Democrats take Bloomberg run seriously, but with skepticism about his chances

Michael Bloomberg’s flirtation with running as a Democrat for the White House has run into some understandable skepticism.

The former New York City mayor was once a Republican, and his defense of Wall Street and support for “stop and frisk” police policies would appear to make a candidacy before a Democratic primary electorate difficult at best.

More recently, Bloomberg in a September interview with The New York Times said the courts should decide on sexual harassment allegations against the former PBS host Charlie RoseCharles Peete RoseBloomberg allies acknowledge his past 'disrespectful and wrong' comments about women Saagar Enjeti rips ABC for alleged Epstein coverup CBS defends decision to bring back 'Bull' after allegations against star MORE, who broadcast his show from Bloomberg studios.

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Yet Democratic strategists say it would be foolish to not take a Bloomberg candidacy seriously.

They say the former New York mayor, 76, would be a formidable candidate with big ideas and the potential to defeat President TrumpDonald John TrumpMost Americans break with Trump on Ukraine, but just 45 percent think he should be removed: poll Judge orders Democrats to give notice if they request Trump's NY tax returns Trump's doctor issues letter addressing 'speculation' about visit to Walter Reed MORE in a general election if he chooses to run.

“In the past, he's been successful because he competed on the basis of big ideas,” said Democratic strategist Chris Lehane. “And that's where he is potentially able to differentiate himself: He's done a lot of these things already."

“Only a subset of people can talk about a 21st century economy and what it looks like based on personal experience,” he said. “A lot of people can talk the talk. He can walk the walk." 

Bloomberg's announcement this week that he is donating $1.8 billion to his alma mater Johns Hopkins University in an effort to support low- and middle-income families is an example of a big idea, and Bloomberg's potential appeal to progressives, Democrats said. 

Robert Wolf, the former CEO of UBS and a longtime bundler to former President Obama, said a potential Bloomberg candidacy “aligns well with the Democratic platform.” 

He argued the New York billionaire has liberal views on a host of issues important to primary voters, and that he puts his money where his mouth is.

“I am a big fan of Mike Bloomberg and view his work on gun reform, climate change and educational aid for students as incredibly important issues,” said Wolf.

He also thinks Bloomberg’s profile could contrast well with some of the liberal candidates expected to enter the race.

“I also think there is a lane for a pro-growth Democrat to separate himself or herself from the likely more populist candidates,” he said. 

Democrats say Bloomberg will have to prove he’s in tune with the party's grass roots, and fight perceptions he’s a fickle or opportunistic politician prone to bouncing from party to party.

Bloomberg has backed Republicans, including the late Sen. John McCainJohn Sidney McCainConservative group cuts ties with Michelle Malkin Democratic debate at Tyler Perry's could miss the mark with black voters Donald Trump's 2020 election economic gamble MORE (Ariz.) as well as Sen. Susan CollinsSusan Margaret CollinsFeehery: Pivoting to infrastructure could help heal post-impeachment wounds Progressive group to spend as much as M to turn out young voters Overnight Defense: Erdoğan gets earful from GOP senators | Amazon to challenge Pentagon cloud contract decision in court | Lawmakers under pressure to pass benefits fix for military families MORE (Maine) and Rep. Pete KingPeter (Pete) KingRetiring lawmaker's 2018 opponent won't run for seat, citing 'difficult' pregnancies House panel advances flavored e-cigarette ban Hillicon Valley: Schumer questions Army over use of TikTok | Federal court rules against random searches of travelers' phones | Groups push for election security funds in stopgap bill | Facebook's new payment feature | Disney+ launch hit by glitches MORE (N.Y.). 

Democratic strategist Basil Smikle, formerly the executive director of the Democratic Party of New York, said Bloomberg has a path if he can do three things.

“Be the philanthropist not the billionaire; find a pathway to turn progressive policies like affordable college into a reality without letting them become the dog whistles of the left as ‘the wall’ has become on the right, and he’ll have to fully and head-on address policies that some activists may have objected to while he was mayor,” Smikle said

Bloomberg — who switched to the Democratic Party last month — already won some support from Democrats during the midterm elections when his super PAC, Independence USA PAC, poured nearly $110 million across 24 House races in suburban districts. Out of the 24 districts, 21 of the candidates he backed won.

In the final days leading up to Election Day, voters heading to the polls in competitive districts saw a two minute ad urging them to support Democrats. 

“I’ve never been a particularly partisan person. I’ve supported candidates from both sides,” Bloomberg said in the spot. “But at this moment, we must send a signal to Republicans in Washington that they have failed to lead, failed to find solutions and failed to bring us together. That’s why I’m voting Democratic.” 

Some Democrats aren’t convinced that Bloomberg can pull it off. 

“The Democratic Party will never nominate a former Republican mayor who now happens to be a progressive billionaire, not with this likely field and not with the direction the party is now taking,” said Democratic strategist Chris Kofinis. “Put differently, Democrats are not as easily bought as Republicans.” 

Still, on the heels of the midterm elections, the question of whether Bloomberg could lure progressives to his corner highlights a bigger debate within the Democratic Party that remains largely unanswered: Which direction is the party headed?

“There still isn’t clarity on what is the best way for the Democratic Party to position itself to face Republicans generally and Donald Trump specifically,” said Grant Reeher, the director of the Campbell Public Affairs Institute at Syracuse University, adding that there are good arguments to be made on both sides. “I still don’t think it’s clear. And Bloomberg himself is unclear.” 

Reeher said Bloomberg will likely face some difficulty in early states, where his New York City roots may not translate. 

“The question is, Can he walk into a diner in Iowa and connect with voters?” Reeher said.  “It might be a challenge.”