Top Remote Senior Level Jobs in Pittsburgh, PA

Leads enterprise AI solution strategy, architecture, pre-sales, and implementation delivery for customers across the Americas. Defines AI use cases, validates feasibility, designs scalable architectures, guides Professional Services teams, and resolves complex technical challenges. Develops AI service offerings, methodologies, reusable assets, and enablement programs while mentoring architects, consultants, and project leaders. Requires deep experience with enterprise transformations, LLMs, multi-agent systems, generative AI, data architecture, cloud platforms, and production AI deployments.

Leads healthcare technology launch programs from planning through closeout, managing milestones, dependencies, risks, KPIs, reporting, and cross-functional alignment. Coordinates Product, Sales, Field, Implementation, Support, and partner practices to advance value-based care initiatives. Uses program tracking tools, analytics, automation, and AI-enabled workflows to improve execution, standardize processes, and reduce operational overhead. Provides coaching and strategic guidance while translating complex program information for diverse stakeholders.

Leads actuarial pricing for ACA health insurance markets, overseeing rate development, regulatory submissions, pricing models, financial risk analysis, and regional strategy. Manages and mentors actuarial analysts, collaborates with market, product, network, and analytics teams, and ensures pricing is actuarially sound and compliant. Supports national strategy, automation, documentation, stakeholder communication, and sustainable growth.

Drive new revenue within enterprise financial institution accounts, nurture BDR-generated leads, develop digital transformation and customer experience expertise, present ROI analyses, and negotiate complex, multi-stakeholder contracts. The role requires strong SaaS sales experience, financial institution or contact center software expertise, complex sales capabilities, advanced methodologies such as MEDDIC, and a consistent record of exceeding targets.

Lead end-to-end technical ownership for an e-commerce platform service area. Design, build, and ship production features; modernize legacy systems; establish architecture and engineering standards; optimize platform performance; plan roadmaps and sprint priorities; mentor engineers; improve developer productivity; and contribute to hiring. The role requires hands-on TypeScript, JavaScript, React, Node.js, AWS, Python, and Django experience in a remote United States or Canada environment.

Supervise accounting staff and oversee invoicing, reconciliations, financial reporting, budgeting, forecasts, payroll analytics, project funds, month-end close, and audits. Ensure GAAP, WIOA, grant, contractual, and internal policy compliance across multiple projects. Provide financial insights to executives, project leaders, customers, and workforce boards while improving accounting processes and controls in a remote environment.

Leads insightsoftware’s global disputes and litigation function, overseeing commercial, IP, contract, regulatory, vendor, and employment matters across 40+ countries. Manages litigation strategy, outside counsel, budgets, settlements, discovery, legal holds, risk processes, and reporting. Serves as principal employment law advisor to HR and business leaders on workforce issues, compliance, policies, investigations, and cross-border matters. Directly manages and develops a legal team while advising senior leadership.

Own a portfolio of senior living community partners, driving retention, revenue growth, move-in acceleration, engagement, and program adoption. Build executive relationships, conduct business reviews, deliver data-driven recommendations, coach partners, manage account health and collections, and collaborate cross-functionally with Sales, Marketing, Analytics, Finance, and Customer Success. Travel up to 20% for partner visits, meetings, and conferences.

Owns full-lifecycle federal capture efforts from opportunity qualification through post-submittal. Develops capture plans, win themes, competitive positioning, and price-to-win strategies; leads SWOT and Black Hat reviews; coordinates business development, solutions, pricing, proposal, engineering, and program teams; manages teaming partners; reports pipeline and bid health to executives; and uses AI-enabled tools to improve capture research and solution development.

Leads global strategic relationships with assigned MedTech accounts, owning account strategy, revenue growth, retention, profitability, pipeline, share-of-wallet expansion, executive engagement, and complex commercial negotiations. Coordinates cross-functional teams across sales, engineering, operations, quality, supply chain, finance, and marketing. Identifies new applications and opportunities, manages global RFQs and agreements, provides market intelligence, and positions TekniPlex as a preferred strategic supplier.