--- title: "Meaning & Key Takeaway of: Trump is a masterful con man, he's always…" description: "\"Trump is a masterful con man, he's always trying to squeeze a little more juice out of his marks.\" — Rick Wilson" image: "https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg" --- # Trump is a masterful con man, he's always trying to… ![“Trump is a masterful con man, he's always trying to squeeze a little more juice out of his marks.” quote by Rick Wilson](https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg) [Download](https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg) [Open image](https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg) > “Trump is a masterful con man, he's always trying to squeeze a little more juice out of his marks.” [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) ## About This Quote This interpretation was drafted with AI assistance. It is one reading of the quote, not the author's own explanation. A critique of Trump’s political tactics, likening him to a con artist exploiting supporters. **In simple terms:** Trump exploits supporters for personal gain. Key Takeaway Beware of manipulative leaders. Themes politics manipulation leadership Mood critical skeptical Type political commentary When to use this quote - voting decisions - media consumption - campaign strategy - public discourse Key Concepts propaganda ethics power dynamics Questions to Reflect On - What signs indicate a leader is exploiting followers? - How can citizens protect themselves? A Different Perspective Not all political figures are equally manipulative; context matters. ★ ★ ★ ★ ★ No ratings yet [Con Man](https://sms4smile.com/quotes/about/con-man/) [Man](https://sms4smile.com/quotes/about/man/) [Masterful](https://sms4smile.com/quotes/about/masterful/) ## Related quotes > [I'm a high-risk taker on the court in the sense of trying to squeeze things in there.](https://sms4smile.com/quotes/jason-kidd/i-m-a-high-risk-taker-on-the-court-in-the-sense-of-trying-to-squeeze/) [Jason Kidd](https://sms4smile.com/quotes/author/jason-kidd/) > [Leaning forward in your chair when someone is trying to squeeze behind you isn't enough. You also have to move the chair.](https://sms4smile.com/quotes/ellen-degeneres/leaning-forward-in-your-chair-when-someone-is-trying-to-squeeze/) [Ellen DeGeneres](https://sms4smile.com/quotes/author/ellen-degeneres/) > [“Getting anything out of my husband is like trying to squeeze water out when you're stoned.”](https://sms4smile.com/quotes/zadie-smith/getting-anything-out-of-my-husband-is-like-trying-to-squeeze-water/) [Zadie Smith](https://sms4smile.com/quotes/author/zadie-smith/) > [“Love is masterful and confident in His ability to woo and win even the hardest of hearts.”](https://sms4smile.com/quotes/catherine-toon/love-is-masterful-and-confident-in-his-ability-to-woo-and-win-even/) [Catherine Toon](https://sms4smile.com/quotes/author/catherine-toon/) > [ The artistry on the show \[ Underground\] is apparent in each episode. From the riveting writing to the purposeful and precise direction, the masterful… ](https://sms4smile.com/quotes/aisha-hinds/the-artistry-on-the-show-underground-is-apparent-in-each-episode-from/) [Aisha Hinds](https://sms4smile.com/quotes/author/aisha-hinds/) > [Comedy doesn't have to be loud and obnoxious and beat you over the head. It can be this really small detail that, when it…](https://sms4smile.com/quotes/kyle-kinane/comedy-doesn-t-have-to-be-loud-and-obnoxious-and-beat-you-over-the/) [Kyle Kinane](https://sms4smile.com/quotes/author/kyle-kinane/) > [“Behind a life of influence you will find a masterful storyteller.”](https://sms4smile.com/quotes/mollie-marti/behind-a-life-of-influence-you-will-find-a-masterful-storyteller/) [Mollie Marti](https://sms4smile.com/quotes/author/mollie-marti/) > [“My work is masterful as I allow the flow of big ideas and then pay attention to details.”](https://sms4smile.com/quotes/anonymous/my-work-is-masterful-as-i-allow-the-flow-of-big-ideas-and-then-pay/) [Anonymous](https://sms4smile.com/quotes/author/anonymous/) > [I love 'The Wire' so much, and think it's masterful on so many levels.](https://sms4smile.com/quotes/cord-jefferson/i-love-the-wire-so-much-and-think-it-s-masterful-on-so-many-levels/) [Cord Jefferson](https://sms4smile.com/quotes/author/cord-jefferson/) > [Father may have been wanting in some things, but here he was masterful. Night upon night, I marveled at his power to hold listeners…](https://sms4smile.com/quotes/seth-grahame-smith/father-may-have-been-wanting-in-some-things-but-here-he-was-masterful/) [Seth Grahame-Smith](https://sms4smile.com/quotes/author/seth-grahame-smith/) > [I think it's Jerry's masterful fiction writing.](https://sms4smile.com/quotes/tim-lahaye/i-think-it-s-jerry-s-masterful-fiction-writing/) [Tim LaHaye](https://sms4smile.com/quotes/author/tim-lahaye/) > [In 27 years doing this, I've seen a handful of truly great, masterful standup sets. One was Tig Notaro last night at Largo.](https://sms4smile.com/quotes/louis-c-k/in-27-years-doing-this-i-ve-seen-a-handful-of-truly-great-masterful/) [Louis C. K](https://sms4smile.com/quotes/author/louis-c-k/) > [I was deeply impressed and moved by his masterful playing. He was highly polished, profound, subtle, and intense. He was extremely fluent in a…](https://sms4smile.com/quotes/pete-la-roca/i-was-deeply-impressed-and-moved-by-his-masterful-playing-he-was/) Pete La Roca > [“in the judgment of colleagues and of some adversaries, his will to win was unsurpassed and he was often masterful.”](https://sms4smile.com/quotes/anonymous/in-the-judgment-of-colleagues-and-of-some-adversaries-his-will-to-win/) [Anonymous](https://sms4smile.com/quotes/author/anonymous/) > [“Having no applicable skills, in any possible area whatsoever, effectively makes me the master of redundancy. But that info is obsolete, like my insults…](https://sms4smile.com/quotes/will-advise/having-no-applicable-skills-in-any-possible-area-whatsoever/) Will Advise ## More by Rick Wilson > [With every product, the delta between the brand and the reality determines its power over the minds of consumers, and with Trump, that delta…](https://sms4smile.com/quotes/rick-wilson/with-every-product-the-delta-between-the-brand-and-the-reality/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Trump devotees don't care about shrinking the size and scope of government. They don't care about the Constitution. They're not Republicans, except as a…](https://sms4smile.com/quotes/rick-wilson/trump-devotees-don-t-care-about-shrinking-the-size-and-scope-of/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Democrats are holistically bad at politics. They don't know how to fight in the way Republicans do.](https://sms4smile.com/quotes/rick-wilson/democrats-are-holistically-bad-at-politics-they-don-t-know-how-to/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [I'm of the philosophy that you wage a campaign of full engagement and you use every tool in the toolbox.](https://sms4smile.com/quotes/rick-wilson/i-m-of-the-philosophy-that-you-wage-a-campaign-of-full-engagement-and/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [I've knocked out any number of Democrats using ads associating them with the brand toxicity of Reid, Pelosi, and Obama, and before that Ted…](https://sms4smile.com/quotes/rick-wilson/i-ve-knocked-out-any-number-of-democrats-using-ads-associating-them/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [When authority is total, so too is the madness of the man who declares it, and the potential for abuse of power.](https://sms4smile.com/quotes/rick-wilson/when-authority-is-total-so-too-is-the-madness-of-the-man-who-declares/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [For Donald Trump, any opposition, either personal, ideological, or political is treason. Anyone who stands in his path betrays the Great Leader. Anyone who…](https://sms4smile.com/quotes/rick-wilson/for-donald-trump-any-opposition-either-personal-ideological-or/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [FISA targets those who are 'agents of a foreign power.'](https://sms4smile.com/quotes/rick-wilson/fisa-targets-those-who-are-agents-of-a-foreign-power/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Our leaders ranged from bad to extraordinary. But through it all, the GOP was the one party even vaguely amenable to limited-government conservatism, to…](https://sms4smile.com/quotes/rick-wilson/our-leaders-ranged-from-bad-to-extraordinary-but-through-it-all-the/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Barack Obama basically ran as a liberal suburban Republican.](https://sms4smile.com/quotes/rick-wilson/barack-obama-basically-ran-as-a-liberal-suburban-republican/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Trump's 2016 effort could afford to be a shambolic circus; nothing was on the line. He never expected to win and so the rotating…](https://sms4smile.com/quotes/rick-wilson/trump-s-2016-effort-could-afford-to-be-a-shambolic-circus-nothing-was/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Donald Trump's racism is of course an ongoing feature, not a bug.](https://sms4smile.com/quotes/rick-wilson/donald-trump-s-racism-is-of-course-an-ongoing-feature-not-a-bug/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Obama was referred to in terms so glowing, so fulsome, so toadying that it was easy to pin down the journalist class of 2008…](https://sms4smile.com/quotes/rick-wilson/obama-was-referred-to-in-terms-so-glowing-so-fulsome-so-toadying-that/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Trump fans convinced of his strategic genius are welcome to their view, but they're wrong.](https://sms4smile.com/quotes/rick-wilson/trump-fans-convinced-of-his-strategic-genius-are-welcome-to-their/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) > [Part of the sales pitch for the Trump campaign is their unique, esoteric secret sauce based on a rabid cult following motivated by Facebook,…](https://sms4smile.com/quotes/rick-wilson/part-of-the-sales-pitch-for-the-trump-campaign-is-their-unique/) [Rick Wilson](https://sms4smile.com/quotes/author/rick-wilson/) [Explore all 99 Rick Wilson quotes ](https://sms4smile.com/quotes/author/rick-wilson/) ## More Always quotes > [I think performing has pretty much always been a part of me.](https://sms4smile.com/quotes/isa-briones/i-think-performing-has-pretty-much-always-been-a-part-of-me/) [Isa Briones](https://sms4smile.com/quotes/author/isa-briones/) > [I always thought if I was born 2000 years earlier, I would be a monk, probably carving a monastery or some giant pantheon buildings.](https://sms4smile.com/quotes/jenova-chen/i-always-thought-if-i-was-born-2000-years-earlier-i-would-be-a-monk/) [Jenova Chen](https://sms4smile.com/quotes/author/jenova-chen/) > [I always like a character who makes me laugh.](https://sms4smile.com/quotes/rachael-stirling/i-always-like-a-character-who-makes-me-laugh/) [Rachael Stirling](https://sms4smile.com/quotes/author/rachael-stirling/) > [It's always great to see old friends, especially those I have not been able to see in 15 months.](https://sms4smile.com/quotes/william-regal/it-s-always-great-to-see-old-friends-especially-those-i-have-not-been/) [William Regal](https://sms4smile.com/quotes/author/william-regal/) > [When you step out and do a song in a musical, the easier thing to do is make it funny. But when those transitions…](https://sms4smile.com/quotes/kelli-o-hara/when-you-step-out-and-do-a-song-in-a-musical-the-easier-thing-to-do/) [Kelli O'Hara](https://sms4smile.com/quotes/author/kelli-o-hara/) > [I have really good lateral movement. I've always had quick lateral movement.](https://sms4smile.com/quotes/austin-rivers/i-have-really-good-lateral-movement-i-ve-always-had-quick-lateral/) [Austin Rivers](https://sms4smile.com/quotes/author/austin-rivers/) > [There is something magical about being able to feel somebody. And that is something that has always moved me with music.](https://sms4smile.com/quotes/maria-brink/there-is-something-magical-about-being-able-to-feel-somebody-and-that/) [Maria Brink](https://sms4smile.com/quotes/author/maria-brink/) > [Mythology is something that always has opportunities to explore. 'It' has been on Earth for millions of years. He's been in contact with humans…](https://sms4smile.com/quotes/andy-muschietti/mythology-is-something-that-always-has-opportunities-to-explore-it/) [Andy Muschietti](https://sms4smile.com/quotes/author/andy-muschietti/) > [It's not writing in the traditional sense, but I've always said that the writing process continues on the set and even into the editing…](https://sms4smile.com/quotes/robert-b-weide/it-s-not-writing-in-the-traditional-sense-but-i-ve-always-said-that/) [Robert B. Weide](https://sms4smile.com/quotes/author/robert-b-weide/) > [I always watch my matches back 100 times afterwards because that's how I improve. This is something I've always done, even in NXT.](https://sms4smile.com/quotes/mandy-rose/i-always-watch-my-matches-back-100-times-afterwards-because-that-s/) [Mandy Rose](https://sms4smile.com/quotes/author/mandy-rose/) > [I've always been of the idea that is doesn't really matter where you are geographically - with 'Lonerism,' we made half the album in…](https://sms4smile.com/quotes/kevin-parker/i-ve-always-been-of-the-idea-that-is-doesn-t-really-matter-where-you/) [Kevin Parker](https://sms4smile.com/quotes/author/kevin-parker/) > [It's very easy to fool yourself that you're working, you know, when you're really not working very hard. I mean, I'm very lazy. So…](https://sms4smile.com/quotes/robert-caro/it-s-very-easy-to-fool-yourself-that-you-re-working-you-know-when-you/) [Robert Caro](https://sms4smile.com/quotes/author/robert-caro/) > [Whether it was Little League or playing with your brothers or sisters, that was always a problem. If I would lose - because I…](https://sms4smile.com/quotes/cal-ripken-jr/whether-it-was-little-league-or-playing-with-your-brothers-or-sisters/) [Cal Ripken, Jr](https://sms4smile.com/quotes/author/cal-ripken-jr/) > [I always say if you put someone from a small town into a big city for ten years, then when they go back, they'll…](https://sms4smile.com/quotes/mike-colter/i-always-say-if-you-put-someone-from-a-small-town-into-a-big-city-for/) [Mike Colter](https://sms4smile.com/quotes/author/mike-colter/) > [Bayern is always a team that can win the Champions League title in Europe.](https://sms4smile.com/quotes/lothar-matthaus/bayern-is-always-a-team-that-can-win-the-champions-league-title-in/) [Lothar Matthaus](https://sms4smile.com/quotes/author/lothar-matthaus/) Browse all 36,048 Always quotes ```json { "@context": "https://schema.org", "@graph": [ { "@type": "Quotation", "text": "Trump is a masterful con man, he's always trying to squeeze a little more juice out of his marks.", "creator": { "@type": "Person", "name": "Rick Wilson" }, "isPartOf": { "@id": "https://sms4smile.com/quotes/#website" }, "url": "https://sms4smile.com/quotes/rick-wilson/trump-is-a-masterful-con-man-he-s-always-trying-to-squeeze-a-little/", "about": { "@type": "Thing", "name": "Always" }, "@id": "https://sms4smile.com/quotes/rick-wilson/trump-is-a-masterful-con-man-he-s-always-trying-to-squeeze-a-little/#quotation", "image": { "@type": "ImageObject", "@id": "https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg", "contentUrl": "https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg", "url": "https://sms4smile.com/quotes/i/5fe/rick-wilson-6432_always_trump-is-a-masterful-con-man-he-s-always_1535910.jpg", "width": 1080, "height": 1080, "caption": "“Trump is a masterful con man, he's always trying to squeeze a little more juice out of his marks.” — Rick Wilson", "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": "Rick Wilson", "item": "https://sms4smile.com/quotes/author/rick-wilson/" }, { "@type": "ListItem", "position": 4, "name": "Trump is a masterful con man,...", "item": "https://sms4smile.com/quotes/rick-wilson/trump-is-a-masterful-con-man-he-s-always-trying-to-squeeze-a-little/" } ], "@id": "https://sms4smile.com/quotes/rick-wilson/trump-is-a-masterful-con-man-he-s-always-trying-to-squeeze-a-little/#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 } } ] } ```