However, as captured in reports like a lengthy feature in the Washington Post , their relationship from the outside, at least appears to be under more stress than ever.
Kellyanne, who ran President Donald Trump's campaign and now serves as his counselor, is one of Trump's fiercest and most vocal supporters. While George supported Trump at first, he now publicly trolls the president on Twitter.
Here is an inside look at one of the most interesting marriages in Washington.
After spotting the DC pollster Kellyanne Fitzpatrick on the cover of a magazine in the late 1990s, George called his friend Ann Coulter to introduce him to her.
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After Coulter introduced the two, Kellyanne and George began spending time together in The Hamptons and at baseball games. Kellyanne once said, "I find that his near-constant presence doesnt annoy me."
Pablo Martinez Monsivais/AP
The two were married in 2001 at the Cathedral Basilica of Saints Peter and Paul in Philadelphia. It was reportedly a "decadent affair" the cake was so big it had to be cut into pieces so it could fit in the door.
"It was the biggest, fanciest wedding Ive ever been to in my entire life," a guest recalled to The Post. "All seven of the members of the right-wing conspiracy were there. The rest were just Republicans."
That guest was referring to Georges alleged role in fanning the flames of former President Bill Clintons impeachment, which former first lady Hillary Clinton once called a "vast right-wing conspiracy."
AP Photo/Susan Walsh, File
The newlyweds moved into an apartment at Trump World Tower in Manhattan. It was here where Kellyanne and George met Trump.
George argued against taking Trumps name off the building, and the real estate developer called to thank George for what he did, offering him a spot on the condo board.
George declined the offer, but Kellyanne volunteered for the position. "My laziness led her to meet Donald Trump," George told the Post.
But George now says that he regrets introducing Kellyanne to Trump. "Knowing what I know now, I would have said no, and never mentioned it when I got home," George told The Post.
The years that followed living in Alpine, New Jersey were quieter. Kellyanne and George raised their four children: a set of twins named George IV and Claudia, Charlotte, and Vanessa.
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While Kellyannes polling work had her in both New York and Washington, DC, George worked in New York as a litigation partner at the firm Wachtell, Lipton, Rosen and Katz.
Between their two jobs, the Conways have done well financially. When she joined the Trump administration, they disclosed assets worth up to $39.3 million.
Dennis Van Tine/STAR MAX/IPx 12/2/16
Kellyanne joined Trumps team in July 2016. She would later become the first woman to run a successful presidential campaign.
Kellyanne made occasional TV appearances through her polling work, but it was nothing like when she began working for Trump. George even hired security to keep the family safe.
"I remember going on Google after she was announced as campaign manager and seeing her name was the most-searched term in the country," George told The Post. "I knew right then our lives would never be quite the same."
Kellyanne and George would watch the "Saturday Night Live" impressions and found them to be funny until they started to seem mean.
When the networks called the election for Trump, George reportedly began to cry and say to everyone at the Midtown Manhattan Hilton about Kellyanne: "She did it! She did it! She made history."
"I couldnt have done this without him," Kellyanne said of George taking care of the kids while she was on the road campaigning.
After Kellyanne moved down to DC, George and the kids joined her after the school year finished. Their 15,000-square-foot home near Embassy Row reportedly cost almost $8 million.
Trump was reportedly considering George to either run the Justice Departments civil division or serve as US Solicitor General. But George withdrew his name from consideration to stay in the private sector.
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George reportedly turned down the offer after Trump fired FBI director James Comey and the special counsels investigation of Russias interference in US elections gained traction.
According to his friends, George did not want to be a part of a Justice Department that found itself targeted by the president.
Since arriving to Washington, George has not been afraid to take shots at Kellyannes boss on Trumps favorite social media platform.
When Trump vented about the striking down of his travel ban in June 2017, Conway criticized Trumps approach by suggesting that Trumps tweets would ultimately hurt the presidents case.
"This is flabbergasting," Conway said in March 2018, in response to a report that Trump discussed pardoning former national security adviser Michael Flynn and former campaign chairman Paul Manafort in the Russia probe.
In a now-deleted tweet in March 2018, George described Trumps string of hirings and firings at the White House as "absurd", and in another tweet, described Trumps statements as "false and misleading."
When Trump said in April that attorney-client privilege was dead, Conway responded on Twitter with a section of a Justice Department manual listing guidelines for executing proper searches of potentially privileged material.
Kellyanne told The Post she thought Georges tweets were "disrespectful." "Its a violation of basic decency, certainly, if not marital vows."
Kellyanne tried to be quoted about her husband as "a person familiar with their relationship", but the reporter refused because she was already on the record for the interview.
In June, George wrote a column for Lawfare defending the special counsel Robert Mueller and his authority in the Russia investigation.
Chip Somodevilla/Getty Images
In another interview with the Post, George said he gives Kellyanne a harder time about working for Trump than anyone else. He also said that "its just endless selfies" when people approach them out in public.
Kellyanne embraces her popularity. "Nobody knows who I am because of my husband," she told The Post. "People know of my husband because of me."
But the two are increasingly at odds over Kellyannes boss. "If theres an issue, its because shes in that job, for that man," George told the Post.
Kellyanne suggested to The Post that she feels torn between the two of them. "I feel theres a part of him that thinks I chose Donald Trump over him. Which is ridiculous. One is my work and one is my marriage."
"Im just saddened by how things turned out," George told The Post.
Trumps tense relationship with George reached a fever pitch in March 2019 after Trump spent St. Patricks Day weekend on a Twitter tear against "Saturday Night Live," Fox News, and the late Sen. John McCain.
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George posted the cover of the Diagnostic and Statistical Manual of Mental Disorders hours after the first leg of Trumps tweets, followed by the books pages that describe narcissistic personality disorder and antisocial personality disorder.
When asked about the tweet, Kellyanne said she doesnt "share those concerns" about Trumps psychological state.
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Trump himself capped off the drama when he called the lawyer "A total loser!"
@RealDonaldTrump on Twitter
Can one of the most interesting couples in Washington weather this storm? Theyve been together 17 years, so only time will tell.
SEE ALSO: Inside the marriage of Donald and Melania Trump, who broke up once before, reportedly sleep in different bedrooms, and are weathering rumors of his affairs
DON'T MISS: 'I think it disrespects his wife': Kellyanne Conway finally reveals how she feels about her husband's fiery tweets about Trump
