But the two all-but-certain presidential nominees do share this: at least three-dozen campaign contributors who gave money to both of them, according to a Center for Public Integrity review of federal campaign finance filings.
The donors compose one of the nation’s smallest political clubs, to be sure, although it has its share of notable members. They include a former U.S. ambassador to Sweden, the heiress to the National Enquirer fortune, the mother of an Ohio state senator, a professional poker player, a writer for the ABC hit television series “Castle,” and a law professor who has challenged the constitutional eligibility of former Republican presidential contender Ted Cruz.
The reasons for their double dealings vary. Some gave to both politicians after undergoing ideological conversions. Others donated because they were asked by friends or trusted associates. Some Clinton supporters just wanted Trump’s iconic “Make America Great Again” hats—even if the money they spent would aid the billionaire businessman’s presidential bid.
While Americans may only vote for one presidential candidate come November, there’s nothing stopping them from giving money to multiple White House hopefuls. Nine of these overlapping donors contributed $2,700—the legal maximum allowed during the primary—to both Clinton and Trump. Others gave more modest sums.
With the primary season now nearing its end, both Clinton and Trump are also aiming to make inroads with voters who typically vote for the other party in order to prevail on Election Day in November.
Both can already claim some converts.
Changes of heart
For instance, Victor Williams, a law professor at Catholic University in Washington, D.C., last year donated $400 to Clinton’s campaign as a “dutiful Democrat.”
But he now says he’s “a Trump man”—and has donated $5,400 to Trump’s campaign, $2,700 toward the primary and $2,700 toward the general election.
Another way he’s trying to help Trump: He’s been the main force behind a so-far-unsuccessful New Jersey lawsuit challenging Cruz’s eligibility to be president. Cruz’s mother was a U.S. citizen living in Canada when she gave birth to her son. (Presidents must be “natural-born citizens.”)
In order to have legal standing for the case, Williams himself also launched a long-shot presidential bid.
On his campaign website, Williams asserts that Clinton should be “criminally indicted” for some of her actions as secretary of state. He further argues that “we must replace the feckless, weak Barack Obama with a strong, determined 45th president.”
“What I’m genuinely excited about is the possibility that the established political order and those elites who have been at the trough for 40, 50 years will be sent home,” Williams told the Center for Public Integrity. “It’s really now or never.”
Then there’s Anthony Brennan, the owner of a Long Island, New York-based heating and air conditioning company. He says he regrets donating $2,700 to Clinton, whom he calls “corrupt to the core.”
“I have no faith whatsoever that this lady can run a country,” said Brennan, explaining that he made the contribution to Clinton after being asked to give by some people with whom he does business—and before he had done any research on her.
Campaign finance records indicate Brennan has now also contributed $244 to Trump—money that, he explained, went toward Trump gear, stickers and the 40 Trump signs he now displays in his yard.
“The country has written off the hard-working men who are the backbone, who keep this government funded with our payroll taxes,” Brennan told the Center for Public Integrity, adding that he plans to donate up to $100,000 to pro-Trump efforts this year because “our country is in need.”
“Finally there’s a voice for us,” he continued.
Professional poker player Daniel “Miami Boss” Suied also likes Trump’s economic views.
Suied, who gave Clinton’s campaign $500 last year at the behest of some Democratic Party friends in Florida, has also donated $367 to Trump’s campaign, including at least $200 in April.
“I was a huge fan of Bill Clinton,” Suied told the Center for Public Integrity. “I like Trump now.”
Making hats great again
Meanwhile, New York City-based lawyer Chris DiAngelo, a self-described “Rockefeller Republican,” told the Center for Public Integrity he gave Clinton’s campaign $2,700 last June, after being asked by a friend.
Six months later he became a Trump campaign donor because, he says, he purchased six of Trump’s “Make America Great Again” hats for a New Year’s Eve party.
A “big hit” is how DiAngelo described the headwear.
So who will DiAngelo be supporting in November? “It’s probably either going to be Hillary or nobody,” he said. “Unless Trump does something amazing, like, I don’t know, the pope is his running mate.”
Television writer and producer Moira Kirland—whose credits include ABC’s Castle, CBS’s Madam Secretary, and the CW’s Arrow—is a registered Democrat who likewise became a Trump donor after buying merchandise.
“I just wanted to wear that ‘Make America Great Again’ shirt ironically in January!” said Kirland, who is listed in campaign finance records as giving $211 to Trump and $900 to Clinton.
A similar story played out for Adam Conner, who works for technology company Slack in Washington, D.C., and spent $533 buying Trump hats while at the same time giving $360 to Clinton’s campaign.
“I thought they’d be good gifts and a fun collector’s item and didn’t think I’d have very long to buy them. Guess I was wrong,” Conner told The Daily Beast earlier this year.
Reached by the Center for Public Integrity, Conner stressed that he was “a committed Democrat who will support the Democratic nominee,” even if his hat purchases helped fund Trump’s campaign.
Giving big, saying little
For some of the people who have given money to both Clinton and Trump, their motivations aren’t readily apparent. Nor are they particularly willing to discuss their political giving.
For instance, campaign finance records show that Nancy Beang, the former executive director of the Society for Neuroscience, donated $2,700 to Clinton in July. She then donated $250 to Trump in January.
Reached by phone, Beang, who was a member of the District of Columbia Women for Hillary Council during Clinton’s 2008 presidential bid, declined to comment.
In March, Beang told The Daily Beast that she was backing Trump because she thought he would “make America great again.”
For his part, Jeffrey Sherman, a financial advisor at J.P. Morgan Securities in Boston, gave $1,000 to Trump shortly after Trump launched his presidential bid last summer. Yet he’s also given $739 to Clinton so far this year.
“I’m not commenting,” Sherman told the Center for Public Integrity. “I’m the wrong guy to help you out.”
Meanwhile, campaign finance disclosures show that Lyndon Olson—who served as the U.S. ambassador to Sweden under President Bill Clinton from 1997 to 2001—gave $2,700 to Hillary Clinton’s presidential campaign last year. But he also contributed $796 to Trump in February.
Philanthropist Lois Pope, heiress to the National Enquirer fortune, likewise contributed $2,700 to Clinton’s 2016 presidential bid. But she’s also given Trump $423 and has attended multiple events for him this year, often sporting sequined, pro-Trump regalia.
Then there’s lawyer Eric Yollick, who earlier this year lost a GOP primary for district judge in Texas. Yollick, who refers to himself as a “constitutional conservative” and pledged to “make our courthouse great again,” has donated $2,600 to both Trump and Clinton.
Olson, Pope, and Yollick did not respond to requests for comment.
“Like buying extra lottery tickets”
Ohio Democrat Janet Cafaro is another donor who’s given significant sums to both Clinton and Trump.
Campaign finance records show she gave Clinton $2,700 in November and $2,700 to Trump in March.
The Cafaros, a wealthy Ohio family, have experienced both the glamorous and gritty aspects of politics.
On one hand, they’ve hosted President Bill Clinton at their sprawling, Tudor-style mansion in Chevy Chase, Maryland. On the other hand, John Cafaro was fined in 2002 for bribing former U.S. Rep. James Traficant of Ohio, whom he testified against in court.
Janet Cafaro could not immediately be reached for comment, but Capri Cafaro told the Center for Public Integrity she asked her mother to donate to Clinton ahead of a local event.
“There’s no ideological reason behind their financial support for either Hillary Clinton or Donald Trump,” Cafaro said of her parents’ political giving. (John Cafaro, like Janet Cafaro, has also donated $2,700 to Trump.)
Only a handful of other donors have contributed $2,700 to both Clinton and Trump.
They include Steve Gorlin, the vice chairman of biotechnology company NantKwest; Scott Powell, the president of the Sacramento Jet Center; and Scott Shleifer of investment company Tiger Global Management, according to federal records. None could be immediately reached for comment.
Political observers note that for some donors, backing multiple candidates can be about access and hoping to influence a politician’s agenda.
Larry Sabato, director of the Center for Politics at the University of Virginia, has said that “donating to multiple candidates is like buying extra lottery tickets” because “you have more chances to wind up in the winner’s circle, with all the perks of having backed the victor.”
Ahead of the 2012 election, dozens of donors contributed to both President Barack Obama and his Republican rival Mitt Romney, according to research by the Center for Responsive Politics, a nonpartisan group that tracks money in politics. Likewise, during the 2008 election, about two-dozen donors gave at least $2,300 to both Obama and Republican John McCain.
To be certain, the roughly three-dozen campaign donors shared by Clinton and Trump identified by the Center for Public Integrity represent a conservative estimate as only people who give a candidate at least $200 must be publicly disclosed.
Through April 30, Trump has raised about $10.5 million from people who each gave less than $200 and whose names have not been publicly released. Clinton, meanwhile, has raised about $40.2 million from such small-dollar donors.
Undecided between Clinton and Trump
While polls do regularly show a portion of voters still undecided between Clinton and Trump, you might not expect someone who’s opened up their wallet to support a politician to fall into that category.
Yet that’s the case for at least one Florida man who has contributed $287 to Trump and $899 to Clinton.
Michael Ginsberg, a Tampa-based lawyer, explained that his giving was not ideological.
“I’ve gone to their stores and bought things,” he said, adding that he’s been collecting political memorabilia—mainly buttons—since he was a kid and has a collection that now numbers in the hundreds, if not thousands, of items.
“I’m sort of torn between the two,” Ginsberg said of Clinton and Trump. “Both have things of interest and elements of concern.”
Chris Zubak-Skees and Ben Wieder contributed to this report.
This story is from the Center for Public Integrity, a nonprofit, nonpartisan investigative media organization in Washington, D.C. Read more of its investigations on the influence of money in politics or follow it on Twitter.