Jacob Eskina

About Jacob Eskina

Accomplished Payroll & Benefits Manager with over nine years of experience overseeing payroll, benefits administration, annual compensation programs, and HR systems for multi-state organizations. Currently leading payroll and benefits operations at Lead Bank, where I’ve supported growth from 90 to 300 employees and scaled payroll from 2 states to 30. Known for meticulous attention to detail in managing payroll, benefits, and 401(k) plans, alongside a strong track record in HRIS implementation, vendor management, and operational efficiency. A strategic leader committed to compliance, process optimization, and enhancing employee satisfaction.

Experience

1. Vice President, Payroll & Benefits Manager

   Lead

   Mar 2025 — Present · Kansas City, MO, US

   Lead payroll operations for 300 employees across 30 states, ensuring accuracy, compliance, and timely reporting for bi-weekly pay cycle.• Manage benefits administration, including employee education, ERISA compliance, and annual open enrollment.• Administer 401(k) and retirement programs, overseeing contributions, compliance testing, and employee education.• Oversee annual compensation planning, partnering with Finance and People leadership to align total rewards and pay structures with strategic objectives.• Drive vendor management, HRIS implementations (BambooHR, Paylocity), leave management systems, and payroll/benefits platforms.• Partner cross-functionally to optimize payroll and benefits processes, improving reporting, accuracy, and employee experience during rapid multi-state expansion.

Education

• The University of Kansas

  Bachelor of Science in Business Administration (BSB), Entrepreneurship & Human Resource Management