What are the Uihleins getting for their massive investment in Tom Tiffany?

For years, billionaire Republican donors Richard and Elizabeth Uihlein have given a lot of money to right-wing causes and Republican politicians. The Washington Post recently reported they rank second only to Elon Musk among the biggest donors in the current election cycle. While they live across the border in Lake Forest, Illinois, they take a special interest in Wisconsin. Yet the millions of dollars in donations they’ve given to the Wisconsin Republican Party look like chump change compared to the massive amount of money they’ve showered on the state since Tom Tiffany announced his run for governor.

The Uihliens upped their contributions to the state party from $20,000 in 2014 to $500,000 in 2017 and more than $1 million in 2018, according to campaign finance data published on the Wisconsin Ethics Commission’s Sunshine website.  Altogether, they gave about $3.6 million to the party between 2016 and 2024. But in 2025 and 2026, as Tiffany launched his campaign for governor, the Uihleins gave exponentially more —  about $34.8 million. 

Thanks to a loophole created under former Republican Gov. Scott Walker, donors can sidestep limits on their contributions to particular candidates by giving unlimited money to political parties, which can then pass the money directly to the candidates. And the Republican Party of Wisconsin has funneled the Uihleins’ money directly to Tiffany. Almost all of the money Tiffany raised in the most recent reporting period came from the Uihleins and one other billionaire, Diane Hendricks.

The Uihleins support a lot of Republican candidates and causes, and would likely have supported the Republican no matter who was running for governor this year. But they have a special relationship with Tiffany. 

Back when he was serving in the Wisconsin state Senate, Tiffany’s district included Manitowish Waters, the small town where the Uihleins opened a resort, restaurant, spa, condominium complex and other businesses, turning the sleepy, lakeside community into a fancy tourist destination. 

Tiffany, who lived 30 miles away in Hazelhurst, was very helpful to the Uihleins when some local residents and environmentalists asked the DNR to study the damage caused by a dam on Rest Lake in Manitowish Waters. The dam kept water levels low in the fall so lakeshore property owners didn’t have to take out their piers and high in the spring, just in time for them to take out their boats. According to the River Alliance of Wisconsin, partially closing the dam’s gates in the spring, “to raise the levels back up in time for boating season” meant ”starving the Manitowish River of water at a time when fish spawn. Downstream river property owners would find mud flats where water had been the day before.”

A 2015 article, “Requiem for a River,” posted by the River Alliance, describes how Tiffany slipped a few sentences into the 2015-17 state budget undercutting regulation of the dam and pronouncing a “death sentence” for the Manitowish River, essentially turning Rest Lake, where the Uihliens owned a condominium complex, into a private lake. 

The tiny provision Tiffany added to the budget (#49 in a long list of last-minute budget tweaks), is titled “Dam Water Level Orders” and specifies that the Legislature must approve changes to a dam in Vilas County. With that deft maneuver, Tiffany killed a years-long effort by citizens to save the Manitowish River and rendered moot an environmental study by the DNR.

“What happened to the Manitowish River is a case study of how far we have fallen in resource conservation,” the River Alliance article concludes. “The Manitowish River now has upstream winners – well-connected and wealthy people who know how to use their influence to get what they want – and downstream losers without the same clout. Tiffany’s bill practically makes the Rest Lake chain a private waterway, in a state that prides itself on managing water in the public interest.”

“My constituents elected me to get results,” Tiffany said by way of explanation, in a Milwaukee Journal Sentinel report on his budget maneuver.

Tiffany’s constituents, of course, included the Uihleins.

His intervention in the matter of the Rest Lake dam was no small favor to the most well-connected and wealthy of all the constituents in his northern Wisconsin district. For the Uihleins, the transformation of Manitowish Waters was a special, personal cause.

Elizabeth Uihlein’s intense focus on funding improvements and reshaping even tiny aesthetic details of Manitowish Waters to her liking divided residents, according to a 2015 article in the Journal Sentinel. Some people appreciated the big investment in the community. Others did not like being left out of decisions about public spaces and objected to how their community was forced to conform to one wealthy woman’s tastes. 

Elizabeth Uihlein herself told the Journal Sentinel, “It’s like a little Aspen. It’s beautiful, but it’s dying.” She suggested that local residents should be grateful for her generosity in providing for them, since they would never make it on their own. “The whole thing is dying up there,” she said. “The money had to come from elsewhere.”

The Uilheins, founders of the packing supply company Uline, are among the richest people in the U.S. They were also some of former Gov. Walker’s biggest donors, a fact that was mentioned in news coverage of the sweetheart deal they got on a swath of lakefront property in Manitowish Waters in 2016. Walker’s DNR gave the Uihliens a stretch of Rest Lake shoreline in exchange for a parcel of state forest land the couple owned in a different part of the state. DNR officials came up with the land swap, the AP reported, after critics objected to the state’s proposal to sell the lakeshore property to Elizabeth Uihlein for more than $100,000 less than its appraised value. 

Long before the deal went through, the Uihleins started making unauthorized improvements on the public land they planned to buy. Some local officials were shocked to discover the extensive paths along the shoreline. Elizabeth Uihlein waved away their concerns. Later, with Walker’s help, she was able to claim the property as her own.

The section of Rest Lake shoreline the Uihliens received from the state gave lake access to their condominium complex. Tiffany’s deft tweak to the state budget ensured that boating conditions remained perfect in the spring, and in the fall the Uihleins and residents of their condo complex never had to go through the hassle of taking in their docks. 

It’s worth asking what kind of return on investment the Uihliens expect to receive from their hyperscale donations to Wisconsin Republicans this year.

“The Uihleins wanted to take over a city. Tom Tiffany gave them their law change,” says Democratic analyst Scot Ross. “A decade later the Uihleins give his campaign $35 million. The dam man wouldn’t have a damn campaign without the Uihleins’ millions.”

In addition to the $34.8 million they funneled to Tiffany through the state party, The Uihleins have also given millions of dollars this cycle to try to elect Republican majorities in the state Legislature. In some cases, they’ve provided almost all of the campaign cash those Republican candidates have raised. 

As the progressive group A Better Wisconsin Together put it in a statement on those donations, “it certainly raises questions about who they’re really looking out for.”