Today we’d like to introduce you to Justin Windsor.
Hi Justin, thanks for sharing your story with us. To start, maybe you can tell our readers some of your backstory.
When I was younger, I never imagined insurance would become my career. Like most people, I simply wanted to build a life where I could support my family, help others, and live comfortably while doing meaningful work.
After graduating high school, I wanted to explore the world and gain new experiences, so I moved to Mexico and became a scuba diving instructor. That experience gave me perspective at a young age. I learned a new language, met people from all walks of life, and developed a strong appreciation for the value of hard work and financial discipline.
Eventually, I moved back to Georgia and began working in the fitness industry. During that time, I lost over 100 pounds in about a year and a half, which taught me the importance of discipline, consistency, and building genuine relationships with people. Through those relationships, I was offered opportunities in industries I had no formal background in, simply because people trusted me and believed in my work ethic.
Over the years, I worked in automotive, retail, and eventually physician and hospital recruitment, where I really learned the value of consulting and helping people navigate important life decisions. Unfortunately, my father passed away very suddenly during that chapter of my life, and it deeply affected me. I realized I needed a career where I could still build meaningful relationships and help people, but in a way that aligned better with where I was personally at the time.
That led me into insurance. I started with State Farm, where I learned the foundation of the industry and gained valuable experience helping customers through difficult situations. Around the same time, I also completed my associate degree and explored nursing because I genuinely wanted to make a difference in people’s lives. After shadowing in a local ICU, I walked away with immense respect for nurses and healthcare workers, but I also realized my strengths were better suited for serving and guiding people in other ways.
Shortly after, an opportunity with Farmers Insurance opened up, and it completely changed my life. For the first time, I found a career that combined relationship-building, consulting, problem-solving, and service all in one. I loved being able to educate customers, help families save money, and guide people through situations that are often confusing and stressful.
I was fortunate enough to perform well early on, and in 2026 I was offered the opportunity to open my own agency. Today, my philosophy is simple: while we can’t always control the price of insurance, we can control the level of service we provide. I treat my customers like family, focus on education rather than pressure, and always try to recommend what genuinely fits their needs and situation. It can certainly be a stressful industry at times, but my clients know they can trust me to advocate for them and always work in their best interest.
Alright, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
It definitely has not been a smooth road. Insurance can be a very challenging industry, especially in Georgia where rates have increased significantly over the past few years. One of the biggest struggles is that there are so many people who are either overpaying for insurance, underinsured, or simply do not fully understand what coverage they actually have and how filing claims affects them, but finding those people and earning the opportunity to help them can sometimes feel like finding a needle in a haystack.
There have also been challenges that come with building trust in an industry where many people have had negative experiences or are overwhelmed and frustrated by rising costs. You have to learn how to stay patient, communicate clearly, and genuinely listen to people’s concerns instead of just trying to make a sale.
That said, the difficult moments are also what make this career rewarding. When I am able to help someone who is in a tough situation, whether that means saving them money, improving their coverage, or simply giving them peace of mind, it genuinely makes my week. Knowing that my knowledge and guidance made a meaningful impact in someone’s life is what continues to motivate me every single day.
Thanks for sharing that. So, maybe next you can tell us a bit more about your business?
We are a consultative insurance agency based in Cumming, Georgia. What sets us apart most is our honesty and the way we approach helping customers. I routinely review quotes from other carriers and will openly tell customers when another company offers better pricing or coverage if I truly believe it is the better fit for their situation. My goal is not simply to sell a policy, but to educate people and help them make informed decisions based on their needs and budget.
One of the advantages of working with Farmers Insurance is the ability to access multiple carrier partnerships, which allows us to provide customers with a wide range of coverage options. Whether someone is looking for better protection, lower premiums, or guidance through a difficult insurance situation, we focus on finding the right solution for each individual customer.
At the end of the day, I want customers to feel like they have an agent they can genuinely trust and rely on long after the policy is sold.
We’d be interested to hear your thoughts on luck and what role, if any, you feel it’s played for you?
I was always taught from a young age that hard work, education, and the way you treat people are some of the only things you can truly control in life. I have always believed our purpose is to leave the world a little better than we found it and to positively impact others through our interactions and relationships.
That being said, I have absolutely had moments in my life that many people would consider luck. For example, I was offered an opportunity in hospital consulting and recruitment despite not having a formal degree in that field. That opportunity came through someone I had built a genuine relationship with who believed in my work ethic and character.
So was it luck? In some ways, yes. I think luck often comes from consistently showing up, treating people well, staying curious, and being willing to work hard long before opportunities present themselves. I was fortunate that someone recognized those qualities in me and was willing to open a door that ultimately changed the direction of my career.
Contact Info:
- Website: https://thewindsoradvisory.com/



