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About Me

Before becoming an attorney, Jack was in law enforcement for 12 years, after brief service in the USMC, and is a former General Manager and VP of National Accounts in the marketing industry.  Currently, Jack is an instructor of Political Science and Criminal Justice at Schoolcraft College.


Elaine and Jack have been married for 40 years and they have 3 children; 2 sons and a daughter. Both their sons are also lawyers and their daughter is in business management. Jack and his family have been residents of the Commerce/Milford, Michigan area since 1978.


Jack is a member of: the prestigious National Network of Estate Planning Attorneys; the American Bar Association; the Master Lawyers section of the Michigan Bar Association and its probate and estate planning and elder law sections; President, Michigan Forum of Estate Planners; the Michigan Institute for Continuing Legal Education probate certificate recipient;, and the Marine Corps League.


Jack is an active contributor to his community. He is presently on the Boards of Directors of The Huron Valley Chamber of Commerce, and the Carl’s Family YMCA of Milford.  He volunteers at the Highland and Milford Senior centers, and is the founder of the “Ask the Attorney” program at the Milford Senior Center.  Jack is past president and a long-time coach of the Milford Youth Athletic Association, and was its’ liaison to the Youth Sports Institute at Michigan State University. He is a former head coach of Walled Lake Braves football; Lakeland Wrestling Club; former Cub Master, Cub Scout Pack 33, Milford; volunteer speaker and career job shadow participant for the Huron Valley Schools.


Jack is a guest columnist for Gannett Newspapers writing about estate planning and related subjects, and is a frequently requested speaker on these topics in the State of Michigan.


Jack’s law office is located at 334 Union Street, Milford, MI 48381 in the historic 1880 Bissell House. Phone 248-684-9742, fax 248-685-7800, cell 248-563-1561, and email:  His practice is now focused on estate planning, Medicaid and Elder Law issues, and he is an accredited attorney with the VA for veteran’s benefits.  Please view the firm website at:


Photos and Videos

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Practice Areas


  1. Elder Law: 32%
    9 years
  2. Estate Planning: 32%
    11 years
  3. Probate: 31%
    11 years
  4. Medicaid & Medicare: 5%



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Contact Info

334 Union St
Milford, MI, 48381


MIActive And In Good Standing200410/08/2015

Professional Misconduct

We have not found any instances of professional misconduct for this lawyer.
Avvo Contributions
Legal Answers
Award NameGrantorDate Granted
Peoples Choice "Best Lawyer"Gannett Newspapers- Huron Valley area2010
Work Experience
TitleCompany NameDuration
PrincipalLaw Office of Jack W. Bolling P.C.2004 - Present
Association NamePosition NameDuration
50 + Family Caregiving Advisory Committee, SchoolCraft CollegeBoard Member2010 - Present
The Huron Valley Chamber of CommerceBoard of Directors2007 - Present
YMCA, Huron ValleyBoard of Directors, Leadership Committee2007 - Present
Michigan Forum of Estate Planning AttorneysMember2007 - Present
Michigan Bar AssociationMember2004 - Present
National Network of Estate Planning AttorneysMember2004 - Present
American Bar AssociationMember2004 - Present
Marine Corps LeagueMember1975 - Present
Publication NameTitleDate
Gannett - Milford TimesDoes Everyone Need a Revocable Trust?2009
Gannett - Milford TimesToo Young to Have an Estate Plan? Think Again!2009
Gannett - Milford TimesOh Man, Our Kids are 18; What to do?2008
Gannett - Milford TimesState's New Estate Recovery Law a Headache.2008
Gannett - Milford TimesThe Sky is Falling, the Sky is Falling.2008
Gannett - Milford TimesAvoid Probate with a Living Trust2007
Gannett - Milford TimesMedicare or Medicaid? Which is Which?2007
Gannett - Milford TimesEstate Planning: Is There a Future?2007
Gannett - Milford TimesRetirement Plans and Estate Planning: What You Should Know2007
Gannett - Milford TimesESTATE PLANNING.2007
School NameMajorDegreeGraduated
Michigan State University College of LawLawJD - Juris Doctor2004
Michigan State UniversityBusiness AdministrationBA - Bachelor of ArtsN/A
Speaking Engagements
Conference NameTitleDate
Women's Enrichment DayEstate Planning2010
True Blue UniversityEstate Planning2010
Senior ExpoThe Truth about Estate Planning2010
Michigan HospiceEstate Planning Concepts2010
Continuing EducationEstate Planning2010
Continuing Ed - Professional DevelopmentFamily Living- Caregiver Skills - Legal and Financial Issues2010
Women's Enrichment DayEstate Planning2009
Senior ExpoThe Truth about Estate Planning2009
Continuing EducationEstate Planning2009