The last 8 years have convinced me that Trump is sui generis. There are many reasons for his uniqueness as a politician, but the one I would like to explore today is that his background and temperament make him an expert at something many of us are not that good at: exploiting loopholes. There’s a reason we’re not that good at it, and it’s because most of us aren’t really trying to game the system, and if everyone games it in the same way, the system responds and shuts down that loophole.

And yet, every system can be gamed. I’ve repeated this Henry Kissinger quote many times: “Every solution is a ticket to a new problem.” You really can’t completely game-proof institutions. It’s like whack-a-mole. You find a loophole, shut it down, and another one opens up. It’s like mercury in the desert. You step on it, and it rolls away and reforms into a puddle elsewhere. The best we can do is keep chasing the loopholes and shutting them down. The worst we can do is allow those who game the system to run the system, but here we are.

Donald Trump has been known to exploit various legal and regulatory loopholes throughout his business and political career. Here are some prominent examples:

  1. Tax Code Exploitation: Trump reportedly used provisions in the tax code to avoid paying federal income taxes for several years. By declaring substantial losses on his real estate holdings, he was able to offset future income and reduce his tax liability significantly. The IRS allows for real estate developers to claim depreciation on their properties, and Trump leveraged this to avoid paying taxes in profitable years.
  2. Campaign Finance Loopholes: Trump has utilized campaign finance laws to benefit his businesses. For example, during his 2016 campaign, Trump directed campaign funds to his own companies, including payments to Trump Tower and other properties he owned. This self-dealing allowed campaign funds to be funneled back into his businesses legally, though it has been criticized as ethically questionable​.
  3. Charitable Foundation Misuse: The Trump Foundation faced scrutiny and was ultimately dissolved after being accused of using charitable funds for personal and political purposes. This included purchasing personal items, settling legal disputes, and supporting his campaign, which was outside the intended use for a tax-exempt charity​.
  4. Bankruptcy as a Business Strategy: Trump has used corporate bankruptcy filings as a way to restructure debt for his various business ventures, including casinos and hotels, without personal financial loss. This is a legal strategy, but using it multiple times has raised questions about his business practices and the ethics of leaving creditors unpaid​.
  5. Real Estate Valuation: In various financial and legal contexts, Trump has been accused of inflating or deflating the value of his assets based on what would be advantageous. For instance, he has reportedly valued properties higher to obtain loans and then valued them lower for tax purposes, taking advantage of varying valuation practices across contexts​.

These strategies highlight the ways Trump has used available legal mechanisms and regulatory gaps to his advantage in business, taxes, and politics. Loopholes may be technically legal, but they transgress social norms, are often viewed as unethical, and lead to perceptions of unfairness.

The previous norm, even in politics which are notoriously corrupt, was for politicians to mostly try to adhere to the “spirit of the law.” The reason for that is because voters would “vote the bums out” if they were unethical or broke norms. No matter what you did, you had to be able to convince people you did it for the “right” reasons, that your heart, your morality and your ethics were at least in the right place. If you transgressed, it wasn’t for selfish reasons. Or if it was for selfish reasons (sexual peccadilloes, for example), the casualties were all personal (wives, mostly), not national. No constituents were harmed in the process. But now, all bets are off.

In Trump’s first run for president, he ran on the promise to “drain the swamp,” which to him might have meant to skim the profits of the presidential power directly into his own pocket, but to his voters probably meant to curb government regulation and spending, inertia, and the “deep state,” whatever the hell that means. And honestly, why not do both? I’m sure that’s possible. But whatever he does, Trump is definitely going to get his.

Romney once said that not paying more than a cent he had to in taxes made him smart. Sure. But I think the critique was that the rich were able to exploit loopholes that the working class did not have access to, as well as advantages in terms of fancy accountants and lawyers, off-shore accounts, and moving assets into non-taxable structures. In short, the less power you have, the less you are able to get ahead through loopholes. It’s a recipe for a kleptocracy. And of course, as we all know (those who read W&T anyway), the Church did some shady-as-hell financial shenanigans to hide its extensive assets because leaders were afraid that if members knew about their amassed wealth, they would stop paying tithing. Avoiding detection was worth the $5M SEC fine. It reminded me a little bit of a former bishop I had who was often accused of law-breaking because he was a notorious speedster. His answer was “I obey the law. I pay all my traffic tickets.”

Honestly, Trump has brought many loopholes to light (in exploiting them) that I have never even heard of before (how to get unconventional appointments done without congressional approval is a new one this week), and he’s using them to full advantage. It’s not to say no other politician has exploited loopholes–Nancy Pelosi’s stance on insider trading is a damning example on the left–it’s just that he’s like a genius at it and has literally no shame about it.

So what’s wrong with gaming the system? It’s a pretty anti-social approach to life with negative impacts to society:

  • Erosion of trust. The general public loses faith in institutions because the powerful are able to control them through gaming the system for their own benefit. It’s unfair.
  • Increased inequality. The wealth gap increases (and the power gap) when loopholes are exploited.
  • Misallocation of resources. Outcomes may differ from the intended purpose of the organization or funds.
  • Undermining of regulatory systems. It leads to more regulatory activity, which then leads to extremely complex legal frameworks to try to close off the gaming, but it really just makes the whole thing a tangled mess.
  • Loss of social cohesion. Unfair systems create resentment among the public which leads to polarization and disenfranchisement.

Legalistic thinking often leads to exploitation of loopholes; you have to find the loopholes to game the system, and there are always loopholes. We are operating in the most legalistic era in the Church with Oaks basically running the show. As a retired jurist, he believes in the law, which means a focus on legislating morality (because the Church is…a church) and closing down anything he considers a loophole that members are exploiting or might exploit, at least if it’s something he cares about. And there are plenty of members who approach their membership in a legalistic manner! If they check all the boxes on the list, they win salvation. If there’s a loophole in there, and they exploit it, they can still win.

Tim Ballard exploited the hell out of some loopholes in convincing women that his sexcapades were necessary to “save the children.” The Provo Police Dept was afraid that BYU students who were raped were using a “loophole” of reporting their assaults to the police directly to escape detection by the BYU Standards office, so they funneled police reports directly to Dolores Umbridge (who I assume runs the Standards Dept) so that those rape victims could also be put through the school’s wringer for any of their own minor sins that occurred surrounding their assault–such as becoming pregnant from the rape. Speaking of BYU, “soaking” which made its public debut in the hilarious Jury Duty series because that’s just how crazy that phenomenon was, is a primo example of loophole exploitation (no pun intended).

My own moral compass has always been to try to follow the spirit of the law, which frankly means I’m all too ignorant of what the actual laws are. It’s one reason that I was supremely miserable as a missionary for the twelve hours I actually tried to comply with the “white Bible” rule book with exactness. It was full of really ticky-tack rules that were just kind of silly and not actually necessary to the spirit of the law. Things like how much my luggage weighed (too much, as it turns out). Leaving five minutes late in the morning is apparently a violation. Being a jerk to your companion is not.

But we’re in Trump’s America again, and that means if you aren’t gaming the system, you’re probably one of the suckers and losers who thinks we’re all in this together. And to the extent this is an American Church (a large extent) full of Trump supporters (63%, apparently), the majority are OK with this thinking. Maybe they always were.

  • Do you think church members are legalistic or spirit of the law types? Is that shifting? Does it differ by their position in the Church?
  • Do you know people in the church who have gamed the system? What examples do you have?
  • Do you think this will forever change norms in American politics? In religious institutions?

Discuss.