Pardoned for Fraud, a CEO Mounts His Comeback: 'We Can Trust You Now'
46 points by jgalt212 8 hours ago | 85 comments

game_the0ry 7 hours ago
I struggle to understand the psychology of how founders who are clearly incompetent charlatans get second+ chances -- they couldn't do fraud successfully but investors have a faith they could do business successfully. But they still get funding (like adam neumann of wework fame) and full on "narrative tongue baths" by the business media community (like this wsj article on trevor milton).

Why? I struggle to understand the incentives + motivations here.

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alex_c 7 hours ago
The past failure is in the abstract, and in the past. And anyway, they were unfairly maligned. There is an inside version of the story that they will be happy to tell you, which was clearly not their fault.

But that is neither here nor there. What is important is the now, and in the now you are in the presence of someone who is Good At Making Money. And you too, by joining forces, will be Making Lots Of Money with this charismatic person, who can clearly achieve great things and will be clearly avoiding any past missteps that may have caused their downfall right before reaching greatness (but weren’t their fault anyway).

Think of the future, not the past!

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jongjong 7 hours ago
This guy is a crook. Every adjective you could use to describe this guy goes against my core values.
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busyant 7 hours ago
I suspect the person you replied to was being subtly sarcastic. edit: but honestly, I'm not sure.
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alex_c 42 minutes ago
I thought I was laying on the sarcasm pretty thick. But I guess it’s harder and harder to tell these days!
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jongjong 6 hours ago
It's hard for me to tell because I've seen this multiple times in my career (in tech). People wasting investors' money getting funding over and over while those actually building stuff get suppressed.

I swear there are some people who control a lot of money who are just having fun ruining people's lives for laughs.

There are people who spend years working for some company, betting their career on it but it turns out the whole thing was some kind of inside joke.

My view is that some companies are basically somebody's toy and the employees are part of the entertainment like a personal reality TV show for some rich person so they can play-act as a hotshot entrepreneur.

Probably it serves as some kind of inflation control mechanism. If you have a lot of money and want to spend it without driving inflation, you have to find things with extreme diminishing returns and you have to invest in people who value such things.

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busyant 3 hours ago
Thanks for the reply.

The only thing I can add (regarding the motivations of people willing to invest with a fraudster) is that many people invest with the belief that they'll make money because they are just part of the scam and they assume there's a greater fool somewhere down the line.

But that's probably obvious.

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ahf8Aithaex7Nai 7 hours ago
The reason for this is the same as why real estate is so expensive and the price of gold is so high. There is far too much capital accumulation among the ultra-wealthy, who don’t know what to do with all that money. The expertise of someone like this founder lies simply in recognizing that this is the case and that it can be monetized.
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exogeny 7 hours ago
There was a great Money Stuff blurb about that w/r/t Adam Neumann. I can't find it to quote it directly, but the gist was that if you disabuse yourself of the notion that Neumann was playing a game of entrepreneurship and good-faith empire building, and instead conclude that the game he was playing was shameless capital extraction, every step and action he took suddenly makes sense.

The truly amazing thing, especially the second time around, are the supposedly sophisticated investors who fall for it. "Oh, he's learned his lesson -- he won't do it again!".

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game_the0ry 7 hours ago
> ...if you disabuse yourself of the notion that Neumann was playing a game of entrepreneurship and good-faith empire building, and instead conclude that the game he was playing was shameless capital extraction, every step and action he took suddenly makes sense.

Sort of. I get the capital extraction part, but you also need to be a good steward of capital and make a profitable business out of it. He failed badly at the later part, and his reputation is an obstacle for the former.

Not saying you are wrong, but if I am a "capital allocator" at a16z, he would be no-go.

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nradov 7 hours ago
Some of those sophisticated investors are also engaged in shameless capital extraction. Their investment thesis is based on the "Greater Fool Theory": they're gambling that they can dump the inflated assets on another bag holder before it blows up.
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game_the0ry 6 hours ago
But they might end being the bag holder themselves. And is the reputational risk worth it? I would say - no.
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gaoshan 6 hours ago
Charisma and connections are pretty much all it takes. Really only connections are needed but since these people are coming back from being exposed they need charisma to assuage the concerns of their connections.
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madeofpalk 7 hours ago
I recently invested a small amount of money in an early stage company where I had to declare I was either a 'high net worth individual' or a 'sophisticated investor'. The mutually exclusive clause seemed important to me.
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enoint 6 hours ago
In the US, we have this class called “accredited investor”
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philipwhiuk 7 hours ago
Maybe you become both by not investing in such a company.
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jongjong 7 hours ago
I just can't comprehend the mental process or discussion that happened which led to this guy getting a pardon.

It's just hard to imagine that anybody would give a f about this fraudster. Only explanation is he must know some dirt on someone.

It's clear now. Modern society runs on blackmail. There's a blackmail hierarchy all the way to the top.

I bet there are many people out there just making a living from just knowing dirt about people.

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freediddy 7 hours ago
Look how many people couldn't care about Epstein and the fact he was a convicted sex offender. Bill Gates didn't care and he was literally the richest person in the world at one point.

The rich VCs and billionaires and aspirational billionaires only care about doing what they want to do and don't care what the peons like us think or care about.

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jongjong 7 hours ago
These fraudsters who get second chances have got blackmail. Trust me, all the people we see in the media are sharks. They only help each other if they feel a threat or have something to gain.
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elzbardico 7 hours ago
Having a great exit is the golden dream for VCs.

But having founders that raise lots of money also have a value in itself even if the business fails in the long run.

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game_the0ry 6 hours ago
But you also have to build a business with the money you raise, or else you kill your reputation along the way.
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elzbardico 6 hours ago
As the founder, yes. For the VCs there's not a lot of consequences by having hyped things like Theranos or WeWork.
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game_the0ry 5 hours ago
I guess I would make a terrible VC, bc my money and reputation would matter to me.
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TrackerFF 7 hours ago
They are charismatic. They know how to work people.

If you've ever worked with narcissists and sociopaths, you'll soon enough discover that they will do anything to get what they want. And they are professionals at playing people.

They know what to say, how to present themselves, how to make their story, and what strings to pull on the people they try to convince.

Some investors are also willing to suspend their disbelief - thinking that if they are the first to ditch to bag, there's money to be made...as long as they're not the ones holding the bag.

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watwut 7 hours ago
Because those investors have exactly same moral and ethical framework. The fraud is just another legitimate way to make money to them. It is the same thing with Epstein or meetoo ... they were actually fine with all that and whoever complains is just pesky idiot.

This article is not praising trevor milton tho.

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nerevarthelame 7 hours ago
On top of the fraud convictions, Trevor Milton was credibly accused of sexual assault by his own cousin and a girl he employed. Both victims were minors at the time.

https://www.cnbc.com/2020/09/29/two-women-file-sexual-abuse-...

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ryandrake 7 hours ago
> It was wiped away with a phone call. In March 2025, Trump called Milton to tell him he had signed an unconditional pardon. Milton had styled himself as a political victim of the Biden administration, and Trump agreed.

Birds of a feather flock together.

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chneu 7 hours ago
Its not rape when the president doesnt believe rape is possible for a rich man to commit.
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worksonmine 6 hours ago
[flagged]
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muwtyhg 5 hours ago
You seem to be making an assumption on what comment the OP is referring to. Could you provide us the quote you think has "gone through many rounds of telephone"?
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hermannj314 7 hours ago
The President has plenary authority to grant pardons and I imagine a time, in the near future, when questioning any authority of this administration would he deemed an act of treason.

Therefore, I wish only the best of luck to never-committed-a-crime Trevor Milton and to the infallibility of our dear leader in his wise and judicious use of the power he has been given by God and the Constitution.

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enoint 4 hours ago
Coming soon to an email signature near you
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dogemaster2025 7 hours ago
[flagged]
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Nihilartikel 7 hours ago
You seem a bit... political. What's your favorite tech stack?
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dogemaster2025 44 minutes ago
It’s a political sub-thread.

What is a tech stack? Is that what people used to do back in the day before people started building using English? Interesting!

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arbuge 7 hours ago
Whenever I see any news about this guy, I always think of this:

https://news.ycombinator.com/item?id=38686150

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enoint 4 hours ago
Lovely. Utterly untrustworthy except for the important case of identifying others like him.
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some_random 7 hours ago
Just for once I want "CEO convicted of fraud making their comeback" to come back with some really boring business. Like, I want Elizabeth Holmes to serve out her sentence then come out swinging to raise funds to vertically integrate pallet construction.
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notlenin 7 hours ago
I feel like part of the secret to being that type of CEO is that whatever your business is, you can spin it into something "oh my god, much wow".

Like it won't be just "vertically integrating pallet construction", it'll be "a heartwarming revolution in the construction of pallets, now with AI and blockchain".

Kind of like how TFA mentions that Milton's new SyberJet will "pioneer AI flight".

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some_random 2 hours ago
This could make a funny bit as well now that I think of it, advertise your new enterprise as an AI NFT Blockchain Distributed Pallet Revolution but under the hood it's just a sensible Harvard Business School rollup.
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seanhunter 6 hours ago
Exhibit A: Adam Neuman, who somehow convinced people that office rental + shitty app that didn't work was "The first physical social network" and therefore deserved a tech company valuation.

And to be clear he's not been convicted of fraud, he walked away from the cash bonfire with over a billion dollars.

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chneu 6 hours ago
Sell me this pen
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jlarocco 7 hours ago
If there were any justice, after jail these fraudsters would be working low paying jobs like fast food and retail, and the CEO jobs would go to people who haven't been convicted of fraud.

But of course they'll leverage their connections and get high paying jobs like in this case.

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elphinstone 7 hours ago
How about Holmes comes back and works at Starbucks? Why should we want known criminals and con artists back in positions of power and trust? Investing in someone like that is a breach of fiduciary duty. Give the opportunity to some worthy unknown, not known liars and criminals.
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JohnFen 4 hours ago
> How about Holmes comes back and works at Starbucks?

I wouldn't trust her to make my coffee.

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etempleton 7 hours ago
In my experience, people who are compulsive liars or those who are willing to make large or repeated deceptions for personal gain never change. It is as natural to them as breathing. Some of them I am quite convinced believe their lies, but the net result is the same.

I don't know Trevor Milton. I have never met him. Maybe he isn't a compulsive liar but just got in over his head and was trying to make it work. But I know I would never invest in something he is doing.

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chneu 6 hours ago
They believe other people are doing it and by not doing it they are selling themselves short.

Theyre not exactly wrong

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hliyan 7 hours ago
Isn't this also in line with recent proclamations by at least two venture capitalists that they do not reflect / introspect / dwell on consequences in any way?
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kjksf 7 hours ago
No because you don't understand what Andreessen means by reflection / introspection.

He obviously thinks you should learn from your mistakes and that you must be an avid and quick learner.

But learning skills is not what introspection / dwelling is.

It's spending times on thoughts like "what should I be doing with my life". "I can't believe how much of a victim of the system I am".

And he specifically contrasted it against doing stuff.

Writing code >>> walks in the woods.

Obviously reflection is necessary to recognize mistakes of the past. What Andreessen was talking about that you should spent majority of your time acting not reflecting. Not that you should spent 0 time reflecting.

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philipwhiuk 7 hours ago
> introspection / dwelling

It's surprising to me that you consider these equivalent.

Introspection is a process of discovery, to uncover a deeper cause why you did something.

Dwelling is when you can't let go.

Introspection is important. Dwelling is problematic.

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close04 7 hours ago
> Trevor Milton’s conviction for defrauding investors in truck company Nikola was wiped away

Best justice money can buy.

> He’s now raising funds for a new jet he claims will transform flying

With his history building the "truck that can roll unpowered down a hill" I shudder to think just how his jet would transform flying.

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PatentlyDC123 7 hours ago
The old Buzz Lightyear: falling, with style
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enoint 3 hours ago
One insight might be that airlines and aircraft manufacturers get bailed out often.
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notlenin 7 hours ago
they're going to pioneer "AI flight" :D
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jadbox 8 hours ago
The favor trading corruption is blatant without shame. More of the media should be highlighting these cases.
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Invictus0 7 hours ago
For anyone that hasn't seen it, or just wants to reminisce, here's Hindenburg's report on Nikola, Milton's previous scheme. It is a truly hilarious read.

https://hindenburgresearch.com/nikola/

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josefritzishere 7 hours ago
I cannot fathom the thinking of any party investing in the new company of a convicted fraudster.
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notlenin 7 hours ago
> In August [2022], it was announced that Andreessen Horowitz had invested in Neumann's new residential real-estate company, Flow.

source: https://en.wikipedia.org/wiki/Adam_Neumann

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seanhunter 6 hours ago
Not only did they invest, but if I'm not mistaken, at the time that was the biggest single check that Andreessen Horowitz had ever written. It's completely baffling to me.
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nradov 4 hours ago
And they invested more in 2025.

https://a16z.com/announcement/flow/

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Nihilartikel 3 hours ago
Exactly! Any knowledgeable observer would have expected him to run for elected office instead.
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kotaKat 8 hours ago
"Investor documents reviewed by The Wall Street Journal said the goal is for the plane to be the first light jet to focus on artificial-intelligence flight."

Oh cool, can't wait for the vibe-coded autopilot to CFIT into the Rockies or dump itself into the ocean that it thought was totally a runway while a completely untrained, inexperienced hot shot with $10 million to blow flies this generation's V-tailed doctor killer[1] to their final destination.

[1] https://en.wikipedia.org/wiki/Beechcraft_Bonanza

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crote 7 hours ago
What is it even supposed to mean?

Airplanes have had autopilot (the genuine kind, not Musk's snake oil) for ages now. Commercial airlines have been using autoland on well-equipped airports for decades. Garmin's fully autonomous emergency autoland has already saved a few Cessna owners' lives. With the ongoing adoption of CPDLC the ATC-to-pilot link is also actively being automated and standardized.

There are no big technical hurdles left to solve! The main thing preventing fully-automated flight from taking off is the industry and regulators (rightfully) being incredibly conservative, and preferring paying pilots over the horrible PR fallout of an incident aboard an automated flight killing hundreds of people. Artificial intelligence isn't going to be of any help here!

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nradov 4 hours ago
You seem to be confused about the reasons. Fully automated flight is technically feasible (with the right equipment) under normal conditions. However, it will never be a replacement for a pair of human pilots for Part 121 commercial passenger flights — at least not without some fundamental advancement in AGI. The problem is not with routine flight operations but with emergency procedures. By their very nature, emergencies can't be anticipated and it's impossible to write code in advance to handle them. Whereas humans can improvise solutions on the fly based on first principles. A prime example is US Airways Flight 1549 "Miracle on the Hudson" where the pilots intentionally disregarded parts of the emergency checklist to safely ditch in the water.

The Garmin Autonomí autoland system is an amazing technical achievement but it's intended as a last-ditch way to save the passengers when a Part 91 single pilot is incapacitated. It would never be approved for routine non-emergency use and can't even take VHF radio instructions from controllers.

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kotaKat 7 hours ago
The technical hurdle to solve they feel is getting the barrier to 'flying' dumbed down even more. They want this to be something that Joe off the street can get in with minimal flight training and go zip around in a high performance jet once their vesting clears and they can cash out a few mill.

So... basically, an even more digital cockpit with more touchscreens and less verbatim information presentation on the screens. Why give you multiple engine gauges for N1, N2, temps, etc, when we can just give you one dumb "Thrust" gauge? Why make programming the autopilot a fifteen day course on the ground when you can just have a LLM figure out what your flight plan should be and punch it all in automatically?

It's like how Cirrus positions themselves to be the family SUV of the skies with their products and falls back on "just pull the chute / push the Autoland button, bro".

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nhinck3 8 hours ago
Sounds like he's on the verge of developing a valuable product then.
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6510 7 hours ago
You are missing the advantage of having an AI to blame everything on.
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jgalt212 8 hours ago
> "There's a sucker born every minute" is a quotation often associated with American showman P. T. Barnum (1810-1891), although there is no evidence that he actually said it. Early instances of its use are found among salesmen, gamblers and confidence tricksters.

https://en.wikipedia.org/wiki/There%27s_a_sucker_born_every_...

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Zealotux 8 hours ago
Fool me once, shame on you...
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JohnTHaller 4 hours ago
Translation: Convicted fraud pardoned by convicted fraud is likely gonna fraud again
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exogeny 7 hours ago
Pathetic. Everyone in this story is pathetic. Trump, Milton, all of them.
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NickC25 8 hours ago
I'm sorry, but anyone Donald Trump has pardoned for fraud should not be trusted at all. It's literally a matter of "game recognizes game". If Donald Trump gets a cut of the fraud, that's all that matters to him.
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boca_honey 7 hours ago
That's was the article said. I think you understood it incorrectly.
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JoshGG 8 hours ago
Says a lot about whether you can trust the WSJ.
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boca_honey 7 hours ago
Why would you say that? The article was basically a hit piece on the guy. "We can trust you" was a quote from an associate, as you surely remember from when you read the whole article.
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schmidtleonard 3 hours ago
Messaging is attention-weighted. It always has been, but the exploitation of this fact has been on the rise and in 2026 everyone should know it and internalize the consequences: if you signal boost statement A and bury nuance B, you are promoting statement A, flat out, completely independent of what B brings to the table.
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boca_honey 42 minutes ago
"We can trust you now" has quotations marks in the title. That means a verbatim quote from a source. Sure, messaging should be clear, but we must expect basic reading comprehension and jornalistic literacy from people that participate in a place like a Computer Science forum, while reading The Wall Street Journal.
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schmidtleonard 8 hours ago
"Convicted fraudster pardons convicted fraudster therefore you can trust convicted fraudster."

Wild!

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ttubrian 8 hours ago
'We Can Trust You Now' is a quote in the story from the subject. The subject himself claims:

“I walk into meetings now, and I’ll get high-fives from the most wealthy people in the world,” he said. “They’re like, ‘Welcome to the club. You can withstand the fire. We can trust you now.’”

The WSJ interviewed him and is reporting information about his past. I think the article portrays him as extremely shady and untrustworthy. Not sure what you could be seeing here to demean the WSJ.

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superxpro12 7 hours ago
Shades of Goodfellas when Henry did his time and was welcomed back with open arms.
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huhkerrf 7 hours ago
There's a school of thought that reporting on a bad person without coming out and saying "this is a bad person" is akin to endorsing that person.

Myself, I think people are mature enough to be able to read past a headline and come away from this with a clear eyed view of this fraudster.

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bloomingeek 7 hours ago
My rule has always been, forgive people, but never forget what they did. After they've made restitution, help them back to their feet, but don't let them ever get to the place where they can fail the same way. And whatever you do, don't let them get into a leadership position. They've already proved they can't help themselves when the pressure in on.
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schmidtleonard 2 hours ago
> I think people are mature enough to be able to read past a headline

What trainwreck of misconceptions could possibly compel an otherwise reasonable person to believe something so ridiculous?

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watwut 7 hours ago
I agree with you on the first part. But, if one needs to read past headline to find the opposite of the headline is truth, headline deserves all the criticism in the world.

Headline is what is presented to the world. Headline is the claim being made to people who dont find the topic interesting. And majority of the people dont find all the fine details of pardoned CEO situation interesting. So, yes, if the headline lies, the news deserve to be criticized.

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seanhunter 6 hours ago
And pretty much rule number 1 is if someone says "you can trust me" you cant' trust them. Trustworthy people generally don't need to say things like that.
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