Top Senior Level Jobs in Lexington, KY

Lead end-to-end payroll and benefits operations, ensuring accurate multi-state payroll execution, compliance with ERISA/COBRA/ACA/FMLA, HRIS data integrity (Rippling), vendor management, year-end filings, benefits billing reconciliation, open enrollment execution, and cross-functional process improvements to scale operations and reporting.

Lead end-to-end product design for provider-facing workflows, partnering with product, engineering, research, and business stakeholders. Translate complex marketplace and operational requirements into intuitive provider tools, raise design system quality, mentor other designers, and experiment with AI-assisted workflows to accelerate prototyping and decision-making while maintaining trust, accessibility, and product outcomes.

Build and scale a Value Engineering practice for GTM: create ROI, TCO, and financial models; enable sales and customer success with value-selling methodologies; co-lead executive-level conversations; standardize execution; train field teams; measure impact on deal metrics and support retention and expansion.

Design, develop, document, deploy, and maintain hands-on cybersecurity training labs and CTFs. Build repeatable lab deployments using Ansible/Terraform, deploy to AWS/OpenStack, provide instructor support, perform QA, and collaborate with Course Architects and clients. Provide technical support during trainings, mentor staff, and assist in scoping engagements. Travel ~10-25% and pass background check.

Own strategic relationships with a portfolio of high-value enterprise SaaS accounts to drive expansion ARR, maximize net revenue retention, ensure product adoption and customer outcomes, negotiate commercial terms, lead executive engagement, and coordinate cross-functional teams to deliver long-term account value.

Lead design, implementation, and security of AWS cloud infrastructure and CI/CD automation. Drive cost optimization, observability, and IaC standards (Terraform/CDK). Mentor engineers, participate in on-call rotations, and collaborate with product and science teams to build scalable, reliable cloud-native systems.

Lead and scale the sales function for outsourced lead-generation and marketing services. Hire, train, and manage internal and client-facing reps; build playbooks, run pipeline reviews and forecasting; set quotas and comp; close strategic B2B deals; coordinate onboarding with client services.

Provide confidential executive support to the Secretary-General: manage calendar, communications, meetings, records and travel; prepare briefings, correspondence and minutes; establish tracking and follow-up systems; supervise support staff as needed; and support office operations and strategic initiatives on a voluntary part-time basis.

Design, build, and maintain scalable data pipelines and models; collaborate with analysts and data scientists to provision prepared datasets; implement data quality, governance and monitoring; recommend technologies; lead root-cause analysis, code reviews and testing; mentor teammates and support production data environments.

Design, build, and operationalize scalable data solutions and pipelines for customers. Support data ingestion, transformation, quality, governance, and analytics to enable AI/ML and BI. Troubleshoot defects, test data flows, collaborate across teams, and advise customers on technical decisions and best practices.