Top Remote Jobs in Milwaukee, WI

Own Guesty Shield’s global operations, claims oversight, customer retention, insurer and partner relationships, commercial performance, and profitability. Lead the internal claims team, improve service levels and operational efficiency, resolve escalations, manage renewals and partner transitions, and coordinate product launches and cross-functional initiatives. The role requires short-term rental industry expertise, insurance or protection program experience, team leadership, commercial negotiation, analytical judgment, and strong understanding of claims workflows and operational controls.

Own the full enterprise sales cycle across North America, from prospecting and discovery through negotiation and close. Sell geospatial and Earth observation solutions to complex, multi-stakeholder organizations across industries including energy, infrastructure, agriculture, and government-adjacent sectors. Build pipeline, forecast accurately, apply MEDDPICC, engage executive and technical stakeholders, and collaborate with Product, Customer Success, Partnerships, and Leadership on strategic opportunities.

Own Bureau’s credit product line, including credit signals, risk scores, decisioning tools, and lifecycle capabilities. Build products for onboarding, underwriting, limits, early warnings, and collections; partner with data science to productionize models; engage lenders to identify needs; and track approval, delinquency, and fraud outcomes. Collaborate with sales and compliance while ensuring alignment with RBI and data protection requirements.

Leads end-to-end delivery of complex technology deployment and managed service projects. Coordinates customers, vendors, subcontractors, internal teams, contracts, budgets, schedules, risks, compliance, reporting, and governance. Acts as the primary customer contact, prevents scope creep, manages project financial performance, and facilitates reviews to drive continuous improvement. The role requires approximately 30% travel, including overnight and international travel.

Coordinate the CTO’s calendar, inbox, priorities, and executive documentation while managing marketing team activities, campaigns, creative work, technology projects, meetings, deadlines, KPIs, and action items. The role identifies bottlenecks, documents processes, reports progress to leadership, and supports collaboration across international teams and time zones. It requires strong organization, communication, initiative, and comfort with business, project management, CRM, and AI tools.

Supports recruitment, onboarding, offboarding, employee administration, benefits, attendance, performance evaluations, training, engagement, HR documentation, reporting, policies, and process improvements. Provides employee support, maintains confidential records, and contributes to internal communications and workplace culture initiatives while working remotely with international teams.

Drives customer evaluations and deployment progress by tracking technical issues, coordinating account teams and internal stakeholders, supporting RFIs and RFPs, translating customer requirements into product feedback, delivering focused solution demonstrations, and documenting reusable knowledge. The role requires strong organization, communication, technical presentation skills, and familiarity with data, AI, databases, analytics, integration, cloud platforms, and related technologies.

Serve as fractional corporate counsel for startups and growth-stage technology companies, advising on formations, governance, founder matters, equity, financings, secondaries, diligence, and smaller M&A transactions. Develop standardized legal playbooks, templates, and AI-assisted workflows while coordinating with employment, commercial, product, and engineering teams. The engagement is part-time, remote, and contractor-based, with a minimum availability of 10 hours weekly.

Own paid media campaigns, budgets, audience targeting, and performance optimization across major advertising platforms. Manage HubSpot marketing operations, automation, lead scoring, routing, lifecycle stages, integrations, tracking, attribution, and funnel reporting. Partner with Sales and Marketing to improve pipeline contribution, data quality, and conversion performance while ensuring email compliance. Build dashboards, test campaigns, and apply AI tools to improve marketing efficiency.

Own the complete B2B SaaS sales cycle, from outbound prospecting and inbound qualification through discovery, demos, negotiation, and closing. Sell construction management software directly to residential construction business owners, build pipeline independently, forecast revenue, and consistently achieve quota. Partner with the founder to shape go-to-market strategy, messaging, sales processes, and playbooks while providing market insights to improve the product and positioning.