Dale Gregory

Dale R. Gregory


Direct: 608-327-4203




Dale Gregory has practiced law in Madison, Wisconsin since 1986. During that time, he has focused his practice in the areas of residential and commercial real estate; general business, including contracts and contractual disputes; family law, including divorce and post-divorce matters; personal injury; estate planning; and probate needs. He also represents individuals in the areas of criminal law, including OWI defense, traffic law and misdemeanor defense.


Dale graduated from the University of Wisconsin-Madison, where he earned both a Bachelor of Business Administration and his law degree.


Following law school, Dale joined a small law firm and began building a base of clients by handling the wide variety of legal needs of his individual and small business owner clients. Over the years, as his clients have found themselves in need of legal services, either business or personal, in good and not so good times, they have turned to Dale to assist them, to advise them, and to help them achieve good results. From starting a business and creating new entities, growing and expanding the business, and handling transactions, Dale assists his clients with their day-to-day legal needs.


When it comes to planning for the future, Dale assists clients with their estate planning needs, including Wills, Powers of Attorney, and Trusts. When a death occurs, Dale works with the survivors on the administration and probate process, confirming the interests of surviving joint tenants and TOD beneficiaries, advising and assisting personal representatives and trustees and beneficiaries.


When times are tough and uncertain, that’s often when people need a lawyer most and they turn to a trusted advisor. Dale assists his clients with the emotional and financial challenges surrounding family law, both in divorce and post-divorce matters. Dale also helps injured parties navigate the complexities of negligence and insurance law in personal injury cases, while understanding their injuries, their recovery process and the ultimate goal of getting an excellent and equitable recovery.


Dale has been defending drivers, including those charged with OWI/DUI/DWI and moving violations for many years. Traffic cases are where many people first encounter the legal system and it can be confusing and time consuming to represent yourself. Individuals charged with these types of offenses or misdemeanor charges count on Dale to review the merits of their cases and provide them with both a vigorous defense as well as an experienced opinion of how their cases can be resolved on the most favorable terms. The penalties for an OWI are serious and have become more so in recent years. Understanding the administrative review process, how early treatment can improve outcomes, and navigating the DMV and the court system is critical. Informing clients, presenting and defending their cases, and listening to their concerns are part of Dale’s regular practice.


Areas of Practice:

  • Real Estate
  • Business Law
  • Estate Planning and Probate
  • Family Law
  • Civil Litigation
  • Criminal



  • J.D. – University of Wisconsin Law School, Madison, Wisconsin, 1986
  • B.B.A. – University of Wisconsin-Madison, School of Business, 1982


Bar and Court Admissions:

  • State Bar of Wisconsin, 1986
  • U.S. District Court for the Western District of Wisconsin, 1986


Professional Associations:

  • State Bar of Wisconsin
  • Dane County Bar Association


More about Dale:
Born and raised in Oregon, Wisconsin, Dale enjoys the boating on the Madison lakes, in Bayfield County and on the Minocqua Chain. Dale is an avid traveler and Badger Football fan. He enjoys music, reading, sailing and time with family and friends.