---
title: "3 Win Trump Quotes By Michael Wolff"
description: "3 Win Trump quotes by Michael Wolff. Plus more from Michael Wolff and more Win Trump sayings from other authors."
image: "https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg"
---

> [“Not only did Trump disregard the potential conflicts of his business deals and real estate holdings, he audaciously refused to release his…](https://sms4smile.com/quotes/michael-wolff/not-only-did-trump-disregard-the-potential-conflicts-of-his-business/)

[Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/)

[Image](https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg)

> [“He would come out of this campaign, Trump assured Ailes, with a far more powerful brand and untold opportunities. “This is bigger…](https://sms4smile.com/quotes/michael-wolff/he-would-come-out-of-this-campaign-trump-assured-ailes-with-a-far/)

[Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/)

[Image](https://sms4smile.com/quotes/i/992/michael-wolff-423_quote_he-would-come-out-of-this-campaign-trump_139475.jpg)

> [“In politics somebody has to lose, but invariably everybody thinks they can win. And you probably can’t win unless you believe that…](https://sms4smile.com/quotes/michael-wolff/in-politics-somebody-has-to-lose-but-invariably-everybody-thinks-they/)

[Michael Wolff](https://sms4smile.com/quotes/author/michael-wolff/)

[Image](https://sms4smile.com/quotes/i/6c9/michael-wolff-423_donald-trump_in-politics-somebody-has-to-lose-but-inv_921844.jpg)

## 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/)

```json
{
    "@context": "https://schema.org",
    "@graph": [
        {
            "@type": "ItemList",
            "@id": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/#itemlist",
            "name": "3 Win Trump Quotes By Michael Wolff",
            "numberOfItems": 3,
            "itemListElement": [
                {
                    "@type": "ListItem",
                    "position": 1,
                    "item": {
                        "@type": "Quotation",
                        "text": "“Not only did Trump disregard the potential conflicts of his business deals and real estate holdings, he audaciously refused to release his tax returns. Why should he if he wasn’t going to win? What’s more, Trump refused to spend any time considering, however hypothetically, transition matters, saying it was “bad luck”—but really meaning it was a waste of time. Nor would he even remotely contemplate the issue of his holdings and conflicts. He wasn’t going to win! Or losing was winning.”",
                        "creator": {
                            "@type": "Person",
                            "name": "Michael Wolff"
                        },
                        "url": "https://sms4smile.com/quotes/michael-wolff/not-only-did-trump-disregard-the-potential-conflicts-of-his-business/",
                        "image": {
                            "@type": "ImageObject",
                            "@id": "https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg",
                            "contentUrl": "https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg",
                            "url": "https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg",
                            "width": 1080,
                            "height": 1080,
                            "caption": "“Not only did Trump disregard the potential conflicts of his business deals and real estate holdings, he…” — Michael Wolff",
                            "creditText": "SMS4Smile Quotes",
                            "creator": {
                                "@id": "https://sms4smile.com/quotes/#organization"
                            }
                        }
                    }
                },
                {
                    "@type": "ListItem",
                    "position": 2,
                    "item": {
                        "@type": "Quotation",
                        "text": "“He would come out of this campaign, Trump assured Ailes, with a far more powerful brand and untold opportunities. “This is bigger than I ever dreamed of,” he told Ailes in a conversation a week before the election. “I don’t think about losing because it isn’t losing. We’ve totally won.” What’s more, he was already laying down his public response to losing the election: It was stolen! Donald Trump and his tiny band of campaign warriors were ready to lose with fire and fury. They were not ready to win. * * * In politics somebody has to lose, but invariably everybody thinks they can win. And you probably can’t win unless you believe that you will win—except in the Trump campaign. The leitmotif for Trump about his”",
                        "creator": {
                            "@type": "Person",
                            "name": "Michael Wolff"
                        },
                        "url": "https://sms4smile.com/quotes/michael-wolff/he-would-come-out-of-this-campaign-trump-assured-ailes-with-a-far/",
                        "image": {
                            "@type": "ImageObject",
                            "@id": "https://sms4smile.com/quotes/i/992/michael-wolff-423_quote_he-would-come-out-of-this-campaign-trump_139475.jpg",
                            "contentUrl": "https://sms4smile.com/quotes/i/992/michael-wolff-423_quote_he-would-come-out-of-this-campaign-trump_139475.jpg",
                            "url": "https://sms4smile.com/quotes/i/992/michael-wolff-423_quote_he-would-come-out-of-this-campaign-trump_139475.jpg",
                            "width": 1080,
                            "height": 1080,
                            "caption": "“He would come out of this campaign, Trump assured Ailes, with a far more powerful brand and untold…” — Michael Wolff",
                            "creditText": "SMS4Smile Quotes",
                            "creator": {
                                "@id": "https://sms4smile.com/quotes/#organization"
                            }
                        }
                    }
                },
                {
                    "@type": "ListItem",
                    "position": 3,
                    "item": {
                        "@type": "Quotation",
                        "text": "“In politics somebody has to lose, but invariably everybody thinks they can win. And you probably can’t win unless you believe that you will win—except in the Trump campaign.”",
                        "creator": {
                            "@type": "Person",
                            "name": "Michael Wolff"
                        },
                        "url": "https://sms4smile.com/quotes/michael-wolff/in-politics-somebody-has-to-lose-but-invariably-everybody-thinks-they/",
                        "image": {
                            "@type": "ImageObject",
                            "@id": "https://sms4smile.com/quotes/i/6c9/michael-wolff-423_donald-trump_in-politics-somebody-has-to-lose-but-inv_921844.jpg",
                            "contentUrl": "https://sms4smile.com/quotes/i/6c9/michael-wolff-423_donald-trump_in-politics-somebody-has-to-lose-but-inv_921844.jpg",
                            "url": "https://sms4smile.com/quotes/i/6c9/michael-wolff-423_donald-trump_in-politics-somebody-has-to-lose-but-inv_921844.jpg",
                            "width": 1080,
                            "height": 1080,
                            "caption": "“In politics somebody has to lose, but invariably everybody thinks they can win. And you probably can’t win…” — Michael Wolff",
                            "creditText": "SMS4Smile Quotes",
                            "creator": {
                                "@id": "https://sms4smile.com/quotes/#organization"
                            }
                        }
                    }
                }
            ]
        },
        {
            "@type": "CollectionPage",
            "@id": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/#webpage",
            "url": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/",
            "name": "Win Trump Quotes by Michael Wolff",
            "isPartOf": {
                "@id": "https://sms4smile.com/quotes/#website"
            },
            "mainEntity": {
                "@id": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/#itemlist"
            },
            "primaryImageOfPage": {
                "@id": "https://sms4smile.com/quotes/i/744/michael-wolff-423_bad-luck_not-only-did-trump-disregard-the-potenti_118396.jpg"
            },
            "description": "3 Win Trump quotes by Michael Wolff. Plus more from Michael Wolff and more Win Trump sayings from other authors.",
            "breadcrumb": {
                "@id": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/#breadcrumb"
            }
        },
        {
            "@type": "BreadcrumbList",
            "@id": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/#breadcrumb",
            "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": "Topics",
                    "item": "https://sms4smile.com/quotes/categories/"
                },
                {
                    "@type": "ListItem",
                    "position": 4,
                    "name": "Win Trump",
                    "item": "https://sms4smile.com/quotes/about/win-trump/"
                },
                {
                    "@type": "ListItem",
                    "position": 5,
                    "name": "Michael Wolff",
                    "item": "https://sms4smile.com/quotes/about/win-trump/michael-wolff/"
                }
            ]
        },
        {
            "@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
            }
        }
    ]
}
```
