From Military Pay Clerk to Workday Financials Leader: Career Transitions and Remote Work Challenges with Kevin Isaac

Kevin Isaac

By Kevin Isaac

Have you ever wondered what it takes to transition from a military pay clerk to a leader in the world of Workday Financials? Today, we have the pleasure of speaking with Kevin Isaac, an industry veteran whose journey is as inspiring as it is insightful. Kevin takes us through his eclectic career path, from his early days at Lloyds of London and American Express to managing projects in the insurance and gaming sectors. He reflects candidly on the financial pros and cons of moving from permanent roles to contracting, and how those choices paved the way for his venture into business transformation and leadership. 

In a fascinating recount, Kevin gives us an insider’s view of the early days of Workday's financial management system (FINS) implementation during an IPO transition in 2006. He shares the strategic decision-making behind choosing Workday over Dynamics and the hurdles faced due to the system's novelty. With vivid descriptions, Kevin outlines the meticulous nine-month journey that led to a groundbreaking deployment, setting a benchmark for future projects. His experiences managing complex implementations for companies like Clarion, especially during the upheaval of the COVID-19 pandemic, offer valuable lessons in adaptability and leadership.

As remote and hybrid work reshape our professional landscape, Kevin provides a nuanced look at how these shifts have impacted project dynamics and team cohesion. He delves into the nuances of maintaining productivity and morale in a remote setup, the importance of balancing work and self-care, and the crucial role of integrations in successful project rollouts. Highlighting both the challenges and opportunities presented by remote work, Kevin’s insights are a treasure trove for anyone navigating the evolving terrains of project management and business transformations. Don't miss this episode packed with lessons from a seasoned expert in Workday implementations.

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