Pilot for Tom Tiffany deeply involved in election conspiracy politics

Leonard Boltz, the 73-year-old who has flown Republican gubernatorial candidate Tom Tiffany to events across the state, has long had ties with some of the state’s most prominent election deniers and said recently that if Tiffany loses in November it will be because of “cheating” by Democrats.

Boltz, the chair of the Langlade County Republican Party and a retired major in the U.S. Air Force, has been a regular contributor to Republican candidates and causes, state and federal campaign finance records show, but has provided personal air travel only for Tiffany’s gubernatorial campaign.

Earlier this month, Boltz was flying Tiffany from La Crosse to Wausau when a mechanical failure forced a crash landing into Lake Wausau. Both men swam to a shallow area where they were rescued and treated for minor injuries. Boltz was lauded as a hero.

Wisconsin state campaign finance records show that Boltz flew Tiffany around the state 12 times between January and June. The total value of these in-kind contributions was claimed on campaign finance filings as $2,354.

Beyond the instances in which the Tiffany campaign reported flying with Boltz, the two men appear to have both attended the same conservative events over the past year.

Flight tracking data shows that Boltz’s Beech K35 aircraft was flown to the same area as a Tiffany campaign event on at least three other occasions in July.

On July 11, Tiffany was in Door County picking cherries the same day that Boltz’s plane flew from the Door County airport in Sturgeon Bay to Antigo. On July 25, flight records show the plane flew from Rhinelander to Waukesha the same day that Tiffany appeared at an event in Pewaukee. Two days later, on July 27, the plane flew from Rhinelander to Milwaukee on the same day Tiffany held events across the Milwaukee area.

The plane was also in Green Bay the same day that Tiffany attended a Charlie Kirk memorial event there on Oct. 14 last year and landed in Baraboo the same weekend in May that Tiffany was crowned the Republican nominee for governor at the party’s convention in Wisconsin Dells.

The flight data and campaign finance records, along with public statements Boltz has made, suggest an ongoing relationship between Tiffany and an outspoken member of the election conspiracy wing of the state Republican Party even as Tiffany works to distance himself from his previous support of the ideas Boltz espouses and their originator, President Donald Trump.

Tiffany voted against certifying the 2020 election results and in May of this year, would not say whether Biden won. This month, Tiffany told Wisconsin Watch that Biden won the 2020 election, but that he would cooperate with Trump’s ongoing federal investigations into the election. 

The Examiner approached Tiffany for comment for this story at a campaign event in Waukesha County Wednesday evening. Tiffany ducked into his car while two of Tiffany’s staff members, including Alex Walker, the son of former Gov. Scott Walker, physically blocked a reporter as he asked a question.

As of publication, the campaign had not responded to a list of questions sent by email.

The Examiner reached Boltz by email and phone Thursday morning. He said on the phone he had “no comment” and hung up before he could be asked any questions.

Boltz’s support for election conspiracy theories

An Examiner review of videos of Boltz posted to the right-wing video platform Rumble show the extent of Boltz’s support for election conspiracy theories — including his support for GOP Senate candidate Eric Hovde’s claim that, despite Trump’s 2024 victory in Wisconsin, Democrats somehow cheated Hovde out of a win over Democratic U.S. Sen. Tammy Baldwin on the same ballot.

At a Republican Party of Langlade County meeting in late June, video shows Boltz saying people had been asking him how Tiffany’s campaign was going. He said the November election would come down to whether or not the SAVE Act is passed to stop “cheating.” The Safeguard American Voter Eligibility (SAVE) Act introduces a slew of proposed restrictions on voting across the country in the name of stopping noncitizens from voting. Tiffany has been supportive of the measure in Congress, which Trump strongly supports.

“What I tell people is, well, if Trump can get through some of these election integrity issues before November, I think it’s a piece of cake,” Boltz said.

“I don’t think there’s any question that Tom will win if we can stop some of the cheating. Again, we’re not going to stop it all, but if we can stop some of the cheating, I think, certainly, Tom is going to win… Cheating is all they’ve got. They’ve got to cling, they’ve gotta hang onto cheating, and they gotta get cheating. It’s the only possible way.”

At that same meeting, Boltz said he’d recently spoken with Tiffany about the party’s chances of winning this fall.

Harry Wait, a prominent Racine County election conspiracy theorist, also spoke at the county party meeting in June. Wait was convicted in May of breaking state law by impersonating voters to request absentee ballots, with the intention of trying to expose flaws in the election system. He filed the requests using the names of Assembly Speaker Robin Vos and Racine Mayor Cory Mason without their permission.

Wait, campaign finance records show, has made several donations of $1,000 to Boltz’s Langlade County Republican Party.

Ahead of the 2020 election, Boltz helped Terry Brand, the former chair of the Langlade County GOP and former mayor of Antigo, resurrect the county party, serving as vice chair and then chair.  He became involved in the state’s election conspiracy movement shortly after the 2020 election.

Video posted to Rumble shows Boltz appeared at a rally in 2021 outside of the Wisconsin State Capitol to call for a “cyber forensic audit” of the 2020 election. He spoke there about going to Maricopa County, Arizona, the Phoenix-area county that helped swing the state for President Joe Biden and became a target of Trump’s false claims the election was stolen from him. At the time, an IT firm with no election experience was running a widely derided audit of the election. 

Boltz said he went to Arizona with former Rep. Janel Brandtjen of Menomonee Falls. Brandtjen, who used her position as chair of the Assembly elections committee to spread conspiracy theories and attempt to oust Meagan Wolfe from her position as the administrator of the Wisconsin Elections Commission, was kicked out of Republican caucus meetings and then lost her seat in the Assembly in a 2024 primary election. 

“I was very fortunate to be able to get out to Maricopa County,” Boltz said at the rally outside the Capitol. “My chairman, Terry Brand, and I decided that it was high time Wisconsin get out to Maricopa County…  I was able to join the delegation. Now, that worked out awfully well, because a lot of the delegation sort of got muzzled… Robin Vos muzzled most of the people that went out there.”

Boltz went on to say the state needed to have a cyber forensic audit because “there’s so much fraud in Wisconsin.” Brandtjen and former state Rep. Timothy Ramthun made similar calls at the time.

“There’s maybe more fraud in Wisconsin than there was in Maricopa County, and they had plenty,” Boltz said. “Our legislators, for the most part, with the exception of Janel [Brandtjen] and a couple others have failed us. Our courts have certainly failed us. Who’s gonna make this happen? You are. You are. We’re gonna have to force this issue. Folks, we’re gonna have to keep the pressure on our legislators, keep the letters, the emails, the phone calls coming, but really, it’s still going to be up to you, us.”

Boltz’s work also extended to electing Republican legislators who would buck the authority of Vos — who in his tenure as speaker was known for maintaining a tight grip on the actions of his caucus. The election denial wing of the party had become hostile to Vos after he fired former state Supreme Court Justice Michael Gableman from his job investigating the 2020 election and refused to support the effort to impeach Wolfe. 

In an August 2024 video, Boltz stood alongside county party chairs and candidates for the Assembly, including now-Rep. Lindee Brill (R-Sheboygan Falls) and criticized Assembly Republicans for not helping oust Wolfe. He said not supporting Brandtjen in that effort was like “going against apple pie in America.”

“That’s why these people are here,” Boltz said. “They want to change things in the Assembly. They want to be independent thinkers and not just vote Robin Vos. That’s why we can’t always be unified with the Republicans in the Assembly because they’re not real Republicans. They’re RINOs.”

The advocacy of Brandtjen, Ramthun and their allies was crucial to the creation of Gableman’s fruitless review of the 2020 election. Gableman donated $1,000 to the Langlade County party last November.

In 2022, Boltz, then the vice chair of the county party, and Brand, then the chair, also played a role in a campaign finance scheme in which about $40,000 was funneled through the county party’s accounts to the campaign of Adam Steen, an election denier who attempted several times to unseat Vos. The state ethics commission recommended that criminal charges be filed against Boltz, Brand and Brandtjen but local prosecutors declined to charge them. 

In 2023, Boltz said in an interview that he flew to Springfield, Missouri to appear with Ramthun at the “Election Crime” summit held by Mike Lindell, the MyPillow CEO and election conspiracy theorist who this year ran a failed campaign for Minnesota governor. Boltz said he and Ramthun were taking the place of Gableman, who was supposed to deliver a report on Wisconsin at the summit but was unavailable at the last minute. 

On Jan. 6, 2025, Boltz appeared on the “Regular Joe” show’s “Red, Right & Wisconsin” podcast where he was introduced as the chair of the county party. Boltz talked about his work to grow the Langlade County Republican Party as well as Wisconsin’s 2024 U.S. Senate race.

Boltz said he didn’t believe Eric Hovde, the failed GOP Senate candidate, lost against Sen. Tammy Baldwin. In 2024, Hovde didn’t concede to Baldwin until nearly two weeks after the election as he questioned the vote counting process. There was no evidence of irregularities in the vote count.

“Why don’t you look to see if Hovde really did lose? I don’t believe he did,” Boltz said. He added that Peter Bernegger, a prominent purveyor of election conspiracy theories in Wisconsin, did not believe Hovde lost either. At Brandtjen’s invitation Bernegger made several appearances before the Assembly elections committee to give testimony containing numerous debunked claims about the 2020 election.

“You know we still have Democratic clerks in Milwaukee, Madison, Green Bay, Kenosha, Racine,” Boltz said on the Regular Joe podcast. “Those Democrat clerks are a problem and they have proven themselves to be a problem.”

This year, on May 13, Tiffany donated $475 to the Langlade County Republican Party. On the same day, records show, the party gave a “gift” of $3,000 to Bernegger. 

In April, Gableman, Bernegger and Wait all appeared as speakers or special guests at the Langlade County Republican Party’s annual Lincoln-Reagan-Trump dinner.

Since 2010, Boltz has given more than $35,000 to county chapters of the Republican Party, the state party and candidates including Scott Walker, Rebecca Kleefisch and Brad Schimel. He’s also donated to several state legislative candidates including Brandtjen, Brill and Sen. Cory Tomczyk (R-Mosinee). 

Federal campaign finance records show that Boltz has donated more than $7,000 to the national Republican Party and federal candidates for office. That includes $1,500 in donations to Tiffany’s previous congressional campaigns and a $1,000 donation this year to the campaign of Michael Alfonso, the Trump-endorsed candidate  running for Tiffany’s 7th Congressional District seat. He’s also given to the presidential campaigns of both John McCain and President Trump.