Shayna W. Borakove

Attorney Profile

Top Rated Estate Planning & Probate Attorney in Middleton, WI

Borakove | Osman LLC
 | 9701 Brader Way, Suite 201
Middleton, WI 53562
Phone: 608-572-7959
Selected To Rising Stars: 2018 - 2019
Licensed Since: 2005
Practice Areas:
  • Estate Planning & Probate (80%),
  • Mergers & Acquisitions (10%),
  • Closely Held Business (10%)
Attorney Profile

Shayna W. Borakove is a co-founder of Borakove Osman LLC. Located in Madison, Wisconsin, she focuses her practice primarily on sophisticated estate and business planning, assisting clients throughout the greater metropolitan area. In addition, Ms. Borakove has experience in family law matters such as stepparent adoptions and the preparation and review of prenuptial, postmarital and property division agreements, and her background also includes real estate transactions. Admitted to practice before all Wisconsin state courts, she is also admitted to practice in Massachusetts and Minnesota.

In her estate planning practice, Ms. Borakove regularly prepares and reviews wills, revocable and irrevocable trusts, advance health care directives, and financial and health care powers of attorney. She evaluates her clients' goals and family situations, and she endeavors to design a plan that will preserve and protect their assets. These plans will often incorporate a client's charitable giving wishes, and in some cases, they are drafted in order to avoid the expense and public nature of the probate process.

Ms. Borakove's business practice encompasses assisting prospective entrepreneurs as well as owners of farms and other existing small companies. For clients who are considering starting a new venture, she first determines what legal entity would be most advisable, and after filing the organizational paperwork, she reviews lease agreements and drafts other business contracts while helping to ensure that all necessary records are properly prepared and maintained and all applicable governmental regulations are complied with.

Majoring in political science, Ms. Borakove attended the University of Missouri-Kansas City and received a Bachelor of Arts in 2001. Her legal education came at what was then known as the New England School of Law, and she was the managing editor of the New England Journal on Criminal and Civil Confinement before being awarded her Juris Doctor in 2005.

Practice Areas
Lawyer Practice Area Pie Chart

Estate Planning & Probate (80%): Estate Planning, Living Wills, Power of Attorney, Probate & Estate Administration, Trusts, Wills

Mergers & Acquisitions (10%)

Closely Held Business (10%)

Focus Areas

Estate Planning, Living Wills, Power of Attorney, Probate & Estate Administration, Trusts, Wills


top-imageSelected to Rising Stars for 2 years

Rising Stars: 2018 - 2019

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About Shayna Borakove

Admitted: 2005, Wisconsin

Professional Webpage:


  • Star of Madison Award in the category of law firm for Madison, WI., Star of Madison, Wisconsin State Journal, 2013
  • Cum laude with honors, New England School of Law
  • Star of Madison Award in the category of law firm for Madison, WI., Star of Madison, Wisconsin State Journal, 2014

Bar/Professional Activity:

  • Presenter, Use of LLCs in Asset Protection and Estate Planning for the National Business Institute, Inc. (CLE and CE Credit), 2013
  • Minnesota Bar License, 2008
  • Presenter, Everyday Estate Planning Tools, State Bar of Wisconsin Webcast and re-Webcast, 2014
  • Massachusetts Bar License, 2005
  • Author of article for the Wisconsin Lawyer Magazine, an official publication of the State Bar of Wisconsin, Estate & Business Planning for Family Farms, 90 Wis. Law. 7 (July/August 2017)., 2017
  • Presenter, Modern Estate Planning with Directed Trusts (CE presentation for insurance professionals and financial professionals), 2016
  • Presenter, Estate Planning for Farmers and Ranchers (NBI, Inc. CLE), 2013
  • Wisconsin Bar License

Pro bono/Community Service:

  • Board of Directors, Middleton Endowment, 2019
  • Board of Directors, Middleton Endowment Board, 2016
  • Volunteer, Shamrock Shuffle, 2017
  • Board Member from 2010-2016, Middleton Zoning Board of Appeals (appointed to the Board by the Mayor of the City of Middleton, WI), 2016
  • Middleton Endowment Board, Vice Chair. Our mission is to support and enhance the quality of life in Middleton, Wisconsin and the immediately surrounding communities through micro grants and advocacy, 2018
  • Volunteer, Boys and Girls Club of Madison, WI, 2017
  • Board of Directors, Middleton Endowment Board, 2017

Scholarly Lectures/Writings:

  • Article, Estate Planning, Business Continuation, Transition and Succession Planning for Farmers, will be published in the 26th volume of the San Joaquin Agricultural Law Review, Fall 2017. The law review of the San Joaquin College of Law presents student and scholar works on legal topics of current interest to those in agriculture, government, business and law. Articles published in the law review examine law that bears upon agricultural business operations. , Author, Estate Planning, Business Continuation, Transition and Succession Planning for Farmers, San Joaquin Agricultural Law Review, Law School Law Review, 2017
  • Effective estate planning and succession planning for Wisconsin Family Farms requires an understanding of the farm business and the dynamics of the family unit - on-farm and off-farm heirs alike. The article walks through the farm planning engagement organically. It starts with outlining farm-specific information that should be gathered by the attorney. The article turns to assist the attorney in helping the farm client define goals, as well as the attorney define his or her client. Lastly, the article brings it all together with an example. , Author, Estate & Business Planning for Family Farms, Wisconsin Lawyer, Official Publication of the State Bar of Wisconsin, 90 Wis. Law. 7 (July/August 2017), 2017


  • Represented individual client in the sale of the client's $3.5M farm business interest, 2015
  • Structured and implemented an estate plan that saved client's estate from a $20,000 probate court filing fee, 2013
  • Developed farm business succession plan between two generations of farmers involving a gradual purchase arrangement and the organization of a new joint venture for the farm's operations, 2016
  • Worked with clients' in minimizing estate tax liability while fulfilling their charitable goals by establishing a private foundation to be created upon their death with the portion of their estate which exceeded the estate tax exemption amount, 2015
  • Worked with clients' to minimize estate taxes and significant capital gains, while benefiting multiple charities by implementing a charitable remainder unitrust, 2012
  • Designed and implemented a dynastic life insurance irrevocable trust and worked with the client's CPA and investment advisor to minimize the use of client's lifetime gifting exemption and minimize the impact of estate taxes on a clients' children and grandchildren, through premium financing, 2014

Representative Clients:

  • Married couple with a 4,000 acre grain operation and taxable estate. , 2016
  • Retired CEO from a publicly traded company and spouse, with goals of minimizing estate taxes and passing wealth to their sole heir in an organized and guided manner that ensured their trusted advisors would continue to advice and guide their heir, 2015
  • Married couple with a manufacturing business and $15M estate, having the planning goals of avoiding probate and mitigating estate taxes through the use of family created charitable entities. , 2016
  • Estate tax and business succession planning for multi-generational 6,000 acre vegetable growing operation, 2017
  • Married couple having children from previous marriage. Planning was implemented that ensured the surviving spouse was financially taken care of, while preserving inheritance for their respective children, 2015

Educational Background:

  • BA in Political Science, University of Missouri - Kansas City, 2001
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Office Location for Shayna W. Borakove

9701 Brader Way
Suite 201
Middleton, WI 53562

Phone: 608-572-7959

Shayna W. Borakove:

Last Updated: 8/15/2019

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