Top Remote Senior Level Jobs in Milwaukee, WI

Lead go-to-market strategy for Sprout Social’s AI portfolio, including the Trellis AI agent. Develop enterprise launch playbooks, positioning, executive messaging, campaigns, and enablement programs. Analyze market and competitive dynamics, influence product roadmaps, improve launch processes, and partner with Product, Sales, Revenue, Brand, and executive leadership to drive adoption, revenue growth, deal expansion, and category leadership. The role also mentors marketing team members and operates with substantial autonomy.

Lead end-to-end LLM inference performance across serving systems, models, GPU hardware, and workloads. Define rigorous benchmarks, diagnose bottlenecks from scheduling through kernels and interconnects, optimize single- and multi-node deployments, and deliver production-ready runtimes and configurations. Collaborate with product and infrastructure teams, evaluate inference technologies, and implement runtime fixes. The role requires strong Python engineering, production experience with serving engines such as vLLM or SGLang, GPU profiling, and knowledge of modern inference optimization techniques.

Designs, implements, and manages AWS infrastructure and Infrastructure as Code automation. Partners with application engineering, quality, security, and compliance teams to deliver reliable platform solutions. Owns platform stability, observability, incident response, security best practices, and zero-downtime deployments. Participates in on-call rotations, uses metrics for decision-making, and supports application architecture decisions while continuously improving DevOps processes and automation.

Lead CTV media buying and programmatic strategy across Ashley’s furniture and mattress brands. Optimize campaigns, budgets, CPMs, audience targeting, and frequency to drive online conversions and in-store sales. Manage publisher, streaming platform, ad exchange, and DSP relationships; negotiate Deal IDs and PMP agreements; oversee attribution, incrementality testing, clean-room analysis, impression deduplication, and offline conversion measurement. Partner with data science and creative teams to improve performance, unify fragmented vendor data, and achieve ROAS targets.

Manage full-cycle recruiting across People and Finance roles, from search strategy and proactive sourcing through candidate engagement, interviews, and offers. Partner with hiring managers and business leaders, conduct talent market research, provide market insights, maintain recruiting data accuracy, and deliver a responsive candidate and stakeholder experience.

Leads enterprise workforce transformation as AI reshapes work. Owns productivity measurement, workforce planning, job architecture, role redesign, future-skills development, AI fluency, and responsible AI governance. Partners with the CPO, AI leaders, Legal, Compliance, IT, and functional executives to anticipate workforce needs, guide automation and upskilling decisions, build predictive workforce insights, and drive adoption across the organization.

Manage a portfolio of mid-market B2B SaaS customers, driving adoption, retention, renewals, expansion, and measurable business outcomes. Build executive relationships, create strategic account success plans, monitor customer health, lead executive business reviews, identify risks and growth opportunities, and collaborate cross-functionally with Sales, Product, Support, Professional Services, Finance, and Marketing. Serve as the customer advocate and trusted strategic advisor.

Research and interpret federal and state tax law changes, translate them into software requirements, validate tax calculations, and partner with developers on compliant tax technology. The role also creates technical documentation, supports strategic product initiatives, provides tax subject-matter expertise, and uses AI and analytics tools to improve research and workflow efficiency.

Build and scale the PSA Liquidity Platform connecting buyers and sellers across PSA Partner Offers and eBay Consignment. Responsibilities include developing buyer tooling, pricing and ranking engines, seller experiences, microservices, distributed event-driven systems, and observability. The role owns end-to-end product delivery, cross-functional execution, technical architecture, ecosystem integrations, and production outcomes while using AI throughout the software development lifecycle.

Leads Rapid7’s global technical sales organization across Sales Engineering Specialists, Forward Engineering, Labs, and the Center of Excellence. Develops technical sales strategy, organizational roadmaps, succession frameworks, and engineering capabilities while partnering with sales leadership. Oversees integrations, demo infrastructure, enterprise platform architecture, ROI modeling, resource planning, and cross-functional execution. Drives organizational scaling, executive alignment, talent development, and measurable contributions to revenue and product innovation.