Top Remote Senior Level Jobs in Pittsburgh, PA

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.

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.

Leads digital projects from scope through delivery, managing budgets, timelines, risks, dependencies, resources, and client expectations. Serves as Scrum Master, facilitates Agile ceremonies, coordinates distributed teams, reports project status, and drives on-time, on-budget outcomes. Partners with clients, product owners, business development, and program leadership to define solutions and improve delivery processes. Coaches team members, supports new opportunities, and promotes information security and data privacy practices.

Build and maintain cross-platform Flutter applications for iOS and Android. Responsibilities include implementing state management, integrating RESTful APIs and external services, troubleshooting bugs, optimizing performance, reliability, security, and user experience, and managing app store deployments. The role involves collaborating in an agile team, contributing proactively to product decisions, and continuously improving mobile applications.

Lead product vision, strategy, adoption, roadmap prioritization, user research, metrics, and cross-functional execution for an AI-powered B2B insurance submissions platform. Partner across design, engineering, marketing, customer experience, and operations; manage integrations with adjacent products; resolve dependencies; communicate strategy and outcomes to senior leadership; and mentor other product managers.

Design and develop scalable C++ software for endpoint state and control across Windows, macOS, and potentially Linux. Build reliable, multi-process systems that enforce endpoint behavior, manage local state, support IPC, and operate across millions of devices. Responsibilities include implementing features, improving platform performance, writing design documents, defining architecture and IPC contracts, and making technical decisions in an evolving, sparsely documented environment.