Finance Monthly Insurance Awards 2023 USA 16 www.finance-monthly.com Jeff, you’ve had a unique journey into the insurance industry, starting from a young age in Kentucky. How has this journey influenced your approach to leading Rightsure? I think that every executive’s upbringing somehow affects either their leadership style or impacts the decision-making process in some way or another. Being that my childhood was steeped in ministry ( everyone from my fathers, grandfather, great-grandfather, and several uncles were ministers ), I am convinced that those experiences created the empathy in me that appears every time a decision needs to be made surrounding staff, customers, vendors, etc. Additionally, I would add that my “late-in-life” master’s degree focusing on finance has enhanced my skill set around pro formas and financial prowess, which was lacking early in my career. Rightsure is known for blending technology with insurance. Can you share how this approach has evolved over the years and how it sets Rightsure apart in the industry? Our Approach to technology has definitely shifted over the years. In years past, we were always eager to adopt the new, shiny, flashy, sparkly, software as a service offering OR embed some new code that was supposed to get us inclusion into a mystery insure-tech consortium. That mindset has been greatly amended to focus on being tech-forward and techenabled but not tech-shackled ( as discussed in my book tech.jeffarnold. com ). This pivotal thought process has led us to infuse all of our processes with a blend of our Famously Friendly Humans
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