Jim Troupis, who previously worked as a Dane County judge, is representing Mr Trump in the state.
The attorney and his wife took advantage of the state's in-person absentee voting option. The couple's name was even included in an exhibit listing individuals who the Trump campaign has argued voted illegally.
The state's Board of Canvassers has rejected Mr Trump's argument that the votes should be thrown out.
Mr Trump's legal team appears to be attempting to invalidate ballots on technicalities in an effort to disenfranchise enough Democratic voters that it swings states back in his favour.
Thus far, his strategy has not paid off. Every one of his election-related court challenges has been struck down.
Mr Trump called for a recount in Wisconsin, which began on Friday. Reports out of Wisconsin claim there has been no substantive change in the results as of Monday.
Scott Walker, the former governor of Wisconsin and an ally of Mr Trump, warned the president that overcoming a 20,000 vote deficit through a recount is extremely difficult.
The recount is scheduled to conclude on 1 Dec., but due to objections raised by the Trump campaign over the ballots the recount in Milwaukee county has been delayed by at least two days.
The county said it still plans to meet the deadline, though it will require counters to work "well past Thanksgiving."
The latest disruption to the recount was caused by ballot observers taking pictures of the ballots. Those images could capture sensitive information that could identify individual voters.
The Milwaukee County Clerk, George Christenson, said both Mr Trump and Joe Biden's campaigns would be provided with images of the ballots with any information that could identify voters redacted from the photos.
Mr Christenson told the Milwaukee Journal Sentinel that a "handful" of people had already been removed from the recount due to "unruly behaviour" or violating the county's mask-wearing requirements.