--- title: "Meaning & Key Takeaway of: Frank Sinatra was wrong,” said David…" description: "\"“Frank Sinatra was wrong,” said David Bossie, one of Trump’s longtime political advisers. “If you can make it in New York, you can’t necessarily make i..." image: "https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg" --- # Frank Sinatra was wrong,” said David Bossie, one of… ![“Frank Sinatra was wrong,” said David Bossie, one of Trump’s longtime political advisers. “If you can make it in New York, you can’t necessarily make it in Washington.” quote by Michael Wolff](https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg) [Download](https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg) [Open image](https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg) > ““Frank Sinatra was wrong,” said David Bossie, one of Trump’s longtime political advisers. “If you can make it in New York, you can’t necessarily make it in Washington.”” [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) ## About This Quote This interpretation was drafted with AI assistance. It is one reading of the quote, not the author's own explanation. Political success in one city doesn't guarantee success elsewhere due to differing cultures and power structures. **In simple terms:** NY success ≠ DC success. Key Takeaway Adapt strategies to local contexts. Themes politics leadership regional differences Mood critical analytical Type observational commentary When to use this quote - campaign management - business expansion - career moves Key Concepts power dynamics culture networking Questions to Reflect On - How do regional cultures affect leadership? - What adjustments are needed when moving markets? A Different Perspective Local factors can outweigh prior achievements. ★ ★ ★ ★ ★ No ratings yet [Advisers Make](https://sms4smile.com/quotes/about/advisers-make-319805/) [Bossie Trump](https://sms4smile.com/quotes/about/bossie-trump-319802/) [Political Advisers](https://sms4smile.com/quotes/about/political-advisers-319801/) [Sinatra Wrong](https://sms4smile.com/quotes/about/sinatra-wrong-319803/) [Trump](https://sms4smile.com/quotes/about/trump/) [Trump Longtime](https://sms4smile.com/quotes/about/trump-longtime-319804/) ## Related quotes > [I don't have all these advisers, political advisers. I don't even talk to them because I'm not a slave to a campaign manager, and…](https://sms4smile.com/quotes/joe-arpaio/i-don-t-have-all-these-advisers-political-advisers-i-don-t-even-talk/) [Joe Arpaio](https://sms4smile.com/quotes/author/joe-arpaio/) > [It depends on the material. Sometimes I sound like him, sometimes not. There are certain tunes we do that are so familiar to the…](https://sms4smile.com/quotes/frank-sinatra-jr/it-depends-on-the-material-sometimes-i-sound-like-him-sometimes-not/) [Frank Sinatra Jr](https://sms4smile.com/quotes/author/frank-sinatra-jr/) > [“by installing Bannon, Conway, and later Bossie, Trump was handing the reins of a half-billion-dollar political enterprise to a seasoned team of professional anti-Clinton…](https://sms4smile.com/quotes/joshua-green/by-installing-bannon-conway-and-later-bossie-trump-was-handing-the-2/) [Joshua Green](https://sms4smile.com/quotes/author/joshua-green/) > [“by installing Bannon, Conway, and later Bossie, Trump was handing the reins of a half-billion-dollar political enterprise to a seasoned team of professional anti-Clinton…](https://sms4smile.com/quotes/joshua-green/by-installing-bannon-conway-and-later-bossie-trump-was-handing-the/) [Joshua Green](https://sms4smile.com/quotes/author/joshua-green/) > [“Donald Trump, even more than his father, was perceived as a vulgarian—after all, he put his name on his buildings, quite a déclassé thing…](https://sms4smile.com/quotes/michael-wolff/donald-trump-even-more-than-his-father-was-perceived-as-a-vulgarian/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Trump, who referred to the Chinese leader as “Mr. X-i”; the president was told to think of him as a woman and call him…](https://sms4smile.com/quotes/michael-wolff/trump-who-referred-to-the-chinese-leader-as-mr-x-i-the-president-was/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“the organizational premise of the Trump White House: the family would always prevail.”](https://sms4smile.com/quotes/michael-wolff/the-organizational-premise-of-the-trump-white-house-the-family-would/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Even though Trump liked to portray his business as an empire, it was actually a discrete holding company and boutique enterprise,”](https://sms4smile.com/quotes/michael-wolff/even-though-trump-liked-to-portray-his-business-as-an-empire-it-was/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“An important aspect of Kaplan’s New York Observer and its self-conscious inside media baseball was that the paper became the prime school for a…](https://sms4smile.com/quotes/michael-wolff/an-important-aspect-of-kaplan-s-new-york-observer-and-its-self/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“it confirmed Bannon’s worst fear: Trump, in his true heart, was a marshmallow.”](https://sms4smile.com/quotes/michael-wolff/it-confirmed-bannon-s-worst-fear-trump-in-his-true-heart-was-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“he could yet make a case for a straight line from Nixon to Trump.”](https://sms4smile.com/quotes/michael-wolff/he-could-yet-make-a-case-for-a-straight-line-from-nixon-to-trump/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [Donald Trump doesn't necessarily stay mad for very long. He's a transactional guy. If you can offer him something, he will take it. Or…](https://sms4smile.com/quotes/michael-wolff/donald-trump-doesn-t-necessarily-stay-mad-for-very-long-he-s-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [It is only because of the love of masses that I am campaigning for the SP.](https://sms4smile.com/quotes/jaya-prada/it-is-only-because-of-the-love-of-masses-that-i-am-campaigning-for/) [Jaya Prada](https://sms4smile.com/quotes/author/jaya-prada/) > [Elections belong to the people. It's their decision. If they decide to turn their back on the fire and burn their behinds, then they…](https://sms4smile.com/quotes/abraham-lincoln/elections-belong-to-the-people-it-s-their-decision-if-they-decide-to/) [Abraham Lincoln](https://sms4smile.com/quotes/author/abraham-lincoln/) > [That we have the vote means nothing. That we use it in the right way means everything.](https://sms4smile.com/quotes/lou-henry-hoover/that-we-have-the-vote-means-nothing-that-we-use-it-in-the-right-way/) [Lou Henry Hoover](https://sms4smile.com/quotes/author/lou-henry-hoover/) ## More by Michael Wolff > [Donald Trump doesn't necessarily stay mad for very long. He's a transactional guy. If you can offer him something, he will take it. Or…](https://sms4smile.com/quotes/michael-wolff/donald-trump-doesn-t-necessarily-stay-mad-for-very-long-he-s-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“he could yet make a case for a straight line from Nixon to Trump.”](https://sms4smile.com/quotes/michael-wolff/he-could-yet-make-a-case-for-a-straight-line-from-nixon-to-trump/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“it confirmed Bannon’s worst fear: Trump, in his true heart, was a marshmallow.”](https://sms4smile.com/quotes/michael-wolff/it-confirmed-bannon-s-worst-fear-trump-in-his-true-heart-was-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“An important aspect of Kaplan’s New York Observer and its self-conscious inside media baseball was that the paper became the prime school for a…](https://sms4smile.com/quotes/michael-wolff/an-important-aspect-of-kaplan-s-new-york-observer-and-its-self/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“The candidate who billed himself as a billionaire—ten times over—refused even to invest his own money in it.”](https://sms4smile.com/quotes/michael-wolff/the-candidate-who-billed-himself-as-a-billionaire-ten-times-over/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [If institutions don't grow, they... well, I don't know what happens to them, because they always grow. I suppose the point is that we…](https://sms4smile.com/quotes/michael-wolff/if-institutions-don-t-grow-they-well-i-don-t-know-what-happens-to/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Even though Trump liked to portray his business as an empire, it was actually a discrete holding company and boutique enterprise,”](https://sms4smile.com/quotes/michael-wolff/even-though-trump-liked-to-portray-his-business-as-an-empire-it-was/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“the organizational premise of the Trump White House: the family would always prevail.”](https://sms4smile.com/quotes/michael-wolff/the-organizational-premise-of-the-trump-white-house-the-family-would/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Trump, who referred to the Chinese leader as “Mr. X-i”; the president was told to think of him as a woman and call him…](https://sms4smile.com/quotes/michael-wolff/trump-who-referred-to-the-chinese-leader-as-mr-x-i-the-president-was/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Donald Trump, even more than his father, was perceived as a vulgarian—after all, he put his name on his buildings, quite a déclassé thing…](https://sms4smile.com/quotes/michael-wolff/donald-trump-even-more-than-his-father-was-perceived-as-a-vulgarian/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“The index that appeared in the print version of this title does not match the pages in your e-book. Please use the search function…](https://sms4smile.com/quotes/michael-wolff/the-index-that-appeared-in-the-print-version-of-this-title-does-not/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Trump liked to say that one of the things that made life worth living was getting your friends’ wives into bed.”](https://sms4smile.com/quotes/michael-wolff/trump-liked-to-say-that-one-of-the-things-that-made-life-worth-living/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“The kids”—Jared and Ivanka—exhibited an increasingly panicked sense that the FBI and DOJ were moving beyond Russian election interference and into family finances. “Ivanka…](https://sms4smile.com/quotes/michael-wolff/the-kids-jared-and-ivanka-exhibited-an-increasingly-panicked-sense/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [I am old enough to think the word 'journalist' is not all that noble a designation. Journalist - that record keeper, quote taker and…](https://sms4smile.com/quotes/michael-wolff/i-am-old-enough-to-think-the-word-journalist-is-not-all-that-noble-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) > [“Politics had seemed to become, even well before the age of Trump, a mortal affair. It was now zero-sum: When one side profited, another…](https://sms4smile.com/quotes/michael-wolff/politics-had-seemed-to-become-even-well-before-the-age-of-trump-a/) [Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/) [Explore all 570 Michael Wolff quotes ](https://sms4smile.com/quotes/author/michael-wolff/) ## More Trump quotes > [That we have the vote means nothing. That we use it in the right way means everything.](https://sms4smile.com/quotes/lou-henry-hoover/that-we-have-the-vote-means-nothing-that-we-use-it-in-the-right-way/) [Lou Henry Hoover](https://sms4smile.com/quotes/author/lou-henry-hoover/) > [Elections belong to the people. It's their decision. If they decide to turn their back on the fire and burn their behinds, then they…](https://sms4smile.com/quotes/abraham-lincoln/elections-belong-to-the-people-it-s-their-decision-if-they-decide-to/) [Abraham Lincoln](https://sms4smile.com/quotes/author/abraham-lincoln/) > [It is only because of the love of masses that I am campaigning for the SP.](https://sms4smile.com/quotes/jaya-prada/it-is-only-because-of-the-love-of-masses-that-i-am-campaigning-for/) [Jaya Prada](https://sms4smile.com/quotes/author/jaya-prada/) > [Politics is not an issue whether you like or dislike , but every citizen must involve.](https://sms4smile.com/quotes/khem-veasna/politics-is-not-an-issue-whether-you-like-or-dislike-but-every/) [Khem Veasna](https://sms4smile.com/quotes/author/khem-veasna/) > [I'm not here trying to convince anybody to vote for Donald Trump. I think every Christian needs to make up his own mind about…](https://sms4smile.com/quotes/robert-jeffress/i-m-not-here-trying-to-convince-anybody-to-vote-for-donald-trump-i/) [Robert Jeffress](https://sms4smile.com/quotes/author/robert-jeffress/) > [That's why I don't generally talk about endorsements because I don't believe we have to tell people who to vote for.](https://sms4smile.com/quotes/martin-luther-king-iii/that-s-why-i-don-t-generally-talk-about-endorsements-because-i-don-t/) [Martin Luther King III](https://sms4smile.com/quotes/author/martin-luther-king-iii/) > [ Ben Carson also denounced \[Donald\] Trump's ban all Muslims proposal saying we do not and would not advocate being selective on one's religion. ](https://sms4smile.com/quotes/rachel-maddow/ben-carson-also-denounced-donald-trump-s-ban-all-muslims-proposal/) [Rachel Maddow](https://sms4smile.com/quotes/author/rachel-maddow/) > [I genuinely did not expect more than half our nation to choose to walk away from our long-term allies into the arms of our…](https://sms4smile.com/quotes/brian-reade/i-genuinely-did-not-expect-more-than-half-our-nation-to-choose-to/) [Brian Reade](https://sms4smile.com/quotes/author/brian-reade/) > [There is plenty of time for Republicans to have a Macaca moment. But right now, as of October 17, 2014, the Republican Senate candidates…](https://sms4smile.com/quotes/matthew-continetti/there-is-plenty-of-time-for-republicans-to-have-a-macaca-moment-but/) [Matthew Continetti](https://sms4smile.com/quotes/author/matthew-continetti/) > [“Jim Reston: Walking through the crowds of air-kissing politicians, actors and high fliers, it was tough to tell where the politics stopped and the…](https://sms4smile.com/quotes/peter-morgan/jim-reston-walking-through-the-crowds-of-air-kissing-politicians/) [Peter Morgan](https://sms4smile.com/quotes/author/peter-morgan/) > [There is only one party in the United States, the Property Party...and it has two right wings: Republican and Democrat. Republicans are a bit…](https://sms4smile.com/quotes/gore-vidal/there-is-only-one-party-in-the-united-states-the-property-party-and/) [Gore Vidal](https://sms4smile.com/quotes/author/gore-vidal/) > [We need a system that serves our needs, not the needs of others. Remember, under a Trump administration it's called America first. Remember that.](https://sms4smile.com/quotes/donald-trump/we-need-a-system-that-serves-our-needs-not-the-needs-of-others/) [Donald Trump](https://sms4smile.com/quotes/author/donald-trump/) > [ Vote for Donald Trump. You're going to see something and you'll be so happy, you'll be so thrilled. This \[presidential\] election is about every… ](https://sms4smile.com/quotes/donald-trump/vote-for-donald-trump-you-re-going-to-see-something-and-you-ll-be-so/) [Donald Trump](https://sms4smile.com/quotes/author/donald-trump/) > [You need to remind people that you vote, you matter, and that they can't succeed without your help.](https://sms4smile.com/quotes/anonymous/you-need-to-remind-people-that-you-vote-you-matter-and-that-they-can/) [Anonymous](https://sms4smile.com/quotes/author/anonymous/) > [I really like John McCain. He's an awesome dude and was a lot of fun when he hosted "SNL." I'd love to see a…](https://sms4smile.com/quotes/tina-fey/i-really-like-john-mccain-he-s-an-awesome-dude-and-was-a-lot-of-fun/) [Tina Fey](https://sms4smile.com/quotes/author/tina-fey/) [Browse all 27,810 Trump quotes ](https://sms4smile.com/quotes/about/trump/) ```json { "@context": "https://schema.org", "@graph": [ { "@type": "Quotation", "text": "“Frank Sinatra was wrong,” said David Bossie, one of Trump’s longtime political advisers. “If you can make it in New York, you can’t necessarily make it in Washington.”", "creator": { "@type": "Person", "name": "Michael Wolff" }, "isPartOf": { "@id": "https://sms4smile.com/quotes/#website" }, "url": "https://sms4smile.com/quotes/michael-wolff/frank-sinatra-was-wrong-said-david-bossie-one-of-trump-s-longtime/", "about": { "@type": "Thing", "name": "Trump" }, "@id": "https://sms4smile.com/quotes/michael-wolff/frank-sinatra-was-wrong-said-david-bossie-one-of-trump-s-longtime/#quotation", "image": { "@type": "ImageObject", "@id": "https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg", "contentUrl": "https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg", "url": "https://sms4smile.com/quotes/i/81b/michael-wolff-423_trump_frank-sinatra-was-wrong-said-david-bossi_1624705.jpg", "width": 1080, "height": 1080, "caption": "“Frank Sinatra was wrong,” said David Bossie, one of Trump’s longtime political advisers. “If you can make it…” — Michael Wolff", "creditText": "SMS4Smile Quotes", "creator": { "@id": "https://sms4smile.com/quotes/#organization" } } }, { "@type": "BreadcrumbList", "itemListElement": [ { "@type": "ListItem", "position": 1, "name": "Home", "item": "https://sms4smile.com/" }, { "@type": "ListItem", "position": 2, "name": "Quotes", "item": "https://sms4smile.com/quotes/" }, { "@type": "ListItem", "position": 3, "name": "Michael Wolff", "item": "https://sms4smile.com/quotes/author/michael-wolff/" }, { "@type": "ListItem", "position": 4, "name": "“Frank Sinatra was wrong,” said David...", "item": "https://sms4smile.com/quotes/michael-wolff/frank-sinatra-was-wrong-said-david-bossie-one-of-trump-s-longtime/" } ], "@id": "https://sms4smile.com/quotes/michael-wolff/frank-sinatra-was-wrong-said-david-bossie-one-of-trump-s-longtime/#breadcrumb" }, { "@type": "WebSite", "@id": "https://sms4smile.com/quotes/#website", "name": "SMS4Smile Quotes", "url": "https://sms4smile.com/quotes/", "publisher": { "@id": "https://sms4smile.com/quotes/#organization" } }, { "@type": "Organization", "@id": "https://sms4smile.com/quotes/#organization", "name": "SMS4Smile Quotes", "url": "https://sms4smile.com/quotes/", "logo": { "@type": "ImageObject", "url": "https://sms4smile.com/quotes/wp-content/themes/sq/assets/icons/icon-512.png", "width": 512, "height": 512 } } ] } ```