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Karen Lee Middlekauff

Mediation Attorney at Orlando, FL

5.0   23 reviews
  • Licensed for 11 years
    State FL
    Acquired 2012
    Status
    Member in Good Standing No misconduct found

We have not found any instances of professional misconduct for this lawyer.

About Karen

Learn Karen’s areas of practice.

3
Practice areas
  1. Mediation
    50%

  2. Divorce and separation
    25%
    Divorce, Alimony, Child Support, Child Custody, Parenting Plans, Distribution of Assets and Actions Seeking Attorney Fees

  3. Family
    25%
    Divorce, Alimony, Child Support, Child Custody, Parenting Plans, Distribution of Assets and Actions Seeking Attorney Fees

Karen Middlekauff has dedicated her law practice to family law.  She prides herself on being responsive, cost-effective, diligent, and determined for every client.  Karen has extensive experience with dissolution of marriage, alimony, asset and liability distribution, attorneys' fees actions, establishment of paternity, child support, child custody, visitation, and timesharing arrangements. Karen additionally handles prenuptial agreements and domestic violence injunctions.

Karen handles family law cases in a wide variety of manners, including mediation, informal settlement negotiation, and at trial.  In addition to litigation proceedings, Karen also practices collaborative family law. In the collaborative process, each party has his or her own attorney, along with a neutral financial professional and counselor. The participants follow a protocol to develop resolution options to work collaboratively towards the dissolution of marriage, as oppose to the traditional adversarial process. 

Karen graduated cum laude from the University of Florida’s Levin College of Law, and received her B.A. in Sociology from the University of Delaware, graduating cum laude, Phi Beta Kappa. 

Karen is a proud member of the board of directors for the Holocaust Memorial Resource & Education Center of Florida. Karen also is a member of the Florida Academy of Collaborative Professionals and the Collaborative Family Law Group of Central Florida, serving on its membership committee. Karen is actively involved with the Orange County Bar Association and is an editor of its academic publication, The Briefs. She is also a graduate of the Athena NextGen Women's Leadership Institute, and currently serves on its recruitment committee.

Karen is a member of the Florida Bar and is admitted to practice in the U.S. District Court for the Northern District of Florida, The U.S. District Court for the Middle District of Florida and the U.S. District Court for the Southern District of Florida.

Location

Losey PLLC
1420 Edgewater Drive
Orlando, FL, 32804

Mediation lawyers nearby

Reviews

5.0 / 5.0
  23 customer reviews
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Posted by Wayne | November 26, 2021
This review is from a person who hired this attorney.
| Hired Attorney
Divorce with property and a child
I am always very skeptical about hiring attorneys for anything. The vast majority seem to just want to run a bill up and are an unorganized mess when it’s go time. After calling around, I came to the realization quickly that Mrs Middlekauff was the attorney I felt most comfortable with. To say that choice was a great choice is an understatement! Mrs Middlekauff was very attentive during my case and spoke the truth, not just what I wanted to hear and then backpedal when the time came. I followed her advice EVEN when I wasn’t fond of it. She is the professional, not me. She was aggressive when she needed to be but always presented herself extremely tactfully. She is a woman of standards and morals. She made itemized invoices monthly and was very careful to stay within our budget. I never once had to wonder what was going on with my case and what was next. I never had to fight to speak to my attorney. If you’re looking for someone you can absolutely trust placing your entire life in their hands, You’ve found the correct person here. I hope to never have to hire a family attorney for anything else again but I know where to go if I do. Thank you Mrs Middlekauff for everything you have done for me.
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Posted by Cheryl | February 7, 2021
This review is from a person who hired this attorney.
| Hired Attorney
Alimony
Karen Middlekauff was referred to me by another prominent attorney in Orlando with regards to my alimony situation, and he was right. She is an excellent attorney. From my first meeting with Karen I felt at ease and confident as we discussed my options, and rights. Throughout the process Karen was well prepared, attentive, and genuinely protective over the outcome that worked best for me. Knowing my financial situation as a single parent she was also mindful of keeping costs at a minimal by guiding me to a settlement that was acceptable to me. I enjoyed working with Karen and her staff, and highly recommend her to help you with your case.
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Posted by anonymous | January 27, 2021
This review is from a person who hired this attorney.
| Hired Attorney
THE best divorce attorney. Highly recommended
I hired Karen after my husband told me he didn't want to be married anymore after 32 years of marriage. Karen's empathy and professionalism was amazing! From our very first meeting/consultation she offered all of the options available to me and as we progressed through the divorce process, I felt so confident in having her by my side. She was always so prompt in responses by email and/or phone at any time of day/night. I am so very thankful to her and would highly recommend her to others any chance that I get.
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Posted by Vic | December 5, 2020
This review is from a person who hired this attorney.
| Hired Attorney
Best lawyer you can ask for
When I first looked for a lawyer to represent me in my case, I had a set of requirements that I was looking for. I wanted someone who is close to my age (I'm in my thirties) because I believe many professionals in this age range are enthusiastic individuals who strive to build a name / life for themselves, having decent experience but has not gotten to a point where they have seen it all and was just going through the motion. And I believe being in similar age group will help the lawyer relate to my case more. I was also looking for someone who's a female so she can give me perspectives that I fail to notice (I'm a dude), and I felt females in general are just more detail oriented. It turns out Karen is precisely everything I could have hoped for. Her communication skills are superb, and by that, I meant her communications were clear, and she's very willing to explain my situation to me, or explain law terms to me; she often update me with my case status, and she gives sound advices based on best of her knowledge. She's also very persistent. I felt like she really was fighting for me and I felt very comfortable with leaving matters to her. Another reason why I felt she was fighting for me, was because she gave me advice on best ways to proceed ensuring I do not spend more than I have to. I'd recommend her to anyone who's looking for a family law lawyer. I mean, if you are looking for someone to fight for you, wont you feel great to have a "Karen" on your side? (sorry for this joke if you're reading this, Karen.) She really is great though. I will for sure hire her again if needed.
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Posted by Carlos | December 4, 2020
This review is from a person who hired this attorney.
| Hired Attorney
Mrs.Middlekauff is an Excellent Lawyer.
Mrs.Middlekauff is an excellent lawyer and very professional.Her staff is fantastic and pleasant. She always answer your call and and keep you update with email.I strongly will recommend her and if I need her service will used it again. Thank you very much.
Posted by Samantha | October 8, 2020
This review is from a person who hired this attorney.
| Hired Attorney
The BEST Family Attorney in Orlando, FL
After two failed family Attorneys I was recommended to Karen through a friend. From the very beginning Karen was very attentive, made me feel confident and comfortable with moving forward with my case. She even made countless calls to my previous divorce attorney in NY to make sure she had all the details, something which my past two attorneys failed doing which helped win my case. I am very thankful for all of Karens hard work and dedication, I can't thank her enough.
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Posted by Lindsey | May 18, 2020
This review is from a person who hired this attorney.
| Hired Attorney
Excellet Experience
Karen helped me to navigate the process of fixing a parenting plan that was very poorly done the first time around (not by her or her firm!), with an ex-partner who did not want to make changes. She was extremely responsive and proactive, and she made the entire process as painless as it could be. I'm very grateful for her guidance and experience.
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Posted by Ana | May 13, 2020
This review is from a person who hired this attorney.
| Hired Attorney
Compassionate, honest and brilliant
Hiring a lawyer it is never an easy task, especially as, more often than not, you have to seek counsel to deal with issues you never imagined you would go through, and as a result, might not be prepared for. That was me when I met Karen. In our first hour together she showed how compassionate she was towards me and my situation, she took the time to listen, to understand my concerns, and to show sympathy. And while she did all of that, she also showcased her amazing skills, her expertise, intelligence and strategy to help me go through one of the hardest events in my life. Karen was blunt and honest with me at all times, and tough when needed, which I very much appreciated. She is a caring professional with high standards of ethics and a very fair rate. She did an amazing job for me and I feel very fortunate to have found such a great professional to guide me through my divorce.
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Posted by Jeffrey | May 12, 2020
This review is from a person who hired this attorney.
| Hired Attorney
Client (male)
Karen came highly recommended from another attorney who is a best-in class practitioner in their respective area so I fully trusted his referral. Karen represented me in my divorce and did an amazing job - she is a good fit for males. I got a fair settlement as a result of her diligence and proactive nature. Karen's billings were fair and she works as quickly as possible with the client's needs always front and center. She is a quick and responsive communicator and always available for consultation - she is a budding superstar. Her defining characteristics which I very much valued and appreciated were first professionalism, candor, highly available and responsive and a strong desire to serve the client and close the case. I'd use Karen again without hesitation.
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Posted by Kristine | September 27, 2019
This review is from a person who hired this attorney.
| Hired Attorney
Thoughtful, practical, and wonderful.
I enjoyed working with Karen (as much as you can while going through a divorce I suppose). I reached out to Karen early on in my process and she gave me practical counsel. I chose to file for divorce without an attorney; my ex then hired an attorney to get extension after extension. I then retained Karen to help me wrap things up. She presented me with my various options as well as what the potential outcomes might be (i.e. worst case, best case scenarios). In the end she helped me to avoid mediation (and the costs associated) and ulitmately got me to a settlement that I can be comfortable with. Let's face it, divorce isn't an easy, cheap or pain free process, but Karen did an outstanding job in communicating with me, keeping costs in mind and helping me come to a settlement quickly and would be in my best interest. I whole heartedly recommend Karen and have already given her name to two other colleagues.
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Posted by Carlos | June 14, 2019
This review is from a person who hired this attorney.
| Hired Attorney
An Attorney That Cares - Not Once, but Twice!
I initially consulted and hired Karen Middlekauff in the Spring of 2015 to assist me in my child custody litigation for my 3 children, ages 2, 3 and 5 at the time. We were living in Hillsbourough County, Tampa at the time and I made sure to do my due diligence and meet with several attorneys in the area. From day one, Karen was fully engaged, she asked the right questions, she was extremely responsive and up-to-speed on what was going on with the case. Karen knew my children's names, their ages, she made me feel like she genuinely cared about my family and to me, that is something I had never experienced with other attorneys. I never had to remind Karen of details we had discussed, she constantly reminded me and guided me through the process of what to file, when to file them, what information to provide, etc. For such a difficult time, Karen truly made the experience a pleasurable as possible. For this reason, I rehired Karen in 2019 after she had moved on to another firm in the Orlando area. Even though she no longer lived or practiced in the Tampa area, Karen happily accepted my case and was a key reason that I was granted full custody and 100% decision making on my three children. After 2 years not working my case, Karen remembered all the relevant details, and picked right back up where she had left off before her move. I strongly recommend Karen Middlekauff for any family court matters, as you will not find a more engaged, responsive and caring attorney in the Central Florida area!
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Posted by Christine | March 14, 2019
This review is from a person who hired this attorney.
| Hired Attorney
Incredibly thankful!
I am incredibly thankful that Karen was referred to me by a mutual friend. Karen’s knowledge, expertise, and determination helped guide me during a very difficult time! I pray that I never have to seek assistance again, but if I do, I will definitely hire Karen. I encourage anyone who’s feeling lost or hopeless, to seek someone who is truly passionate about what they do. I had never hired a lawyer before, or been through any type of court experience until this past year. Karen guides me through each step, and explained everything.
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Posted by Ashley | May 12, 2018
This review is from a person who hired this attorney.
| Hired Attorney
Divorce Case
Karen is a fantastic lawyer. She is classy and very professional. She was able to get my divorce completed quickly and efficiently. She is very knowledgable. Also, she did everything she could to keep my cost down. If I needed to reach her quickly, I was able to do so. My children were her top priority. I would highly recommend her to anyone going through a divorce!
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Posted by Terri | June 2, 2016
This review is from a person who hired this attorney.
| Hired Attorney
She Saved Me!!! Don't waste your money or time on other firms!!
I am one that stays away from lawyers and I didn't have a clue of the process. When I met Karen, I was at a low point feeling used and not trusting anyone. The firm I had for a year was doing nothing except billing me. BELIEVE ME when I say, Karen did more the first day I talked to her, than the other firm. That first day, she made calls to give me answers and everyday after that she and her paralegal updated me. Every week the divorce moved forward. When I was up and down emotionally, she would call to help me focus. My Divorce was final in a few months. She was as happy as I to get rid of that nightmare. My case to me seemed complicated to me involving same-sex marriage, fraud, car and the defendant's lawyer with a reputation of dragging cases on. Karen kept moving forward and I got my life back to finally move on. The other... half let me just say.... Karmi. Karen thank you, I also miss ya :-)
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Posted by anonymous | May 12, 2016
This review is from a person who hired this attorney.
| Hired Attorney
Amazing Attorney!!!
I hired Karen and her firm after a lengthy divorce that was getting nowhere with a different attorney. Karen took over my case and it was wrapped up with in a few months. She is incredibly brilliant, easy to talk to, thorough, honest and tough. I walked away with a settlement that I was happy to get. I certainly would not have received those same results if I would have stayed with the law firm I was at previously. The best decision I made was hiring her. I absolutely loved working with her. I actually miss her now, LOL. I promise you that you cannot go wrong with her!
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Posted by Stephanie | May 11, 2016
This review is from a person who hired this attorney.
| Hired Attorney
Highly Recommended
Karen helped my revise my child support payments and recoup medical fees that my ex was refusing to pay. She is always quick to respond and answer all of my questions. She stayed on top of my husband's attorney who appeared to be stalling and dragging things out. I was also pleasantly surprised to receive a retainer refund at the end, which has never happened with any attorney I have ever dealt with!
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Posted by Darren | May 10, 2016
This review is from a person who hired this attorney.
| Hired Attorney
I recommend her highly!!!
From the start, Karen made me feel safe and secure through the issues of my divorce. She always explained everything in a professional, knowledgeable and intelligent manor. When situations came up throughout the duration of my case, she helped me through them quickly. She knew how to reassure me if something was ok and reasonable, but also was strong when necessary when things were coming back that weren't. I truly felt and saw that she cared about the outcome and that she was batting 100% for my well being. I am very happy with the outcome of my case, and have and will continue to recommend her to all of my friends. She is awesome!
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Posted by Lisa | May 9, 2016
This review is from a person who hired this attorney.
| Hired Attorney
She was professional and awesome to work with.
Karen was so great to work with through my divorce. She was great explaining each important step and always quick to respond to me when I contacted her. We got through the entire process in a timely manner and that was very important to me.
Posted by anonymous | May 7, 2016
This review is from a person who hired this attorney.
| Hired Attorney
Highly Recommended
Karen was very attentive to my needs and exceptionally responsive. I never had any concern about the status of my case, or wondered what was going on. She embraces a professional demeanor that is representative of what an attorney should be.
Posted by anonymous | June 20, 2015
A+ Attorney
Karen is professional, knowledgeable and intelligent, yet empathetic, fair, and personable at the same time — a combination that genuinely sets her apart. When issues arose throughout the duration of my case, she navigated promptly and decisively. She knew how to reassure me if something was standard and/or reasonable, but also took more aggressive action when necessary. She approached all dealings with a strong sense of ethics and integrity, a quality that made me respect her even more. Most importantly, I trusted that she cared and knew what she was doing. During a time when I felt “out of control” and overcome with conflicting emotions, I feel fortunate that Karen was by my side from start to finish. I am very happy with the outcome of my case, and will no doubt recommend her in the future.
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Cost

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Contact for Details

Resume

AVVO RATING 10.0 (Superb)

Work Experience

  • Attorney
  • Losey PLLC
  • 2018 - Present
  • Associate Editor
  • The Briefs - A Publication of the Orange County Bar Association
  • 2018 - Present
  • Member
  • Collaborative Family Law Group of Central Florida
  • 2018 - Present
  • Coach
  • Edgewater High School Mock Trial Team
  • 2017 - 2019
  • Attorney
  • McDonald Toole & Wiggins
  • 2016 - 2018
  • Attorney
  • Older and Lundy
  • 2012 - 2016
  • Certified Legal Intern
  • Public Defender's Office, Orlando, Fl
  • 2012 - 2012
  • Law Clerk
  • Zavos Junker Law Group
  • 2011 - 2011
  • Certified Legal Intern
  • Public Defender's Office, Gainesville
  • 2011 - 2011
  • Law Clerk
  • Servicemembers' Legal Defense Network
  • 2010 - 2010
  • Intern - Office of General Counsel
  • National Geospatial Intelligence Agency
  • 2009 - 2009
  • Intern - Imagery Analyst
  • National Geospatial Intelligence Agency
  • 2007 - 2008
  • Intern - Office of General Counsel
  • National Geospatial Intelligence Agency
  • 2006 - 2006
View all work experience

Education

  • University of Florida, Fredric G. Levin College of Law
  • JD - Juris Doctor
  • 2012
  • University of Delaware
  • Bachelor of Arts
  • 2009

Sample of Legal Cases

  • Post Judgement
  • Post Judgement
  • Divorce
View all legal cases

Associations

  • Collaborative Family Law Group of Central Florida
  • Attorney
  • 2018 - Present
  • DRI
  • 2017 - Present
  • Orange County Bar Association
  • Member
  • 2016 - Present
  • Central Florida Association for Women Lawyers
  • Member
  • 2016 - Present
  • Tampa Bay Diversity Chamber of Commerce
  • Board Member
  • 2016 - 2016
  • LGBT Bar Association of Tampa Bay
  • Secretary
  • 2014 - 2015
  • Hillsborough County Bar Association
  • Member
  • 2012 - 2016
  • Florida Bar, Family Law Section
  • Member
  • 2012 - 2017
  • Hillsborough Bar Association’s Young Lawyers Division
  • Member
  • 2012 - 2016
  • Hillsborough Bar Association
  • Member
  • 2012 - 2016
  • National LGBT Bar Association
  • Member
  • 2010 - 2013
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Languages Spoken

  • English

Honors and Awards

  • Book Award
  • University of Florida
  • 2012
  • Community Impact Award for Outstanding Graduate Student
  • University Of Florida's Office of LGBT Affairs
  • 2012
  • Pro Bono Certificate
  • University of Florida Levin College of Law
  • 2012
  • Cum Laude
  • University of Florida, Levin College of Law
  • 2012
  • Phi Beta Kappa
  • Phi Beta Kappa of the University of Delaware
  • 2009
  • Cum Laude
  • University of Delaware
  • 2009
  • Nellie Thompson Rudd Award for Outstanding Women's Studies Minor
  • University of Delaware
  • 2009
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Speaking Engagements

Attorney endorsements

Received (19)
Given (13)
Endorse Karen
Family Attorney | Jun 18
Relationship: Worked together on matter
"I thoroughly enjoy working with Karen. She is an amazing advocate for her clients. Karen and I have worked together on several matters and I appreciate the knowledge and experience she brings. Here's to many more years working together."
Family Attorney | Feb 05
Relationship: Co-worker
"I endorse this lawyer. Karen is knowledgeable, experienced and caring. She is a fine example of what a family law professional should be."
Family Attorney | Jan 30
Relationship: Co-worker
"I endorse this lawyer."
Litigation Attorney | Jan 29
Relationship: Co-worker
"Karen is a talented attorney and a pleasure to work with. I absolutely endorse her!"
Family Attorney | Jan 29
Relationship: Co-worker
"I endorse this lawyer."
Commercial real estate Attorney | Jan 29
Relationship: Co-worker
"Highly responsive, talented, and affable- I endorse this lawyer."
Litigation Attorney | May 05
Relationship: Fellow lawyer in community
"If you’re looking for an attorney, the odds are that you are in a situation where you could use an ally which is exactly what you’ll find in Karen Middlekauff. I have had the pleasure of knowing Karen professionally and personally for some time now and have been impressed by the knowledge, dedication and passion she exhibits when representing her clients. She is an avid advocate, a diligent attorney and moreover a genuinely compassionate person. She takes an interest in who she's working with and what she does that goes above and beyond simply doing a job. I fully endorse and highly recommend Karen should you require such an ally in the legal situation you are facing. I know attorneys across the state have referred clients to Karen as well which is a testament to both the quality of her work and her character."
General practice Attorney | May 05
Relationship: Fellow lawyer in community
"I am proud to endorse Karen for her legal skills and overall demeanor. Karen has a keen legal mind and is always ready to take on the next challenging set of facts and issues. Aside from her legal proficiency she also possesses a positive energy and is willing to go the extra mile for her clients."
Litigation Attorney | Mar 29
Relationship: Fellow lawyer in community
"I have had the pleasure of knowing Karen personally and professionally for a number of years. Not only is she easy and enjoyable to talk to, she is bright, well-spoken, and has a commanding grasp on pertinent legal and procedural issues. No one will work harder to ensure the best possible result for a client. I fully endorse this attorney and her work."
Family Attorney | Jun 03
Relationship: Fellow lawyer in community
"I endorse this lawyer."
Family Attorney | May 18
Relationship: Co-worker
"Karen is a highly skilled and energetic attorney. I’ve seen her hard work and dedication to the practice of law first hand. She cares about her clients and treats others with respect and professionalism at all times. I 100% endorse Karen!"
Family Attorney | May 12
Relationship: Co-worker
"Karen is a rising star in marital and family law. Her concern for her clients is sincere and evident from her personal approach in every case!"
Family Attorney | May 11
Relationship: Fellow lawyer in community
"Karen is a very skilled attorney, and always advocates for her client's without compromising her ethical and professional standards."
Family Attorney | May 10
Relationship: Fellow lawyer in community
"I endorse this lawyer. Karen is bright, energetic, and provides excellent client service."
Family Attorney | May 10
Relationship: Opposing Counsel on matter
"It is rare that I endorse an opposing attorney, but for Karen, I am honored to do so. I have now litigated two matters against / with Karen. In both - echoing sentiments I've seen about Karen here, but nonetheless true - Karen was responsive, ethical, tenacious (very much so!), and a zealous - but not OVERzealous - advocate for her clients. Karen shows a sensitivity to the issues that both her clients and opposing parties face in the sometimes corrosive trenches of family law, and demonstrates a passion and effervescence that enervates and invigorates all around her. Including me, a self-proclaimed "old salt". I highly recommend Karen Middlekauff for consideration for your legal needs. I look forward to working with her again in future matters."
Family Attorney | Dec 10
Relationship: Supervised lawyer
"I endorse this lawyer wholeheartedly. I have worked with Karen for approximately three years and have watched her develop into the consummate professional. She is bright, responsive, honest and very hard-working. She never backs down from a challenge and she sincerely cares about her clients. Karen ALWAYS gets the job done, and hasn't lost her positive outlook. Karen is a great family attorney and I only see her becoming greater."
Family Attorney | Dec 09
Relationship: Worked together on matter
"Karen is excellent. I am proud to be able to work on cases with her. She is diligent, thoughtful and tenacious. She knows how to get the job done and clients enjoy working with her. I recommend Karen strongly."
Family Attorney | Dec 09
Relationship: Co-worker
"Karen exhibits a level of compassion and commitment to her clients that is extraordinary. She always has her client’s best interest at heart and is dedicated to resolving the case expeditiously and equitably. She is an asset to the firm and her clients."
Divorce and separation Attorney | Dec 09
Relationship: Supervised lawyer
"I endorse this lawyer. Karen is an intelligent, compassionate and assertive attorney. She always approaches her cases with balance and dedication; ensuring that her client's interests are zealously protected, both in the courtroom and during settlement negotiations."
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