The definitive list of the 48 most important Trump-world power players working to win the president four more years
Summary List Placement
As President Trump seeks reelection, several familiar faces from 2016 have returned for the 2020 race including Brad Parscale and Corey Lewandowski. The Trump campaign remains a family affair, with Jared Kushner shaping the campaign even as he works at the White House. In a major July shakeup, Trump demoted Parscale from campaign manager to senior adviser after polls showed the president falling behind, and elevated Bill Stepien in his place. Trump's daughter-in-law Lara Trump is a senior advisor and often hosts the campaign's nightly online show. Vice President Mike Pence's nephew, John Pence, is an adviser helping with Latino and Hispanic outreach. The president is also getting help from White House staffers who came from his campaign and Senate Majority Leader Mitch McConnell. The Trump campaign and the Republican National Committee are tightly knit, with party chair Ronna McDaniel championing the president while former RNC chiefs of staff Katie Walsh Shields and Mike Shields work on the 2020 effort. Visit Business Insider's homepage for more stories.
President Donald Trump filed the official papers declaring his run for a second term on the same day as his 2017 inauguration. More than three years later, the president's reelection campaign has grown to include top White House staffers, some of his closest family members, and many familiar faces from the last race. To help keep tabs on the 2020 Trump team, Insider has assembled a guide to some of the most important figures working to secure another four years for the president. It will be updated periodically.President Donald Trump
The Trump administration, like the last five years in American politics, has been a one-man show, and the campaign to reelect him the president is no different. Trump's tweets, his whims (influenced greatly by what he watches on Fox News), and his continued fixation on the federal investigation of Russian meddling, which helped to elect him in the first place, have formed the central narrative of the 2020 campaign. For Trump himself, not much has changed since 2016. He still enjoys flooding the zone with wild pronouncements like his comment this spring he had been taking hydroxychloroquine as a preventive measure against COVID-19, which was almost enough to erase the memory of his suggestion that people inject disinfectants a few weeks earlier or his promise a few weeks earlier that the the country would reopen by Easter. And that was all before he falsely accused MSNBC host Joe Scarborough of murder. Trump has even found a coronavirus pandemic workaround for his ace campaign strategy by replacing his raucous campaign rallies with marathon press briefings. But the landscape is different for Trump in 2020 too. The president now has a record to run on. Vice President Mike Pence
The vice president has maintained a subdued role throughout the Trump administration, often acting more as Trump's cheerleader than trusted adviser. But Pence's role matters a whole bunch to the 2020 effort as he remains the single most important conduit to GOP movement conservatives and Christian conservatives, as well as an important surrogate on the campaign trail for turning Trump's often conflicting messages into formalized soundbites. Despite rampant rumors Trump wanted to replace him on the 2020 ticket, Pence has remained a mainstay of the president's team. Jared Kushner, White House adviser
The president's son-in-law wields an iron grip over the inner circle of the Trump campaign while still holding a senior adviser position in the White House. Kushner consults with the reelection effort on everything from staffing to strategy. He also played a role in choosing digital vendors and Parscale had said Kushner received reports on the campaign's progress along with the rest of Trump's family. In an interview last summer with The Washington Post, Kushner described his role as a managerial one. "Basically overseeing operations, troubleshooting, making sure we have the right teams in place, making sure we have the right missions and that people are held accountable," he said. His activities for both the White House and the campaign has drawn scrutiny from Citizens for Responsibility and Ethics in Washington, which says this activity violates ethics rules barring executive-branch officials from also participating in political activity. Bill Stepien, campaign manager Late on July 15, amid a world-shaking Twitter outage, the Trump campaign announced (on Facebook) that Bill Stepien would replace Brad Parscale as campaign manager. The president had trailed Joe Biden in national and battleground polls for several weeks, and the campaign needed a shakeup going into the final months of the campaign. Stepien first joined the Trump campaign in August 2016 and after the election moved over to the White House to serve as political director. In late 2018, Stepien moved back to the reelection team as a senior adviser focusing on delegate selection and party organizing. Trump later promoted him to deputy campaign manager. Stepien is a veteran of both of former Chris Christie's successful campaigns for New Jersey governor but was fired from his deputy chief-of-staff position after 2014's Bridgegate scandal. Ivanka Trump, White House adviser
The president's oldest daughter advised her father on the 2016 campaign trail and then followed him into the White House. There, Ivanka Trump has raised eyebrows by playing prominent roles representing the US in talks with North Korea's leadership and during a July 2019 meeting at the G20 world leader summit. Along with her husband, Jared Kushner, Ivanka is considered an immovable fixture in Trump's orbit and one with exceeding power to influence her father's decision-making, to the point where most other Trump advisers and aides refer to them collectively as "Javanka." Jason Miller, senior adviser
One of Trump's most visible aides in 2016 is back in the fold for the 2020 election. In June, Miller returned to the campaign as a senior adviser, and he has focused on both strategy and helping coordinate between the White House and the campaign. Miller left the Trump campaign after serving on the president's transition team in 2017, and was initially appointed White House communications director. Before he could officially take on the role, Miller bowed out to spend more time focusing on his family, while at the same time reports emerged that he had an extramarital affair with another Trump campaign staffer that resulted in a pregnancy. The staffer, AJ Delgado, has been locked in legal battles with Miller and has claimed in a lawsuit that top staff froze her out after she became pregnant. Even outside the White House, Miller continued to be a vocal supporter of President Trump. He was a CNN analyst until September 2018, when he stepped down to focus on "clearing my name and fighting the false and defamatory accusations being made against me," according to The Hollywood Reporter. Up until joining the campaign, he co-hosted the pro-administration War Room podcast with another ex-Trump adviser, Steve Bannon, and far-right UK political activist and former Nigel Farage adviser Raheem Kassam. The podcast has played a significant role in amplifying the administration's response to the coronavirus pandemic. Jeff DeWit
Jeff DeWit succeeded Michael Glassner as the campaign's chief operating officer for the final months of the campaign, Axios first reported. The shakeup came after Trump's campaign hit a snag following a disastrous rally in Tulsa, Oklahoma, which he held in spite of the pandemic and which saw uncharacteristically low attendance. DeWit was the Trump 2016 campaign's Arizona chair and a close ally of Jared Kushner. In 2018, he began serving as NASA's chief financial officer. Stephanie Alexander, campaign chief of staff Trump promoted Alexander in late May to be his campaign chief of staff, elevating her from her previous post as regional political director for Midwestern states. Alexander, the founding partner of a lifestyle management company in Oklahoma, also served in the Trump 2016 campaign as its battleground state director. Brad Parscale, senior adviser
The Trump campaign's 2016 digital director got a big promotion to campaign manager to kick off the 2020 race, but the president's sagging poll numbers and concerns over his prospects in November resulted in Brad Parscale's stock taking a big hit. On July 15, Trump announced that deputy campaign manager Bill Stepien would take over as campaign manager. Parscale would remain a senior adviser focused on the campaign's sprawling digital and data operations, a role similar to the one he held in 2016. Parscale's sidelining began in May, when the campaign put Stepien in as his deputy. The move was widely seen among Trump insiders as a way to add new layers of oversight to the entire reelection operation. "It was about moving to the next phase," a senior Trump administration official explained to Insider, adding that Stepien "has been involved from the beginning, but we are going from planning phase to an execution phase." For the last three years, Parscale's primary focus had been building a digital operation aimed at boosting turnout while acquiring data from the president's supporters and relentlessly tapping them for donations, actions, and votes. In an April tweet, Parscale sent out an image of the iconic "Star Wars" Death Star to hype his plans to attack the presumptive Democratic presidential nominee Joe Biden with negative ads and online attacks. With Parscale's influence on the campaign has come a huge paycheck: His companies have reportedly earned nearly $40 million during this presidential campaign cycle from various reelection committees, the Huffington Post found. Those profits are the subject of a commercial created by a group led in part by George Conway, the GOP lawyer married to White House counselor Kellyanne Conway. Gary Coby, digital director Coby played an instrumental role in helping build Trump's digital strategy in 2016. Now he's in charge of that key component to the president's reelection campaign. It's a job that involves running Facebook ad strategies, growing the president's supporter base and figuring out ways to break through with the Trump message on social media. Before the Trump 2016 campaign, Coby worked as director of advertising for the Republican National Committee. He's also the founder of OpnSesame, a peer-to-peer text-messaging tool used by the GOP. Tim Murtaugh, communications director Murtaugh is among the most recognizable names from the Trump campaign thanks to a Twitter handle that blasts out a daily barrage of attacks against Biden, Democrats, and the political press. His social-media presence aims to weaponize every gaffe or confrontation with the president into a potential viral moment, and an opportunity to score data or a donation from supporters. Murtaugh previously ran the communications shops for the Department of Agriculture and Rep. Lou Barletta, a Pennsylvania Republican who was among the earliest Trump supporters in Congress during the 2016 campaign. Matt Wolking, deputy communications director for rapid response The No. 2 in the Trump campaign's communications shop got his start in politics working for conservative commentator Laura Ingraham on her talk-radio show, eventually rising to become an executive producer. On Capitol Hill, Wolking did stints managing messaging for several top Republicans, including House Speaker John Boehner, Rep. Trey Gowdy while he led the House Select Committee on Benghazi and Sens. Marco Rubio and Bill Cassidy. Hogan Gidley, national press secretary
Gidley joined the campaign from the White House. During the Trump administration, Gidley rose through the ranks of the president's press team to eventually become principle deputy press secretary. The transition to the reelection effort places an important White House aide in a key role directing the campaign's messaging to the press and public. Katrina Pierson, senior adviser
Pierson is back for a second Trump campaign. In 2016, she worked as a national spokesperson. Now she's a senior adviser and prominent surrogate for the president. The Kansas native broke into politics as a tea party activist and 2014 candidate for Congress, losing in the GOP primary in Texas to Rep. Pete Sessions. She worked after the last election for a America First Policies, a pro-Trump nonprofit established by several former 2016 campaign aides. Mercedes Schlapp, senior adviser
Schlapp is a veteran of both of George W. Bush's successful presidential campaigns. She began her work with Trump in the White House, serving as an assistant to the president and a senior senior adviser for strategic communications before jumping to the campaign in 2019. Married to American Conservative Union chair Matt Schlapp, the head of White House political operations during the Bush era and now a prominent Trump ally, Mercedes Schlapp has recently taken on a starring role in the Trump campaign's nightly online broadcasts. She has also hosted web episodes dedicated to "Women for Trump" and "Latinos for Trump." Michael Glassner
Glassner worked for Trump on his 2016 presidential run, first as an adviser and then deputy campaign manager. Since 2017, Glassner has led the reelection committee and served as the campaign's chief operating officer until July, when he was reassigned to handle the campaign's lawsuits, Axios reported. He was replaced by Jeff DeWit, the Trump's 2016 Arizona chair and the chief financial officer of NASA. Before his time in Trump world, Glassner had already worked for another unorthodox, antiestablishment conservative: Sarah Palin. He served as the Alaska governor's top adviser during her 2008 run as a vice presidential candidate alongside John McCain and continued to work with her following that defeat. Glassner remains an important bridge between the Republican establishment wing and the populist right Palin inspired and Trump embraced. He served on George W. Bush's 2000 presidential campaign and as southwest regional director for the American Israel Public Affairs Committee. Bradley Crate, Trump campaign treasurer Crate keeps Trump's campaign books in order — a tall task, given the hundreds of millions of dollars Trump 2020 has already raised, with hundreds of millions more to come. After federal regulators have flagged the Trump campaign for occasionally accepting contributions that exceed federal limits, Crate is tasked with clean-up duty. The relationship between Crate and the Republican Party is longstanding. Crate served as chief financial officer for Mitt Romney's 2012 presidential campaign, then became one of the few core Romney staffers to work for the 2016 Trump campaign in a key capacity. Over the years, numerous other GOP candidates and political committees have tapped Crate as their treasurer. They include Romney's U.S. Senate campaign committee, despite ongoing friction between Trump and the junior senator from Utah. Crate founded Massachusetts-based Red Curve Solutions in 2008, building it into the go-to campaign finance compliance, accounting and financial management contractor catering to GOP political entities. Corey Lewandowski, informal adviser
Lewandowski left his mark on Trump world in 2016 as its first campaign manager, only to fall out of favor in a heated internal drama that resulted in the rise of Paul Manafort. But few are ever really exiled from the president's orbit, and Lewandowski is no exception. Despite being pushed out of the 2016 campaign by Manafort, who worked in close alliance with Trump's family, Lewandowski continued speaking regularly with Trump himself, maintaining a close relationship forged in the heat of the Republican nomination battle and it carried over into Trump's time in the White House. After a flirtation with making his own run for the Senate from New Hampshire, Lewandowski has settled into a role as a Trump 2020 campaign outside adviser. He's managed to pull that off in part by reaching a détente with Jared Kusher and Ivanka Trump last summer, Insider reported. David Bossie, White House informal adviser and Maryland state campaign chair
Bossie has had an on again, off again relationship with Trump. He was a deputy campaign manager for the 2016 election, but was ousted from Trump's circle in June 2019 after allegations emerged that he'd attempted to scam elderly Republican voters for personal benefit. But like other Trump world veterans, Bossie was never completely exiled, and has even found his way back into Trump's favor. As of January, the longtime GOP operative who established his reputation back in the 1990s during congressional investigations into various Bill Clinton scandals had returned as an advisor to Trump's White House. Over the Memorial Day weekend, Bossie traveled with Trump's motorcade to Arlington National Cemetery. He's also the Republican National Committeeman from Maryland and its state chair for Trump's reelection effort. Karl Rove, informal adviser
The mastermind of George W. Bush's 2000 and 2004 White House wins is now helping the president's team with voter outreach and targeting supporters in swing states. It's an unpaid role, Insider reported in May, but it means Rove enjoys rare access to the inner sanctum of Trump's reelection bid, speaking regularly with both Parscale and Kushner. Rove downplayed his advising of the campaign in an interview with Fox News Radio. Chris Carr, political director The Trump campaign hired Carr in 2018 ahead of the midterm elections, adding a GOP player essential in shaping party strategy at the state and national level for years. He also ran the political shop for the RNC in 2016. Carr joined the 2020 reelection campaign from Wynn Resorts, where he worked as a government liaison for Steve Wynn, the casino and hotel magnate who once sparred with Trump but later came around to backing his presidential ambitions. He's also known as an expert in voter turnout and field organizing, working effectively as Stepien's righthand man on the campaign's political operation. Bill Shine, senior adviser
Shine had a brief tenure as the White House communications director, spending about nine months in the job before leaving in March 2019 for a role as a senior adviser to the reelection campaign. He's also a former senior executive at Fox News who was forced out of his job in 2018 over allegations he helped the company's late chairman and CEO, Roger Ailes, of covering up sexual harassment and misconduct at the conservative cable network. Tony Fabrizio, lead pollster The South Florida-based Fabrizio leads a team of pollsters within the president's reelection campaign, reprising a role he had for Trump in 2016. It was an awkward job back then, with Trump famously saying he didn't need to hire people to survey voters only to be tapping experts like Fabrizio for exactly that purpose. For 2020, Trump's campaign is keeping a close eye on the president's numbers in critical swing states that are juggling their own economic downturns while responding to the COVID-19 pandemic. Eric Trump
Eric Trump has a day job running his father's business, the Trump Organization, alongside his older brother, Donald Trump Jr. But he's also serving as a close 2020 campaign adviser and media surrogate for the president. Among his regular TV appearances is a slot on the couch of "Fox & Friends," one of his father's favorite early-morning shows. Lara Trump, senior adviser
Trump's daughter-in-law has taken on a highly visible role during the 2020 campaign. Along with her husband Eric Trump, Lara Trump is one of the family's most visible surrogates for the president. She's gone from making Fox News and other media appearances to hosting several of the Trump campaign's online broadcasts. Donald J. Trump Jr.
Donald Trump Jr.'s day job is vice president of development and acquisitions at the Trump Organization. But in addition to running the company, the president's oldest son has advised his father in private and relentlessly defended him in public. A self-described "general in the meme wars," Trump Jr. makes his mark by talking to his millions of Twitter and Instagram followers through constant attacks on the press and Democrats. He's also gotten his father in trouble. During the 2016 campaign, Trump Jr. agreed to a meeting at Trump Tower with a small group of Russian operatives promising to deliver dirt on Hillary Clinton. No one got charged with a crime related to the meeting, but it became a focus of Special Counsel Robert Mueller's investigation into Russian interference in the 2016 election. Trump Jr. has also written a book, "Triggered: How the Left Thrives on Hate and Wants to Silence Us," and he hosts an occasional "Triggered" online show for the campaign. Trump Jr. also may have his own political ambitions. His name often gets dropped as a future candidate for New York governor or the White House. Kimberly Guilfoyle, chair of the Trump Victory Finance Committee
Donald Trump Jr.'s girlfriend has become an important surrogate for the Trump campaign. She's also chair of the finance committee for Trump Victory, a joint fundraising effort between the president's reelection campaign and the RNC. Guilfoyle is a former Fox News host and previously was married to Democratic California Gov. Gavin Newsom, when he was mayor of San Francisco. Marty Obst, senior political adviser to Pence Obst serves as the main bridge between Trump world and Pence world, enjoying good relationships between both insular teams. Obst is Pence's longtime fundraiser and quietly morphed into his chief political adviser in 2016. He played a critical role in getting Pence on the Trump ticket in 2016, and has since served as the official liaison for the Trump campaign and the vice president. He's also been helping Pence coordinate travel to critical swing states. Boris Epshteyn, senior adviser
Epshteyn is yet another 2016 campaign veteran who has returned to the fold as Trump loses ground in the polls. The lawyer and political operative first helped Trump to victory in 2016 as one of his most aggresive surrogates, before moving to the White House for a brief stint as a communications adviser who became ubiquitous on television news. He left just two months into the Trump administration in March 2017 to join the Sinclair Broadcast Group as its chief political analyst, a perch he used to frequently express pro-Trump views. In June, the Trump campaign hired Epshteyn as a senior adviser, joining the likes of other 2016 alums who returned to the fold like Hope Hicks, Jason Miller, and Corey Lewandwoski. John Pence, senior adviser The family connections inside the Trump campaign go beyond just the president's children. John Pence, nephew of Pence and son of Indiana Rep. Greg Pence, worked on the 2016 campaign and is back for the 2020 race. In addition to appearing on the campaign's online show, John Pence, who speaks Spanish, has helped with Latino and Hispanic voter outreach. He's also married to Giovanna Coia, a Trump White House aide and cousin of Kellyanne Conway. Max Miller, deputy campaign manager for presidential operations
Max Milller's job is fairly straightforward: he'll be overseeing the campaign's advance team and its rallies. The Trump campaign brought Miller onboard after a disastrous June rally in Tulsa, OK, which the president's team had billed as a triumphant return to the trail after months of coronavirus lockdowns but was significantly underattended. Shortly before Miller's hiring, Michael Glassner, who previously oversaw the rallies, was reassigned to handle the campaign's legal work. Before switching to the campaign, Miller was a deputy assistant to the president in the White House, leading the advance team. He was one of the staffers that accompanied Trump on his much-criticized walk to St. John's Church for a photo-op after police had used tear gas, rubber bullets, and riot shields to disperse hundreds of peaceful protesters from the street, Bloomberg's Jennifer Jacobs reported. That wasn't his first assignment, however. After working on Trump's 2016 campaign, Miller joined the Presidential Personnel Office, which recruits and vets political appointments, with a focus on the Department of Homeland Security, Defense Department, and Veterans Affairs. A 2o18 Washington Post investigation found that the office was understaffed and disorganized, and uncovered inconsistencies in Miller's work and education history on LinkedIn. The Post also found Miller had been charged with several offenses in Ohio, including charges of assault, disorderly conduct and resisting arrest in 2007, for which he pleaded no contest and the case was later dismissed; underage drinking in 2009, which was also later dismissed; and disorderly conduct in 2010 for which he pleaded guilty. Ronna McDaniel, Republican National Committee chairwoman
The head of the Republican Party is a powerful standard-bearer for the president as he heads into reelection. She frequently touts the president's accomplishments and assails his opponents in media appearances, even when that has meant siding with the president over her uncle, Utah Sen. Mitt Romney. McDaniel meets regularly with the president in the White House to update him on the status of the joint effort between the Republican National Committee and the Trump campaign. Mitch McConnell, Senate Majority Leader
The Republican Senate leader has mobilized his caucus to support the president on nearly every front, from ensuring an acquittal in this year's historic impeachment trial to the controversial confirmation of Supreme Court Associate Justice Brett Kavanaugh amid sexual-assault allegations that the Trump appointee denied. McConnell has also helped hammer through the confirmation of nearly 200 conservative judicial appointments as part of his mission to reshape the nation's courts, an accomplishment that both he and Trump frequently promote to the party's base. During the pandemic, the Kentucky senator has used Congress' multitrillion-dollar response to praise the president's response to the virus. Tommy Hicks, RNC cochair
The Dallas-based private investor is also a close friend of Donald Trump Jr.; the two are old hunting buddies. He has helped fundraise for Trump, serving as the finance cochair for the 2016 election and overseeing two pro-Trump fundraising groups. This year, he ascended to RNC cochair this year, giving him more power than ever, BuzzFeed reported. Chris LaCivita, Preserve America PAC You may not know LaCivita's name, but you're probably familiar with his most famous political creation: The "Swift Boat Veterans for Truth" attacks that aimed to target Democratic nominee John Kerry's military record during the 2004 election. Now, the longtime Republican operative has swooped into the 2020 race in its closing months to lead a new PAC, Preserve America. The PAC plans to unleash $30 million in spending,mostly on TV ads in swing states, with money contributed by longtime Trump megadonors, at its disposal. Sheldon Adelson, casino magnate and Trump megadonor
Few donors have opened their wallets for Trump like Sheldon Adelson, the billoinare casino and media tycoon and longtime Republican donor. He donated $5 million to Trump's inauguration and tens of millions during the 2016 campaign. A rift formed between the two in August when Trump reportedly berated Adelson on a phone call for not donating more money to him. But Adelson hasn't stopped his giving. He's one of the wealthy GOP donors backing the Preserve America PAC run by LaCivita, which aims to spend $30 million in the coming weeks as the race comes down to the wire. Linda McMahon, chair of the America First Action PAC
The former pro-wrestling executive turned Trump cabinet member now leads his most important fundraising apparatus. Trump first chose McMahon as the Adminisrator for the Small Business Administration, a post she left in 2019 to help his re-election. She became chair of America First Action, the primary super PAC backing the Trump campaign in the 2020 cycle. Henry Barbour, chair of WinRed and Data Trust Barbour chairs two of the Republican Party's most important platforms for this cycle: WinRed, a fundraising tool and Data Trust, the GOP's valuable trove of voter information. With WinRed, the Republicans hope to finally counter the Democrats' ActBlue fundraising platform, which they say will help them close the gap on swift, small-dollar donations. It's used by the Trump campaign and most other down-ballot Republican candidates running this year to solicit donations from supporters. Gerrit Lansing, digital operative
The longtime Republican digital expert has a critical role helping the Trump campaign raise online donations in 2020 as the president of WinRed, a year-old platform that allows people to give money to the party with one click and also set up recurring donations. Lansing did a stint in the Trump White House as its chief digital officer but left the job after failing to pass an FBI background check. He previously had the top digital post at the Republican National Committee during the 2016 campaign and the deputy slot for the National Republican Congressional Committee in the 2014 midterm cycle. Katie Walsh Shields and Mike Shields, RNC advisers
Shields and Walsh worked closely together on the 2016 campaign and got engaged one month after the election. They now play central roles for Republicans in the 2020 reelection campaign. Both are former chiefs of staff at the RNC and maintain close ties with party chair Ronna McDaniel and Trump campaign manager Brad Parscale. Walsh joined the White House at the start of the Trump administration as then chief of staff Reince Priebus's top gatekeeper but quickly became a victim of the internecine fighting in the president's world. She was forced out of her White House job after only a few months. Kellyanne Conway, former senior White House adviser and counselor to the president
Conway was the campaign manager through the end of Trump's 2016 campaign and became the first woman to lead a candidate to the White House. She is an important conduit to the pro-life movement and "movement conservatives. Prior to leaving the White House at the end of August Conway met regularly with the president — despite a tense relationship with Trump son-in-law Jared Kushner. Dan Scavino, Trump's social-media adviser
Scavino got his start as a teenage golf caddie for Trump, and he's stuck by him ever since then. Now working in the White House, Scavino is one of just a few people with access to the president's personal Twitter account and is known to either tweet for his boss or take dictation and then tweet for him. Scavino is close with the Trump family and is considered one of the Trump world originals because he's been around since the launch of the 2016 presidential bid. Mark Meadows, White House chief of staff
Trump persuaded Mark Meadows in March to leave his safe North Carolina congressional seat for perhaps the hardest job in Washington: White House chief of staff. The 60-year conservative is now the fourth man to hold that job in under four years. But Meadows may be the ideal fit. While serving in Congress, he was one of the president's most frequent defenders. During the impeachment inquiry he made regular media appearances and would often gaggle with Capitol Hill reporters to offer spin about closed-door depositions and interviews. Trump has had famously tense relationships with his chiefs of staff. Reince Priebus got pulled into White House power battles from the very start of the administration. Retired Gen. John Kelly struggled to keep a leash on Trump for his year in the post. Mick Mulvaney, another ex-congressman, developed his own hands-off approach. White House insiders are watching closely to see whether Meadows, who came in as one of Trump's friends from the Hill, will make the transition to presidential manager or try to stay buddies with his boss, even if it's to the detriment of the 2020 campaign. Hope Hicks, counselor to the president
Hicks was one of Trump's most loyal and trusted advisers through the 2016 campaign and during the first two years of his administration. She left the White House in 2018 after a stint as the White House communications director to work at Fox Corp., but Hicks returned in February 2020 to serve as an aide to Jared Kushner as the campaign season began. The former Trump Organization spokeswoman is still considered to be one of the president's most trusted advisers and an extended member of the insular Trump family, which is effectively running the reelection bid. Kayleigh McEnany, White House press secretary
Trump brought one of his top campaign voices into the White House in April, placing McEnany in the White House press secretary slot. There, she's started holding more frequent briefings with reporters on the administration's response to the coronavirus pandemic. A Harvard Law School graduate, McEnany worked as an RNC spokeswoman in 2017 before shifting onto the president's reelection efforts from its base in Rosslyn, Virginia. Brian Jack, White House political director
Jack is another veteran of Trump's 2016 campaign who moved to the White House, where he now oversees the president's political operations. A Georgia native, Jack in the last presidential election earned Trump's trust with his work to ensure the businessman turned politician had secured enough GOP delegates to win the party's nomination. He previously had roles with the RNC handling data and for Ben Carson's presidential campaign. Michael Caputo, Department of Health and Human Services communications
Caputo is a longtime Trump adviser dating to the businessman's pre-politician days. He joined the 2016 campaign but resigned after mocking Corey Lewandowski on Twitter. Now Caputo is serving inside the Trump administration as the assistant secretary for public affairs at the Department of Health and Human Services, where he's helping manage the messaging around the government's coronavirus response. Before landing his latest job, Caputo frequently defended the president on cable TV and on his own local Buffalo radio show. He also organized a campaign in early 2020 to try to secure a presidential pardon for his friend Roger Stone, who is facing more than three years in prison after a jury convicted him of lying to authorities, obstructing a congressional investigation and witness intimidation. Rudy Giuliani, personal lawyer to the president
Trump's personal lawyer remains in the president's inner orbit even after his starring turn during the impeachment inquiry. Giuliani, the former New York mayor, told Insider in May he wanted to see the president get out of the White House more frequently and resume the kinds of public rallies he held before the coronavirus pandemic. "Not doing those rallies is like keeping a horse in the barn," Giuliani said.
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