Jennifer Cantrell, CSSC
Settlement Consultant
545 Delaney Ave, Bldg 1 

Orlando, FL 32801
M: 407-234-0710
P: 407-649-9176
F: 407-264-6079
E-mail Me 



Jennifer Cantrell

Jennifer Cantrell is a Settlement Consultant and, while her main office is in Orlando, she often travels the nation to assist victims of car accidents and other personal injury and wrongful death claims. When faced with this kind of tragedy, the thought of managing large sums of money can be daunting to anyone. Jennifer brings a kind and warm-hearted touch when she works with families and individuals to help them develop the right plan for their future. She listens carefully to her clients’ needs and wants, in order to help them achieve a better quality of life. Jennifer takes a “problem solving approach” to every case! See a few examples.

  • When there is a settlement or verdict involving a minor or an incompetent adult, there are several obstacles to overcome to get the case resolved. Jennifer is ready to consult the attorney on the best approach to some of these obstacles for a smoother and easier road for the claimant. In certain venues, she can also advise regarding what the Court will and will not likely approve.
  • In cases where claimants are receiving government benefits, many variables need to be considered, and a careful plan should be devised! In a case involving an elderly lady in a nursing home: after putting together a very thought-out schematic of who would take care of the medical needs, how the client could have income as long as she lived, and how the beneficiaries would inherit, the plaintiff’s attorney said to Jennifer, "Why couldn’t the first structured settlement broker I contacted figure this out"?
  • The answer to the problem is not always the same! In a case involving a mother and three minor children who were beneficiaries of a wrongful death case: the defendants thought they would get a 20% discount on the settlement for agreeing to structure the children’s recovery. Analyzing different options, Jennifer was able to provide a better financial outcome with a Settlement Preservation Trust and meet the needs of the family. In the end, the defense paid the total amount with NO discount.

Jennifer achieved her Bachelor of Science degree from the University of Central Florida in 1998. She has obtained the distinguished Certified Structured Settlement Consultant designation through the National Structured Settlement Trade Association (NSSTA) program developed in conjunction with the University of Notre Dame Mendoza College of Business Executive Education Program. She is a member of NSSTA as well as the NSSTA Educational Committee.

Jennifer is licensed in 18 states and has worked with hundreds of plaintiff’s attorneys. Please see what a few of her attorney clients say about her.

Client Testimonials

"Jennifer, You have touched our lives in so many ways and we are forever grateful. We are so blessed in having you a part of a dynamic group for our Jamie. Love, "
Draxie Bolam

"To Jennifer C, Thank you for everything you have done for this family. We appreciate your support from the beginning. As soon as my mother could speak she will love to thank you herself. You are God’s beautiful angel. Thank you! "
The Rivas Family
Orlando, Florida

"You need to take a look at this program because it is the best thing since sliced bread. You can lock in a good interest rate that is tax free and worry free. I think of Jennifer every month when I receive my structured settlement check. "
Lawrence Williams
Lexington, Kentucky

"Jennifer, Thanks so very much for all your effort, attention to detail and especially for your pleasant and professional demeanor throughout. "
Steven P. Macht
Stamford, Texas

Attorney Testimonials

"I have worked with Jennifer Cantrell on numerous cases involving structured settlements and finiancial planning for many of my clients who have sustained a tragic loss shattering their hopes and dreams.

Jennifer is truly an expert in her field and always conducts her affairs with the utmost degree of integrity, intelligence, business ethics, social grace, and compassion. She is a trusted, loyal, and honorable asset to our firm who always maintains the utmost pleasant demeanor. My clients love her."

Jeffrey Reiff, Reiff & Bily, Philadelphia, Pennsylvania

"I wanted to take this opportunity to let each of you know that I saw Jennifer’s work in meetings with the clients, and I saw her work with lawyers on both sides, and I saw her in some hot and heavy and highly-stressful meetings. This was a case which presented itself with a number of obstacles and difficult personalities. You need to know that Jennifer did an extraordinary job! She demonstrated that she was prepared, skilled, “knew her stuff,” was articulate, handled every situation professionally and wisely, and so much more. I wanted to make sure that you knew that in Jennifer Cantrell, you have a terrific representative for Millennium. You can be very proud of her."

John Romano, Romano Law Group, Lake Worth, Florida

"I unequivocally recommend Jennifer and her company to any lawyer who needs to set up a structured settlement or deal with Medicare Set Aside issues.  She is a pleasure to work with and she will help you and your client more than you can envision.   She is professional, thorough, and knows her stuff.  My only regret is that I don't have more cases to send her."

Michael Ferrara, The Ferrara Law Firm, Cherry Hill, New Jersey

"I use Jennifer Cantrell in personal injury cases for structured settlements, annuities and investments. She is knowledgeable, responsive and a pleasure to work with!"

Gary Eto, The Law Office of Gary C. Eto, Torrence, California

"I have had the opportunity to serve as mediator on a case wherein Jennifer served as the structured settlement consultant  I found her to be a tremendous help.  She did more than provide annuity quotes.  She was an asset to the claimant's attorney.  She provided startegies that helped the claimant have a depth of vision that structured the settlement money effectively.  She considered the long term needs of the claimant and worked to help stretch the money to meet those needs.  She was very quick and effective in providing information.  While she was there at the request of the claimant's attorney, her conscientious work actually helped both sides.  Her work toward maximizing the impact of the settlement offers enhanced the negotiations so that the parties were able to come to a mutually beneficial outcome."

Paul L Westcott, Esq., Westcott Mediations, Vero Beach, Florida

"Jennifer, I just wanted to drop you a line and tell you how much my clients and I appreciate your hard work. My clients were very complimentary about your efforts and services during their settlement negotiations. You took time with them and explained everything in a way that they could understand. You made them very comfortable with the entire settlement planning process and you took your time and never made them feel rushed. It was comforting for me to be able to spend time mediating their case knowing that you were covering the ins and outs of structured settlements and helping us all make decisions that were in the clients’ best interest. Once again thank you for a job well done. When my clients are happy it makes my job that much easier!"

John Alpizar, Alpizar Law, Palm Bay, Florida

"Jennifer Cantrell has been a wonderful asset to my legal team in helping my clients, who have received settlements from various car manufacturers due to defects in their products, to understand how to manage their settlements over a long period of time so they are taken care of for the remainder of their lifetime."

Raymond O. Bodiford, Bodiford Law Group, Orlando, Florida

"Thank you for attending (the mediation). I am sure you know already but you were a big help. While it does not affect my BI case, I am still happy the Williamses got this resolved and you were a big part of that."

Tom Brown, The Nation Law Firm, Orlando, Florida

"Thanks for all your help. I will use your services for all my structured settlement needs in the future. I will also continue to try to send others your way. You are a very nice person and great to work with. You also seem to really know your stuff."

John Curran, Law Offices John C. Curran, P.A., Melbourne, Florida

"Jennifer Cantrell with Millennium Settlements has been the settlement planner on a number of cases for my firm. I have been handling medical malpractice cases for many years, but I believe I have learned something new from Ms. Cantrell on every case she has been involved in for me."

Scott R. McMillen, McMillen Law Firm, Orlando, Florida

"The thing I appreciate most about Jennifer Cantrell’s approach is her genuine concern for my clients and her focus on the human aspects of the case. She is genuinely dedicated to helping clients understand their options and devise the best plan for their future."

Todd Miner, Todd K. Miner, P.A., Orlando, Florida

"You certainly have made your case that it is vital for me to have you at mediation to get the numbers that are best for my client. Thanks for all your hard work on this case."

Robert Molettiere, Moletteire & Torpy, Melbourne, Florida

"Jennifer, your help has been invaluable! You always come through with sound and secure financial options to ensure my clients a better future. You are also such a great resource for questions about Medicare, Medicaid, SSI and all the other government programs that tend to raise questions for us during a settlement. Thank you for being there for us and for our clients!"

Nicholas P. Panagakis, Morgan & Morgan, P.A., Orlando, Florida

"Dear Ms. Cantrell, Thank you so very much for the truly great support you have recently provided me and my clients, in the preparation and successful completion of their cases. Your accessibility and ability to quickly come up with important information and answers regarding settlement values and annuity costs, very much made the difference between failure and success in these mediations. We couldn’t have done it without you! Thanks again, Charlie Roberts."

Charles Roberts, Roberts & Culmer, P.A., Rockledge, Florida

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