Top Remote Jobs in Madison, WI

Drive new member pipeline through high-volume outbound prospecting (100+ touches weekly), research and qualify leads, schedule discovery meetings for Regional Sales Managers, collaborate on business development plans, track market intelligence and pipeline metrics, and support company events and initiatives.

Lead technology strategy and unify four product lines into a secure, scalable SaaS ecosystem. Modernize legacy code, integrate platforms and escrow/banking systems, drive customer-facing AI, mentor engineering leaders, and align technology with business and regulatory needs.

Lead global commercial strategy and a team of nine Sales Directors to drive parts distribution and whole-asset transactions. Own revenue targets, pipeline, forecasting, and large multi-party deals; cultivate MRO, operator, OEM, and lessor relationships; align commercial activity with operations, pricing, and M&A, and support due diligence and integration.

Design, implement, and operate secure, scalable multi-cloud infrastructure (Azure/AWS) with IaC (Terraform), managed Kubernetes, containers, and AI platform support. Lead complex projects, define operational processes, ensure security/compliance, mentor teammates, and maintain observability for production systems.

Lead and grow strategic non-acute accounts by driving sales growth, enterprise contracting, pricing strategy, cross-functional alignment, executive-level relationship management, and project execution to meet revenue targets.

Lead the Intelligence product pillar, owning roadmap and delivery for Topics, Sentiment, CX Score, and profiles. Ship early value, define monetization and conversion, coordinate cross-pillar interfaces, partner with data and gateway teams, engage customers, and work with GTM on messaging for a net-new data product in Help Scout's Understand tier.

Own and execute B2B social strategy across LinkedIn, YouTube, and X. Manage company channels, executive personal brands, employee advocacy, and influencer relationships. Write on-brand copy, direct visual and video production, run event coverage playbooks, contribute to omnichannel campaigns, monitor market trends, and measure social KPIs to drive brand and pipeline.

The Sr. Financial Analyst will drive financial planning and analysis, manage budgets, and support strategic decisions as a finance business partner.

Lead and transform Sales Support and Account Management into proactive, revenue-generating partners. Drive retention, upsell/cross-sell growth, broker relationships, operational excellence, talent development, and change management to scale the Employee Benefits business.

Partner with enterprise customers to design, build, and deploy production AI applications, LLM-powered systems, agents, and integrations. Lead POCs to production, manage full lifecycle from discovery through adoption, and act as a technical advisor to deliver measurable outcomes.