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My Journey of Heartbreak to Triumph

Why I Do What I Do Today

I was lost. On December 29, 2004, the man I looked up to my whole life had just taken his last breath. He was 72. Sitting in that hospital room, a 35 year old heart-broken man, I felt sick to my stomach.

I started having flashbacks of going through the exact same experience years prior, when my mom lost her battle wit the exact same disease that had just stolen my dad from me moments ago. Lung cancer.

I was angry. I was hurt. Suddenly I remembered the sign that framed the door of my dad’s workplace where he managed employees at a cigarette factory for 25 years. “Thank you for smoking” it read. It seemed so innocent at the time. Now, it took on a whole new meaning.

There I was, a single dad with two young children. Other than them and my only sister (who was fighting her own battle of alcoholism), I had no immediate family left. My only brother had died when I was 13 (he was 23), and my only nephew when I was 20 (he was 7), both from separate car accidents.

Yes, unfortunately I was no stranger to this moment. The gut wrenching feeling of grief and depression flooded me. Like you just lost a part of your own heart and soul. I’ll never forget that long drive back home.


Remembering My Dad’s Life And Character

billI tried to stay strong and was filled with pride as I thought about how he was drafted into the Army for the Korean War and advanced on to become a paratrooper. I vividly remember the thrilling stories he’d tell me as a little boy. And that laugh. He had a laugh that was indescribably contagious. Something I’ll absolutely never forget.

I also thought about how much I admired him for taking early retirement to be home with and care for my mom by her side every moment before she went on to be with the Lord.

So honest and hard-working, it’s an honor to get to call that man my father. During the short 10 days that he was in the hospital, I’m so glad I made it a priority to visit with him every day.


A Moment That Changed Me Forever

My dad did something the day before he died that I will remember for the rest of my life. Unable to speak, he looked at me and pointed to a little pencil on the table. I handed it to him and he took one of the napkins on his food tray and slowly and frailly signed his name: “William Southall Jordan Jr.”.

I didn’t understand the significance of it at the time, but I eventually realized he did that because he knew it would be the very last time he’d ever sign his name.

You see, maybe not so much anymore these days, but back in his day, your name meant something. It was as good as your word. It was who you were. A representation of your heritage and where you came from. Your integrity and character.


My Heritage Fueled My Passion To Contribute

Once I realized this, signing my name “William Southall Jordan III” took on a whole new meaning for me (Tripp is short for Triple…meaning the third). I was carrying on the family legacy, symbolic of him passing down a torch for me to run a race he was not able to finish himself.

From that point on, something came over me… a passion and a fire ignited within me to live my life serving others, and working towards something bigger than myself.

I had a vision of somehow, someway helping retirees and seniors, the people the very same age as my parents were. The very people that built this country into what it is today.

I wanted to honor them and show them the respect they deserve buy rarely get. I wasn’t sure how yet, but it would soon be discovered in the very near future.


Discovering My Mission and Purpose

A couple years later, I kept having a recurring thought. I kept remembering the conversations I overheard in the hospital during the time my dad was there. I remembered people talking about their medicare plans, and expressing their frustrations with the limitations and restrictions they were experiencing. Confusing coverages and tragic blows to their budget when surgeries and care that they thought was covered 100%, wasn’t…leaving them feeling hopeless and helpless.

I heard stories of them getting scammed, mistreated and taken advantage of by their so-called “agent”. And that’s when I knew. Something deep within told me right then and there that my mission was to protect and be an advocate for their healthcare rights and options.

They deserved an honest, helpful friendly discussion with someone highly educated in the industry as a whole, up to date on breaking updates, and able to recommend customized solutions. In a safe environment where they felt comfortable and respected… taken care of as a client for life (not tossed to the side as soon as they were of no “value” to the greedy salesmen).

And by golly, that’s what I was determined to be for them.


A New Vision In My Heart

Fast forward many years and my vision has become a reality. I own and operate a thriving Medicare Insurance Practice, serving clients across the country. Mostly women. Yes, here’s where my mission as an advocate became even bigger and stronger.

You see, over the years I had witnessed women getting mistreated and taken advantage of the worst. It’s no secret that my profession is made up of mostly men. And I’ve watched them run all over innocent, trusting ladies that simply believe the best in people (not all medicare agents do this of course, but trust me, way too many to tolerate).

I decided to not take this lying down and actually do something about it. So I started specializing solely in helping women over 65 with their healthcare needs. Focusing on the issues that concern them the most.

This actually wasn’t too much of a shift for me, as I seem to naturally connect with ladies. They tell me I relate to them and speak their language. My wife Wendy teases me and says it’s because I’m so “in touch with my sensitive side”.

I myself wonder if its because it’s been so long since I’ve had my mom here on earth I deep down want to keep her alive in my heart by helping as many ladies like her as I can. It’s hard to believe it will be 20 years this December.


A Lady of Class and Grace

lude2She was strong and brave…rock solid and handled everything with class and grace. She made one mean tuna salad sandwich and never once missed any of my many sporting events growing up. She was assuredly the glue that held our family together, as most ladies are.

And so, since the beginning, I’ve always made it my practice… before I ever diagnose a situation or recommend any type of medicare plan…to ask myself, “Is this what I would recommend for my mom if she was in this situation?

And asking that single question is how I’m able to lay my head on my pillow at night, resting peacefully knowing I’ve built my business on the foundation of love, honor, and respect. Never forsaking the age-old golden rule talked about in Matthew 7:12: “Do unto others as you would have them do unto you”.


Carrying On Their Legacy

Even though I service primarily women, I know my dad would be most proud of what I’m doing. He was always a “women and children come first” kind of man. Chivalrous, with old-fashioned values. The example he set for me on how to treat women is without question the only reason for my success today. In business, but also in my marriage.

The ability to carry on their legacy, do what I love, and help give people compete peace of mind over their healthcare costs has become the most fulfilling purpose that I could’ve ever imagined.

Thank you for allowing me to serve you and for trusting me with your business. I hope you know how appreciated and valued you are as my client…and friend.