Caldwell is an author, speaker and CEO of One Agents Alliance, an alliance of 185 independent insurance agents in Oklahoma, Arkansas, Kansas and California.
April 1, 2024
With technology relentlessly simplifying many parts of our business, and consolidations changing the competitive landscape as well, personal service businesses will continue to be challenged to rethink their business models in the coming years. Typically, when an industry sees change …
March 4, 2024
For the last decade and a half, business leaders have struggled to comprehend, motivate and manage the millennial generation. Recently, I read an online article where business owners discussed the “new” generation of workers and it was both amusing and …
February 5, 2024
We are obviously in one of the most intense hard markets of the last several decades. While much has been said and written about how to navigate the challenges the market is creating for agents, I’d like to take a …
November 20, 2023
You are going to sell your interest in your agency at some point. Whether the sale is internal, external, to a family member, employees, or to a large national organization, there are steps you can take in advance to make …
October 16, 2023
As a young professional I was very interested in becoming active in my community. Of course, I knew that this would help my business career but I also had the philosophy, from an early age, that we all stand on …
September 18, 2023
One of my favorite sayings is “failure is tuition for something else.” I adopted this phrase during a conversation with another senior leader one day on the consequences of some mistakes we’d made organizationally. I think that failure is a …
August 21, 2023
Life has never held more opportunities for our attention to be pulled away from what is most important. We have all seen the statistics about the number of messages the average American has bombarding them every day. While these distractions …
July 3, 2023
Recently I renewed two large accounts for the twenty-sixth time. Over the years, I’ve found the loyalty of these particular clients professionally and personally rewarding. It’s also created a stable source of revenue for a long time. Though these two …
June 19, 2023
Late last year, most Americans began to hear about a new application of artificial intelligence (AI) called ChatGPT. Soon, this application, from a data science company called OpenAI, became the hot topic at every meeting, trade conference or internet search. …
May 8, 2023
From time to time, my doctor prescribes a treadmill test to check out how strong my heart is. Perhaps you’ve experienced this test, but in case you haven’t, the idea is to make you run faster and faster up an …