team, oversees reporting and KPIs, supports strategic planning, and drives scalable reinsurance administration processes.

Leads enterprise-wide business development and strategic technology partnerships across Yahoo’s portfolio. Responsibilities include sourcing and negotiating AI, cloud, infrastructure, and enterprise service agreements; managing renewals and expansions; modeling aggregated deal value; aligning Finance, Legal, Procurement, Security, Privacy, and Engineering; overseeing executive partner relationships; and building AI-assisted pipeline tracking, governance, and scalable commercial processes.

Owns strategic enterprise accounts, driving retention, renewals, expansion, cross-sell, upsell, and profitable revenue growth. Leads consultative sales engagements, executive relationships, business reviews, proposals, negotiations, forecasting, and account planning. Requires independent management of complex B2B sales cycles within the managed service provider industry, collaboration with solutions and service teams, and travel to customer sites and industry events.

Leads engineering strategy, architecture, delivery, and organizational development for Agiloft’s Contract Intelligence portfolio. Oversees Astra Agents, Contract Intelligence Graph, shared cloud-native platforms, APIs, IAM, AI assistants, and integrations. Partners with Product, Design, Applied AI, and Operations to deliver secure, scalable, reliable customer-facing systems. Manages distributed engineering teams, develops leaders, establishes operational metrics, guides responsible AI practices, and remains hands-on in architecture, code reviews, and technical decisions.

Owns end-to-end features and services across Rails, Python machine-learning services, agent infrastructure, and data platforms. Improves the scalability, reliability, and cost efficiency of computer vision and LLM inference pipelines; builds model infrastructure, orchestration, and evaluation systems; contributes to architecture and code reviews; mentors teammates; ships production code; and participates in troubleshooting and incident response.

Supervises resolution of high-risk mortgage loan cases and complex customer disputes. Performs root-cause analysis, manages escalated issues, coordinates across departments, handles inbound and outbound customer communications, ensures regulatory compliance, protects customer information, and identifies ways to prevent recurring complaints. Provides guidance and training to others while working as an individual contributor.

Partners with global GTM leaders and the Chief Revenue Officer on organizational design, talent planning, leadership coaching, performance management, succession, engagement, change management, and development. Uses people analytics and AI-native tools to support decision-making while maintaining strong data governance. Collaborates with Talent Acquisition and Compensation on hiring strategies, incentive design, and total rewards. Champions an inclusive, high-performance culture across a scaling SaaS organization.

Lead and scale UpCodes’ Customer Success function by managing and mentoring CSMs, building customer health scoring, setting retention and expansion KPIs, creating scalable playbooks and workflows, handling customer onboardings and escalations, and developing reporting dashboards and knowledge resources. The role combines hands-on customer leadership with team hiring, process development, cross-functional collaboration, and strategic planning.