Crafaik attended St. Anne's Belfield School and Corning Free Academy in Corning, New York, and graduated from Charlottesville High School and the University of Virginia. In 1994, he founded Michael's Bistro and Tap House on the University Corner.
At a press conference in late March, Crafaik called upon the City Council to hold a plebiscite on the Meadowcreek Parkway.
"Let's not put in the hands of three council members a decision so crucially important to many thousands," Crafaik said. 
Crafaik also wanted a switch to an elected school board. 
1998 election for City Council
|David Toscano (D) incumbent||2,589||57.55|
|J. Blake Caravati (D)||2,345||52.13|
|Michael Crafaik (R)||1,679||37.32|
|James King (I)||1,539||34.21|
Voters could cast two votes, one for each of the two seats available, hence the percentages do not total 100%.
1996 election for City Council
|Maurice Cox (D)||2,733||65.40|
|Meredith Richards (D)||2,625||62.81|
|Virginia Daugherty (D) incumbent||2,571||61.52|
|Michael Crafaik (R)||1,852||44.32|
Voters could cast three votes, one for each of the three seats available, hence the percentages do not total 100%.
- Web. J. Michael Crafaik III, Daily Progress, Lee Enterprises, December 14, 2008, retrieved September 26, 2020.
- Web. Life of the party: Crafaik left mark on business, politics, Courteney Stuart, The Hook, Better Publications LLC, December 16, 2008, retrieved July 11, 2012. Print. December 18, 2008 , 751, .
- Print: Crafaik demands parkway plebiscite, Kimberly O'Brien, Daily Progress, Media General April 1, 1998, Page B1.
- Print: Crafaik would switch to elected city School Board, Daniel Nonte, Daily Progress, Media General April 8, 1998, Page B1.