Top Remote Senior Level Jobs in Pittsburgh, PA

Provide senior-level trusts and estates tax support: prepare estate and fiduciary tax returns, manage trust accounting and reconciliations, fund post-death irrevocable trusts, handle probate pleadings, maintain client and advisor relationships, supervise business professionals, use document databases and legal AI tools, and meet a 1600-hour annual billable requirement.

Owns uptime, cloud infrastructure, CI/CD pipelines, Infrastructure as Code, shared Linux environments, and incident response for live client applications across Azure, AWS, and Cloudflare. Responsibilities include provisioning environments, managing secrets and identities, maintaining monitoring and reliability practices, supporting releases and database migrations, responding to production incidents, and leading post-incident reviews. The role requires strong Azure DevOps, Bicep or Terraform, Linux, AWS, Cloudflare, and observability experience.

Lead technical pre-sales engagements for insurance carriers and MGUs, including discovery, solution design, demos, RFPs, security questionnaires, and platform configuration. Translate insurance workflows into quoting, rating, endorsement, and portfolio optimization solutions. Build reusable demo environments, onboarding materials, configuration libraries, and pre-sales playbooks while collaborating with Sales, Product, Engineering, Security, Marketing, Implementation, and Customer Success. Support roadmap alignment and communicate technical value to executive and practitioner audiences.

Manages pharmaceutical inventory control and domestic and international logistics operations. Responsibilities include inventory reconciliation, shipment execution, customs documentation, purchase order processing, invoice reconciliation, supply reporting, KPI dashboards, and issue resolution. The role coordinates with CMOs/CDMOs, warehouses, 3PLs, freight forwarders, customs brokers, and internal stakeholders while maintaining compliant, traceable records and improving supply chain processes.

Lead demand generation operations by translating revenue targets into funnel strategies, lifecycle models, conversion benchmarks, and execution roadmaps. Own funnel reviews, diagnose pipeline bottlenecks, monitor Sales-Marketing SLAs, connect campaigns to revenue, and align Marketing, SDR, Sales, Operations, and Analytics teams. Use funnel, attribution, pipeline, automation, and AI-driven insights to improve performance across a multi-product B2B SaaS go-to-market motion.

Provides part-time advisory support to a U.S. Government effort focused on strengthening partner-nation defensive cyberspace operations. Assesses cyber defense capabilities, readiness, authorities, processes, institutions, training, and workforce needs; identifies operational, technical, policy, and resource gaps; facilitates mission-area analysis and exercises; and develops evidence-based recommendations, performance measures, and improvement roadmaps for integrating cyber defense into joint and all-domain operations.

Leads complex digital banking implementations, core migrations, and product expansions from discovery through launch and stabilization. Owns delivery plans, requirements, configuration, testing, cutover readiness, client communications, vendor coordination, defect triage, and post-launch handoff. The role manages risks, scope changes, dependencies, and escalations while mentoring implementation colleagues and improving delivery processes.

Leads end-to-end architecture, implementation, and production deployment of passwordless identity assurance solutions. Develops cost-, risk-, and quality-balanced solution plans; designs enterprise architectures; and oversees implementation while managing expectations, risks, organizational structures, tools, and responsibilities. Provides architecture leadership and subject matter expertise for client engagements involving authentication, IAM, FIDO passkeys, identity providers, cloud platforms, APIs, and enterprise security infrastructure. Collaborates with global internal and external teams and may travel occasionally.

Manage and grow a portfolio of client accounts as a trusted advisor: drive upsell/cross-sell, develop account plans, build pipeline, execute sales plays, ensure retention and value realization, collaborate with delivery/product teams, carry an annual ACV quota, and travel to clients and Chicago HQ.

Prepares income tax returns, quarterly estimates, projections, tax research, and analyses for ultra-high-net-worth individuals, trusts, and businesses. Communicates tax matters to clients and wealth advisors, responds to tax questions and notices, coordinates workflow with support staff, maintains data integrity, and stays current on tax law changes. The role requires strong client service, organization, communication, multitasking, and time-management skills, with flexibility for seasonal weekend hours.