Betting against Bernie? Dems assess the risk

Bernie SandersBernie SandersWarren, Buttigieg fight echoes 2004 campaign, serves as warning for 2020 race Democrats battle for Hollywood's cash Sanders, Omar to hit campaign trail in New Hampshire MORE’s second run for the White House looks like it will be harder than his first. But in some ways, it may also be easier.

Vermont’s independent senator will have to share the progressive lane in 2020 with other top-tier Democratic candidates, including Sen. Elizabeth WarrenElizabeth Ann WarrenTrump calls Warren 'Pocahontas,' knocks wealth tax Warren, Buttigieg fight echoes 2004 campaign, serves as warning for 2020 race Democrats battle for Hollywood's cash MORE (D-Mass.), who doesn’t have to take a back seat to Sanders when it comes to being a progressive.

Instead of being the liberal challenger to Hillary ClintonHillary Diane Rodham ClintonDemocrats battle for Hollywood's cash The House Judiciary Committee's fundamental choice Sanders, Omar to hit campaign trail in New Hampshire MORE, Sanders, 77, faces a crowded field where he’s the returning candidate battling fresher faces such as Sens. Kamala HarrisKamala Devi HarrisBooker campaign rakes in million after Harris exits 2020 race Democrats battle for Hollywood's cash Yang expands campaign with senior hires for digital operations MORE (D-Calif.) and Cory BookerCory Anthony BookerBooker campaign rakes in million after Harris exits 2020 race Sunday talk shows: Lawmakers gear up ahead of Monday's House Judiciary hearing Democrats battle for Hollywood's cash MORE (D-N.J.).

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He also must deal with the fallout from 2016, including grudges from Clinton supporters who feel Sanders cost her the election and Democrats who don’t want to turn their party over to an independent.

At the same time, it would be hard to argue that the Sanders path to a Democratic presidential nomination is more unlikely in the 2020 cycle than it was four years ago.

Sanders is no longer an unknown candidate. He’s a household name and is getting the attention and money that come with political success. His campaign said it raised $3.3 million Tuesday, the day of his announcement. In comparison, Harris raised $1.5 million during her first 24 hours, while Sen. Amy KlobucharAmy Jean KlobucharBiden: All-white debate not representative of party, but 'you can't dictate' nominee Delaney to DNC: Open second debate stage for candidates who qualified for past events There's a lot to like about the Senate privacy bill, if it's not watered down MORE (D-Minn.) raised $1 million in 48 hours.

Once an upstart challenger and an unknown, Sanders now enjoys a loyal grass-roots organization in every state in the country — a point allies were happy to highlight on Tuesday.

And it’s possible the large Democratic field will leave Sanders standing alone at the end, if Democrats are divided among a number of candidates and a core group sticks with him.

“It’ll be so much easier,” said one Sanders source close to the campaign, who added that even if Sanders loses 10 percent of his 2016 supporters to other candidates, he’ll still be ahead of the 2020 pack.

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Others aren’t so sure and think that Sanders might have missed his political moment when he failed to defeat Clinton in 2016. Those doubters include President TrumpDonald John TrumpPence: It's not a "foregone conclusion" that lawmakers impeach Trump FBI identifies Pensacola shooter as Saudi Royal Saudi Air Force second lieutenant Trump calls Warren 'Pocahontas,' knocks wealth tax MORE, who said Tuesday that he thought Sanders’s time had come and gone.

“It’ll be harder for him without a doubt,” said Bill Press, the talk-show host who served as a surrogate for Sanders during his 2016 bid. “He’ll have to work harder to hold on to the supporters he had the first time around.” 

Even before he announced his candidacy on Tuesday, Sanders had already lost a key surrogate in Rep. Barbara LeeBarbara Jean LeeBooker unveils legislation for federal bill to ban discrimination against natural hair Adam Schiff's star rises with impeachment hearings Lawmakers visit African migrants at US-Mexico border MORE (D-Calif.), who announced her support for her home-state senator Harris. 

Sanders allies say their candidate has a solid path to the nomination. They say he must win over independent voters who identify with his politics as well as white working-class voters in Rust Belt states and traditionally red states such as Kansas, where Sanders performed well in the 2016 primary. 

Regardless of whether Sanders wins the 2020 nomination, his supporters will argue he’s leaving a mark on the party.

The single-payer health care plan he championed is now backed by a number of Democrats, including Warren, Harris and Booker. He backed Rep. Alexandria Ocasio Cortez (N.Y.) in her primary fight, and she has become one of the biggest Democratic stars.

And his fundraising prowess suggests it would not be wise to underestimate him.

The senator is also among the front-runners according to polls. An Emerson College poll shows him in second behind former Vice President Joe BidenJoe BidenPence: It's not a "foregone conclusion" that lawmakers impeach Trump Warren, Buttigieg fight echoes 2004 campaign, serves as warning for 2020 race Trump: Giuliani to deliver report on Ukraine trip to Congress, Barr MORE, who has yet to say whether he’ll enter the race.

To win, those aligned with the Sanders campaign say he’ll have to make inroads with older white Democrats, who have traditionally been more in line with the establishment. Older women in 2016, for example, leaned Clinton. 

Clinton supporters are still miffed at Sanders for being a “reluctant surrogate” — as one Clintonite put it — during the general election. They say he has done little to mend fences.

“He’s done a good job appealing to the Bernie base. But with a two-year head start on everyone else has he even tried to appeal to the 17 million Democrats who voted against him?” said Philippe Reines, a longtime adviser to Clinton. “It doesn’t seem like he cares too, which is exactly Donald Trump’s approach to winning people over.”

Democratic strategist Jim Manley — who served as a Clinton surrogate in 2016 — said that while Sanders played a big role in pulling the Democratic Party’s policy debate to the left in the past two years, he said he wonders if Sanders still has the gravitas to pull in voters a second time around. 

“The question is if voters are looking for a fresher face,” Manley said. “There is a lot of energy on the left, but he’s going to have to work hard this time to differentiate himself from the others. There are no slam dunks in life and certainly not in this election year.”