Top Remote Jobs in Milwaukee, WI

Analyze and transform cloud data using SQL, dbt, and Google Cloud; build automated pipelines, data visualizations, validation checks, unit tests, monitoring, and alerts. Partner with engineering teams and enterprise insurance clients to improve data quality, governance, automation, and decision-making. Communicate insights clearly, document technical work, develop insurance domain expertise, and contribute to collaborative reviews and on-call support.

Lead product strategy and execution for Squarespace’s customer engagement platform, including CRM, email campaigns, automations, transactional communications, and SMS. Own the Email Campaigns business line, revenue performance, go-to-market strategy, and roadmap. Build and mentor a multi-product product management team, partner with engineering, design, commercial, and marketing leaders, and use data and AI to improve automation and personalized engagement.

Leads the company’s information security operations and reports to the CISO. Oversees SIEM, threat detection, vulnerability management, penetration testing, incident response, SOC 2 Type II compliance, third-party risk, security awareness, cloud and endpoint security, and regulatory cybersecurity coordination. Manages security policies, breach readiness, tabletop exercises, KPIs, audits, and emerging technology evaluations while partnering with IT, infrastructure, compliance, regulators, and executive leadership.

The Chief Product Officer will own Wysh’s insurance product portfolio, digital platforms, APIs, product strategy, and multi-year roadmap. Responsibilities include building the product organization, establishing product development processes, managing product outcomes and investment decisions, developing API partnerships, leading insurance filings and go-to-market strategy, and representing product strategy to partners, reinsurers, regulators, and the parent company. The role requires substantial insurance technology and senior product leadership experience.

Build and maintain cloud-based development, build, testing, deployment, and production infrastructure. Own platform systems using Terraform, Kubernetes, Vault, AWS, Docker, and CI/CD tools. Collaborate with engineers on a you-build-it-you-run-it platform, troubleshoot incidents, lead postmortems, address root causes, and automate improvements to enhance reliability, performance, and stability.

Leads a Managed Services Engineering team delivering cloud, hybrid infrastructure, automation, observability, security, and managed operations services. Owns service delivery, SLAs, operational performance, resource allocation, customer satisfaction, governance, continuous improvement, automation, reliability, and escalation practices for government customer environments. Develops teams, manages service quality and financial performance, and serves as product owner for assigned managed services offerings.

Leads and develops a team of Account Managers, Account Executives, and Client Executives. Responsibilities include hiring, coaching, sales planning, territory assignment, customer and partner engagement, performance management, and achieving segment sales and profit goals. The role analyzes sales data, manages operating plans, supports customer outcomes, and drives team adoption of AI-enabled practices. Travel to customer meetings may reach 20%.

Designs, develops, and supports analytics data solutions for clients, including Snowflake and dbt ingestion and transformation pipelines, data marts, validation, monitoring, governance, and documentation. Manages multiple consulting projects, budgets, timelines, quality assurance, troubleshooting, client communication, and implementation planning. Requires strong data engineering experience, regulated-industry knowledge, stakeholder communication, and willingness to travel.

Leads Dropbox’s GTM systems organization and platform portfolio across Marketing, Sales, Customer Success, and Support. Owns business roadmaps, governance, prioritization, platform administration, adoption, and continuous improvement. Translates commercial strategy into scalable technology capabilities while coordinating engineering, architecture, operations, analytics, finance, legal, and business stakeholders. Builds teams, drives platform modernization, incorporates AI-assisted workflows, and measures business outcomes.

Leads regional insurance sales growth through territory expansion, broker and employer-group development, direct sales, and revenue accountability. Recruits and coaches distributed sales leaders and brokers, manages regional accounts, ensures licensing and regulatory compliance, and uses CRM and market analytics to track pipelines, forecast performance, allocate territories, and identify opportunities. The role requires significant regional travel while operating remotely.

Leads independent monitoring of Airwallex’s global financial crime compliance framework, assessing AML and sanctions controls, identifying gaps and emerging risks, and driving remediation. The role builds risk-based monitoring across key FCC areas, reports program effectiveness and risk exposure to senior leadership and the Board, and partners with FCC, MLRO, Risk, Legal, Product, Operations, and Technology stakeholders.

Owns and builds SentiLink’s FCRA compliance program for its consumer reporting business. Responsibilities include dispute intake and reinvestigation, permissible-purpose controls, accuracy monitoring, consumer complaints, client diligence, regulatory inquiries, litigation support, and partnering with Engineering and Product to automate compliance workflows.

Lead reliability, scalability, and operational excellence of large-scale database platforms across cloud and on-prem. Build automation-first database infrastructure (Kubernetes operators, IaC, GitOps), drive monitoring/SLOs, incident leadership, performance and cost optimization, and partner with application teams on safe schema/migration practices. Mentor engineers and evaluate AI-assisted workflows to improve productivity and reliability.

Build and ship production software for Toast’s retail platform, partnering with engineering, product, and customers. Responsibilities include identifying opportunities, designing and prototyping end-to-end solutions, making foundational technical decisions, incorporating customer feedback, tracking industry trends, and deploying AI-powered experiences. The role supports large grocery and convenience-store customers and may involve visiting stores to understand operator workflows.