Top Remote Jobs in Milwaukee, WI

Own the technical sales process for enterprise healthcare SaaS deals, partnering with account executives on discovery, tailored demos, proof-of-concept environments, integrations, security questionnaires, RFPs, and executive presentations. Engage health system leaders, translate clinical workflows into solutions, support business cases, certify sellers, document handoffs, and provide product feedback. The role is remote within the U.S. Central or Eastern time zones with occasional travel.

Leads a site reliability engineering team and owns the reliability, observability, automation, and AI-enabled operations roadmap. Establishes SLOs, SLIs, error budgets, and reliability metrics while advancing self-healing systems, AIOps, CI/CD, chaos engineering, incident response, capacity planning, and ITSM/ITOM integrations. Develops engineers, manages vendors, partners with security and governance teams, and drives adoption of engineering-led reliability practices across technology organizations.

Own the complete technology function for a peer-to-peer fundraising platform as its sole engineer. Responsibilities include setting the technical roadmap, managing payment processing and reconciliation, shipping AI features, improving testing and deployment practices, addressing fraud and abuse, controlling infrastructure costs, communicating with non-engineers, and owning uptime and incident response. The role requires strong production experience with financial systems, PostgreSQL, LLM features, engineering-process improvement, and independent technical ownership.

Independently manage complex, high-value, multi-state Workers’ Compensation and occasional General Liability audits. Investigate disputes, interpret state-specific regulations and policy terms, reconcile audits for accuracy and compliance, and apply NCCI and WCIRB standards. The role also supports teammates, explains technical findings to customers and partners, and improves audit quality, efficiency, and processes.

Win new mid-market SaaS customers among high-volume employers. Build outbound pipeline, manage full-cycle consultative sales, run discovery and demos, develop business cases, negotiate contracts, maintain accurate HubSpot forecasts, and consistently meet quarterly and annual quotas. Sell to HR, talent acquisition, and operations leaders while partnering with marketing, partnerships, customer success, and implementation teams.

Build and operate distributed cloud backend services powering AI connections, collaboration, authentication, billing, telemetry, and developer workflows. Responsibilities include designing APIs and data models, writing Rust services, managing cloud infrastructure, leading projects, resolving production issues, participating in on-call, and guiding technical decisions across the team.

Manage the organization’s CMMC compliance program through planning, risk tracking, control assessment, POA&M oversight, evidence collection, policy governance, and certification readiness. Coordinate technical, operational, and business stakeholders; monitor KPIs, budgets, timelines, and risks; communicate status to executives; resolve obstacles; and improve compliance processes. The role requires knowledge of NIST SP 800-171, CMMC controls, cybersecurity frameworks, export controls, and project management tools.

Manages a regional portfolio of hospitality accounts, driving new business, account expansion, competitive displacement, and adoption of LG’s integrated technology solutions. Builds executive relationships, develops territory strategies, leads consultative sales cycles, coordinates resellers and internal teams, manages Salesforce forecasting, and presents proposals focused on ROI and total cost of ownership. Requires extensive hospitality B2B sales experience, strong channel and solution-selling capabilities, and travel up to 60%.

Guide customers in planning and executing UX research using UserTesting. Lead onboarding, workshops, and training; advise on research methods, participant targeting, analysis, synthesis, and recommendations. Help organizations scale research, measure ROI, and embed insights into product decisions. Partner with Customer Success, Sales, Product, and account teams to improve customer retention, adoption, and research maturity.

Leads marketing operations strategy, teams, processes, technology, and reporting. Oversees marketing automation and CRM integration, develops the marketing technology stack, improves workflows, supports compliance, drives technology adoption, and delivers business intelligence and performance analysis to guide decision-making.