The Simpson’s Fraudster


Tim Heidingsfelder was a nondescript, mousy little feller who had no charm, but he found a way to channel those characteristics into some real money. His physical flaws eventually led to a fatal flaw to Tims’ plans, when he successfully attracted the attention of a young, attractive, and unusually charismatic woman.

Tim Heidingsfelder probably considered his unremarkable characteristics a curse for much of his life. He was not an ugly person, not even during puberty. He never had acne, freckles, or notable blemishes on his face, but there was something about his bone structure that just wasn’t strikingly attractive. He had no chin, no discernible cheekbones, and no attributes we would call remarkable. As he grew into a man, Tim probably found his dating opportunities somewhat limited. They weren’t non-existent, but the rejections he received in high school surely helped shape the man Tim Heidingsfelder would become. 

When Tim Heidingsfelder decided to commit his first act of fraud, however, he found his unremarkable characteristics conducive to thwarting capture. As a fraudster who planned to live the high life and buy the most expensive items he could with other people’s money, he didn’t want people to notice him. He didn’t want people to remember or recall his features. 

No one remembered Tim Heidingsfelder when he checked into our hotel, but the entire front desk staff was skilled in making guests feel welcome. We would welcome every guest with a hearty, “Hello!” when they check into their hotel. We learned how to strike up a casual, fun conversation with every guest who walked in, “Hey, you’re from Michigan? Go Blue!” Our fellow, front desk employees did whatever they had to do to make every guest feel welcome and special. Yet, if those Michiganders ran into that friendly employee, hours later, even the best hotel employees probably wouldn’t remember them. We were just so good at making our guests feel welcome that they were shocked when we didn’t remember them. The problem for a hotel employee working at a large hotel is that there are just so many faces we saw in a day and so many conversations we had that if a guest didn’t say or do anything remarkable, chances are we wouldn’t be able to pick them out of a police lineup. It’s the perfect climate for anyone seeking anonymity. 

Tim Heidingsfelder wasn’t an outgoing type, but from what I heard, he wasn’t a quiet, loner either. (I only had one interaction with him, as I’ll detail below.) No one noticed Tim Heidingsfelder in the course of that day, and his daily routine allowed him to remain as anonymous as every other guest in our hotel. Throughout his elongated stay, however, Tim Heidingsfelder couldn’t help noticing how attractive the young women working behind the front desk were every time he passed.

It’s all about the money, is the first cardinal rule of fraudsters, and those who attempt to try to catch them. A fraudster needs to keep their crimes small and unremarkable, so they don’t hit the queues of investigatory agents. As most fraud investigators will tell us this might seem relatively easy, but it’s hard for a fraudster to fight greed. The second cardinal rule for fraudsters, based in part on the first one, is don’t bring unwanted attention to oneself. For Tim Heidingsfelder, and his unremarkable features, this was a relatively easy rule to manage. The man could slide in and out of just about any room unnoticed. Yet, when a late 40’s/early 50’s man stands face to face with an extremely attractive young woman, and that young woman looks through him, it can cause that man to do things he may not otherwise do.

The traveling businessman is the bread and butter of most hotels. Depending on the needs of their business, some businessmen can stay at a hotel 100 days a year. “First of all, you can forget the idea of having a family,” a traveling businessman informed me one day as we discussed the plusses and minuses of his profession. “Why?” he asked, repeating my question. “What kind of child would I raise being on the road an average of 100 to 150 days a year. What kind of marriage would I have? The life of a traveling businessman has its perks of course, but those of us who have done it for any length of time know it’s a lonely, sometimes grueling lifestyle.” I witnessed the effects this lifestyle could have on a person secondhand, and I saw them gather at the front desk to have conversations with front desk employees just to have some normal, non-business conversations in a day. I also noticed most of them centered their focus on the attractive women behind the front desk. It dawned on me, after the traveling businessman told me about the pratfalls of the profession that making an attractive young woman laugh could provide them a needed respite from their empty, relatively meaningless existence.

Tim Heidingsfelder was not a traveling businessman, but he was apparently as lonely as they were, and this otherwise unmemorable man needed to try to make one of these young women behind the front desk laugh. Based solely on his appearance, we later guessed that Tim Heidingsfelder probably had few opportunities in life to do so.

When he stopped by the front desk for whatever reason he dreamed up, Tim didn’t just stop to say hello, he didn’t just pick up a fax, or engage in the various business-related conversations that occur between hotel employees and guests. Tim Heidingsfelder stopped to chat. He stopped to shoot the stuff with some of these attractive, young women. He stopped to get to know them, so they could know him.

The best looking young employee at the front desk also happened to be the friendliest. Cheri Lee was so attractive and so skilled at engaging in short, friendly conversations with guests that she quickly became a favorite among the hotel’s businessmen and long-term guests. It took some of us naively stepping into these conversations —to do our job and add to the guest’s enjoyment– to realize they weren’t stopping by to chat … with us. They only wanted to chat with Cheri Lee, to impress her, and hopefully, one day, make her laugh. After a few of these chats, Tim Heidingsfelder asked the other front desk employees where Cheri was one day. When they told him that she had the day off, he was visibly disappointed.

As with most of the lonely, nondescript, and homely looking traveling businessmen who stayed at our hotel, Tim Heidingsfelder’s sole focus in life became Cheri Lee. According to the law enforcement officials on the scene, he spun a decade long, elaborate web of fraud and deceit. They couldn’t elaborate on the details, of course, but the little tendril he dropped to impress Cheri Lee proved a fatal flaw to his scheme. 

He probably didn’t fully appreciate the fact that the hotel paid Cheri Lee, and everyone else on their staff, to laugh at guests’ jokes. Some of the guests we talked to on a daily basis were genuinely funny. Some of the times, we laughed politely to fill the void after their punchlines, and some of the times, we laughed because it was good customer service to let guests think they were funny. Cheri had a gift for making all of her laughs sound the same. Tim Heidingsfelder enjoyed this so much that he pursued their professional relationship to its fullest extent. We don’t know if he had romantic plans with her, but after a couple of conversations with Cheri, he did everything he could, every day, to leave an impression on her.

“I’m a writer for The Simpsons,” Tim told her one day. “The Simpsons creators sent me to your city to scout it as a probable location for a future episode.” Was this lie something he dreamed up before he made the hotel reservation? Did he scheme it out beforehand with an algorithm of answers should anyone question him, or did he develop it for the sole purpose of impressing Cheri? How many lies did he think up before he landed on this one? Did he nix some, because they weren’t impressive enough? Did he nix others, because they were too grandiose and subject to fact-checking. We don’t know, but we think he locked in on The Simpsons’, Goldilocks lie, because it didn’t violate the cardinal rule of bringing too much attention to himself. He dropped the line matter-of-factly, and he didn’t elaborate too much. Yet, this seemingly harmless lie would eventually prove to be a depth charge that once detonated would expose all of his plans. 

Cheri Lee was undeniably attractive and charming, but if Tim was better looking, richer, more successful, or more charming he may not have tried so hard with Cheri Lee. A man who looks like Tim just doesn’t make people who look like Cheri laugh very often, and when they do they want to do it more often. A man like Tim doesn’t know what it’s like to impress women who look like Cheri, and when they do it’s intoxicating, and it becomes the sole focus of their life.    

When Tim dropped that line on Cheri, he accomplished his shortsighted goal of impressing Cheri. When I arrived at work the next day, Cheri was all a twitter about it. “Did you know we have a celebrity in the hotel today?” she said artfully spooling out the scoop she had. “I know you’re a fan of The Simpsons, and I know you’re a writer,” she told me. “Well, we just happen to have a guest who is both a writer and a writer for that show.”

“Seriously?” I asked.

“His name is Tim Heidingsfelder,” Cheri Lee said. She told me that he was at the hotel on an elongated stay to scout our city as a probable location for a future episode.

“You’re kidding me?” I said. “That is so cool.” I thought about how cool it might be to meet him. I thought about how cool it would be to see our city depicted in animation, and I thought about how cool it would be to talk to a paid writer to learn from his path to success.

When I finally met Tim Heidingsfelder days later, he didn’t look like a writer, but what does a writer look like? Do they all look like James Joyce, professorial and bespectacled with patches on their elbows? Tim Heidingsfelder didn’t look that way, but either did Ernest Hemingway. I was not the least bit suspicious in other words. I talked with Tim Heidingsfelder with a co-worker standing over my shoulder listening. He unsuccessfully hid his laughter while two writer nerds talked craft.

“This is just so cool meeting you,” I said, “and I love what you, and the Simpsons’ higher-ups plan on doing for our fair city.” The man was cordial and apparently as impressed with me as I was with him. Throughout our introductory conversation, I told him that I was a writer and a huge fan of The Simpsons. “As a writer, I always pay attention to the credits that list the writers of the show,” I said proudly, “and I don’t remember ever seeing your name.

“Well,” Tim said. “You probably pay attention to the opening credits. Right? Yeah, I’m what you call an uncredited writer. I have yet to have one of my episodes aired,” he said with some chagrin.

“Shows, like The Simpsons,” he furthered, “have a number of staff writers, and most of us have never had one of our episodes picked up.” That was a great answer, because I read and watched a number of “behind the scenes” and “the making of …” stories about my favorite TV shows. I knew about writers’ rooms and head writers, and it wasn’t much of a leap for me to believe that most writers on staff don’t receive accreditation. I figured that if I really wanted to find his name, I could look at the long list of names that appear at the end of the show. I never did. I was never that interested or suspicious.

While Tim and I talked about the craft of writing, I could tell he wasn’t as into our conversation as I was. I figured that was the natural order of things. I figured he was one of the lucky few who someone paid to write, and I wasn’t. I also figured that by the time I met him, he had been a paid writer for so long that it was no longer special to him. Tim Heidingsfelder gave me no reason, at this point in our conversation, to suspect that he was anything less, or anything more than a writer for The Simpsons.

At one point in our conversation, I feared that I was playing the role of the fan, an annoying, uninformed and pathetic fan. I thought my end of the conversation was mundane, in other words, and I searched for a way to impress this man. I wanted a knockout blow. I wanted some little nugget of information that would prove I wasn’t just a fan. I don’t know what I hoped to see this man do, raise an eyebrow, smile an appreciative smile, or what, but I didn’t think my question would gain me anything. I just wanted to make an impression. 

I searched for that knockout blow while asking him other, insignificant questions, such as what he thought was the best joke he submitted, and he said, “Oh, there have been so many. It’s hard to pick one.” I asked him what it was like to be in a writing room, and I thought of a couple other nerdy, fanboy questions, but I couldn’t come up with that one big question that would blow him away. After a few more exchanges, it hit me. 

What I didn’t know in the moment I spent waiting for him to stop talking was that the question I had would eventually reveal Tim Heidingsfelder’s harmless lie for what it was. The moment after it dawned on me, I couldn’t wait to ask it, as Tim continued to answer my previous question in a congenial manner. The moment he finished, I launched into what I considered a knockout question that I thought might lead to one of those curious/impressed smiles that allowed him to launch into a discussion of his memories of the years he spent writing next to Conan O’Brien.

“Do you know Conan O’Brien?” I asked him. “Do you know him personally, or have you worked with him in any capacity?”

I don’t remember what he said, or if he decided to leave it blank, but I remember he began backing away to the elevator. That should’ve raised a red flag, but it didn’t. I didn’t think there was anything suspicious about that at the time. He was a guest at our hotel, and he had to take the elevator to get to his room. I thought he was signaling that his interest in our conversation was beginning to wane, or he had to get back to his room for a phone call or what have you. This happened on a daily basis at our hotel. With the benefit of hindsight, I now remember how uncomfortable that question made him. I remember his face turning three sheets of red in the aftermath of that question, but it meant little-to-nothing to me at the time.

My co-worker, who had been listening to this conversation throughout, noted the uncomfortable silence between Tim and I following that question and he capitalized on the moment to embarrass me.

“Conan O’Brien? He’s a talk show host, on an entirely different network,” my co-worker said. “What do you think all Hollywood people know each other?” He began laughing at me. He thoroughly enjoyed the moment. Tim Heidingsfelder joined in on that laughter, in a good-natured way.

“No,” I said looking Tim in the eye, seeking to have him join me in informing my irritant friend of Conan’s early days. “Not many people know this, but Conan used to be a writer for The Simpsons.” This might be common knowledge now, but in the nascent days of Conan’s talk show, it was knowledge only fans of both parties had. 

Unbeknownst to either of us, this innocent question spelled out a cautionary tale for all fraudsters and potential fraudsters. A fraudster might think they’ve worked hard to prepare themselves for every scenario. They might think they’ve built a mental algorithm to prepare for any scenarios that might come their way. They might even sit down and write out an algorithm out to prepare for anything and everything that might expose them. As even the most gifted fraudsters will probably tell anyone who’s interested, a fraudster cannot prepare for every situation. “You just have to learn to roll with the punches, but if there’s one thing you take from our discussion today let it be this, don’t create your own situations to unwind. Don’t create your own spider webs.”  

Tim Heidingsfelder could’ve said something as simple as, “No, Conan O’Brien and I never worked together,” or “No, we never crossed paths.” He could’ve said something simple as, “I don’t know what years he worked on the show, but I never had the opportunity to work with him.” It wouldn’t have taken much to throw me off a trail I wasn’t on in other words. I thought I was in the vulnerable position, trying to impress a man I never met before. If he characterized my question as one coming from a nerdy, fan boy, I would’ve slinked off with my tail between my legs, but he didn’t know enough about The Simpsons, or his lie, to throw me off a trail I wasn’t on. Knowing everything I know now, this would’ve been a perfect place for The Simpson’s character Nelson Muntz to say, “Haw Haw!” as Tim Heidingsfelder all but sprinted to the elevators.

Most fraudsters are smooth talkers, and we think that a late 40’s/early 50’s fraudster should know when to push and when to pull out of a conversation. We think that every fraudster, but particularly a seasoned fraudster, should know how important it is to say something, some of the times. Some of the times, we have to fill the blank before others do. Some of the times, it’s just as important to leave the blank alone, to allow the other party, or parties, to fill in the blank for them, as my co-worker did when he attempted to portray me as a Simpson’s nerd who knew more about the show than the actual writer.

Fraudsters learn how to fool people at a very young age. Deceiving the people who know and loved them most is excellent training. Salesmen learn such things in training classes. Trainers tell trainees to try to sell the product to their intimate friends and family first. “Not only are they great potential customers,” trainers say, “but the interaction allows you to work on your sales pitch.” Fraudsters follow the same methodology, as they try to see if they can fool their good friends, their aunt Gladys, or their own mother first. Doing this, is a way to practice the art of deception to see if they have any talent for it.

As a former liar, I often wonder what separates those who lied, stole and deceived in their preteen years and those who continue to do so well into their adult years. Lying, stealing, and deceiving those who loved me most almost felt like a rite of passage in my early teen years, but I hated it when they caught me in an act of deception. The embarrassment and shame that followed proved almost physically painful to me. No one trusted me. They called me a liar and a thief, and the only way I found to avoid that was to stop lying and stealing. It sounds so simple, and it is, but some people enjoy deceiving people so much that they keep doing it. Perhaps I’m approaching this from an autobiographical stance, but I believe that caring provides a dividing line between those who lie, cheat, and steal in their youth and those who will make a career out of it. Do you care what your friends, your mother, or your aunt Gladys think of you? How much do you care? Lying, cheating, and stealing will test what they think of you, and how you react to their findings will define you. 

Lying, cheating, and stealing are almost a rite of passage. Most kids do it just to do it. They want to fabricate to boost their self-esteem, they want to cheat to win, and they want to steal so they can have more items or money. They also want to test those around them to see if they’re good at it, or if they can get away with it. We’re awful at it, in the beginning, but we learn, from trial and error, the various nuances required to pull them off. We learn from getting caught, and what we do after that defines us. Fraudsters don’t want anyone to catch them, of course, and they don’t want to go through the embarrassment and shame of their acts, but if they don’t find a way to deal with the shame, in their youth, it will impede their progress. “I only steal from the rich,” thieves say in the movies to rectify their immorality. This keeps the audience on their side throughout their depravity, because the rich are a disembodied boogey man that we’ve been conditioned to hate. Is that the excuse fraudsters use to defeat the guilt and shame of stealing money from others, ruining their lives financially, and depriving them of the greater joys of life. How much did you steal, and what happened to the victim in the aftermath of your crime? How many of your victims were so loaded that they were largely unaffected by your crime? Most fraudsters not only wouldn’t know the answers to those questions, they wouldn’t ask them. They prefer that we join them in their disembodied characterization. 

If the fraudster doesn’t use the movie characterization to disembody their victims, they need something, some sort of mechanism that permits them to avoid caring about what their initial victims, their loved ones, think of them, and once they clear that hurdle, they will feel free to lie to and steal from total strangers. The proficient fraudster will combine that lack of concern with some effort put into covering their trail. No matter how prepared the fraudster is, no matter how smooth they are at fooling their mother, their aunts, and all the men in their life, a situation for which they are unprepared will find them.

Those who discover they have some talent for deception, but find that can’t go on knowing what others might think of them, use whatever talent they have in ways that are more productive. They might use that knowledge or talent to catch other fraudsters and liars for law enforcement, or they might go to work for a fraud department in a fortune 500 company. They might even become magicians, actors, or writers. These three crafts call for a mutually agreed upon level of deception and lying. Some unusually good liars never search for a productive way to deceive people, but they still have a need, a compulsion to feed the need for the thrill of it all, and anyone who has successfully lied, cheated, and stolen from another knows that thrill. They probably went through everything we did with the guilt and the shame, when they weren’t very good at it, but like a great wine, or a great bottle of scotch, they got better at it through will and desire.

The man who called himself Tim Heidingsfelder engaged in larger acts of fraud, and in doing so, he probably had prepared answers for larger questions, but he didn’t do his homework on the meaningless lie he told a young, naive front desk employee. Who would? We could say that what a fraudster does in that moment for which they are unprepared defines them, but who would think that a simple lie about writing for The Simpsons to impress a young, naive woman might start unraveling a complicated yarn of deception they worked years to build?  

The only thing I knew in the aftermath of my interaction with Tim Heidingsfelder was that the man was not sufficiently impressed with my knowledge of The Simpsons that day in the foyer of the hotel. I didn’t think about it too much, until I began seeing him in the foyer of the hotel. I had numerous opportunities to correct the record, but this man ducked me, constantly. I didn’t think he heard me a couple times, and I didn’t think he saw me a couple others. Over time, a troubling pattern began to emerge, until I found his evasion somewhat noteworthy.

“Why does he always do that?” I asked Brian, the front desk manager at the hotel. Just prior to that question, Brian was speaking with Tim Heidingsfelder. The moment Tim spotted me coming to the front desk he moved the elevators.

“Because you’re a nerdy fanboy, and no one wants to talk to nerdy fanboys,” Brian said. It was a great answer, as Brian unknowingly tapped into my vulnerability on the manner, and he put the onus back on me.

“Ok, but I thought he and I had a great conversation a while back,” I said. “I was beyond polite to the man, and I think he should enjoy talking about how jealous I am of him, but every time I walk into the room, he runs away.”

“Well I know you pretty well,” Brian asked, “and if I saw you coming, I’d walk away too.”

“I’m serious here,” I said.

“You think it’s suspicious?”

“It’s odd,” I said. “That’s all I’m saying. It’s odd.”

“Does everyone have to love you?” Brian said. “Maybe he just doesn’t enjoy talking to you.”

“Fair enough,” I said, “but you know me, I’m not the type who has to be involved in every conversation. As you said, I’m kind of a quiet guy, and when I walked up to this desk tonight, I had no plans of saying anything. I was just going to stand here and let you two talk. If I was rude, or an overbearing person, perhaps I could see it, but this guy jets like I have a communicable disease any time I enter the room?”

Brian did not begin investigating Tim Heidingsfelder that night, but Brian did not view the man with the least bit of suspicion before our conversation, and soon thereafter, he began spotting some unsual dots that he thought might lead to come connections. I might have initiated the suspicion, in other words, but Brian did all of the investigative work. He dotted the I’s and crossed the T’s to find Tim Heidingsfelder’s alleged criminal activity. Brian examined the credit card history on Tim Heidingsfelder’s account history, and he found that Tim Heidingsfelder switched credit cards a number of times. That, in and of itself, was no reason to call in the cavalry. Guests, particularly business travelers, regularly put a number of business cards on their account. At times, and for a variety of reasons, those cards max out. This is particularly the case with extended stays such as Tim Heidingsfelder’s. The company furnishes their business travelers with a number of cards, and some of the times businessmen puts their personal cards on the account and the company reimburses him. Long story short, a guest switching cards in the middle of a stay is no reason to investigate on their account. When Brian analyzed Tim Heidingsfelder’s account, however, he found that an inordinate number of the previous credit cards placed on his account that were declared stolen, but he probably wouldn’t  have investigated Tim Heidingsfelder’s account if Tim didn’t initiate the chain of events that led to his downfall by trying to impress an attractive, young woman. 

When I saw Tim Heidingsfelder sitting in the manager’s office, I knew he wasn’t there to discuss his stay at the hotel. His face was three sheets of red again. Brian caught him. Seeing those three sheets of red, I recalled the look Tim gave me after my Conan O’Brien question.

The local police soon followed and frog marched Tim away in handcuffs, and I sensed the script flip from a Simpson’s episode to one of Scooby Doo as I watched the police walk him off in handcuffs. I waited for a “And I would’ve gotten away with it too, if it wasn’t for you, the meddling fanboy” exit, but it never arrived.   

The police later informed us that Tim Heidingsfelder was a pseudonym he used, and they managed to locate his real name. They informed us that two other states wanted him on credit card fraud.

If he could’ve avoided the fatal flaws in the design of the human being, the need for attention, and the need to impress our fellow humans, particularly the cheerleaders and football players of life, Tim Heidingsfelder probably could’ve engaged in fraudulent activity for years. He could still be doing it, but for his need to have someone notice him and take note of him. The line on Tim Heidingsfelder is that he stole tens of thousands of dollars from unsuspecting victims, but that could’ve been nothing more than a good start for the man. He could’ve increased that total exponentially. He could’ve destroyed people, and left true carnage in his wake, if he could’ve just managed to control his need for human contact a little better.   

The Thief’s Mentality


The best thief I ever knew accused me of stealing, lying, and cheating so often that I began to question my integrity. A woman I dated  cheated on me so often that I’m still embarrassed that I wasn’t more aware of her infidelities. Her octopus ink involved accusing me of cheating on her. If their goals were to prevent me from analyzing them, they did an excellent job because I spent most of my time with them defending myself. Some might call what they did projection, others might call it deflection or obfuscation, but I believe the games these people played fall under a comprehensive, multi-tiered umbrella I call the thief’s mentality.

Kurt Lee introduced me to the confusing mind of a deceptive person. The art of deception was such a key component of his personality that he was able to spot future transgressions gestating in the minds of those around us. In the manner a professional saxophone player spots nuances in the play of another, Kurt Lee spotted the intricacies of manipulation around him, and he did so from the same angle of admiration. He also spent his life so attuned to this frequency that his instincts often led him astray.

Kurt taught me more about deception than any other person I’ve encountered, movie I’ve watched, or book I’ve read on the subject. He would serve as my prototype for those who would exhibit a wide array of similar traits, traits I would only later deem the characteristics of the thief’s mentality.

The most interesting aspect about him, a characteristic that might defy that which I will describe throughout this piece, was his charm. When it served him, Kurt Lee could be the nicest, most engaging, and infectious person you’ve ever met. He was also a funny guy, and genuinely funny types have a way of disarming us, unless we stick around long enough to learn more about the games they play.

Those who knew Kurt Lee, on a superficial level, envied him for the ways in which he openly defied authority figures without guilt. Those who actually spent as much time around Kurt Lee as I did, however, witnessed that for all the charisma a piece of work (POS) displays, they ultimately end up destroying themselves from the inside out.

One afternoon while on a city bus, Kurt decided to play with the crocheted ball on top of the stocking cap of the elderly woman who sat in front of him. My role in this spectacle may be one of the things I have to answer for on Judgment Day, because I found his appalling act hysterical.

Hindsight informs me that my youthful attraction to Kurt Lee’s theatrics may have had something to do with learning about the mores and rules my mother taught me. Why haven’t I ever played with the ball on top of an old woman’s stocking cap? I wondered. What’s the difference between Kurt Lee and me? Is it all about morality, or does it have more to do with common decency? My mother taught me that when a young, healthy male sees an elderly woman sitting alone, he should smile at her and try to think up something nice to say. My mother taught me to hold the door for her, and she said that I should consider it a privilege to give up my seat to that woman on the city bus, if no other seats were available.

Not only did Kurt Lee ignore those conventions, he chose to pursue the opposing trail. He chose to violate the most vulnerable member of our culture’s sense of security by playing with the ball atop her stocking cap. It was wrong on so many levels, of course, but it was also a fascinating exploration of human nature. How would this old woman react? How would a real POS counter her reaction? Why did he do it in the first place? Did he think he would get away with it? Did he even care? I would never know the answer to the latter questions, but my fascination with the answers to the former led me to urge him on with laughter. That was wrong, too, of course, but I now believe my laughter was borne of curiosity. I wanted to learn more about the moral codes by which we all abide. I hoped to learn all that by watching another solidify my rationale, with no regard for the consequences of violating them. My thinking was not that complex, at the time, but I couldn’t wait to see how this episode would end, and I dare say that most of those who are more successful in abiding by the standards our mothers taught us would not have been able to look away either.

The vulnerable, elderly woman eventually turned on Kurt, and she did so with an angry expression. She allowed the first few flicks of the ball atop her stocking cap go, presumably taking a moment to muster up the courage to tell him off, and then she gave him that angry look. Kurt Lee appeared ready to concede to that initial, nonverbal admonition, until he spotted me laughing. Egged on by me, he did it three more times before she reached a point of absolute frustration that led her to say something along the lines of, “Stop it, you young punk!”

To that, Kurt began thrusting his hips forward in his seat, while looking at me, whispering, “She just wants unusual carnal relations!” As a teenager trying to elicit more laughter from another teen, Kurt Lee did not use that term. He selected the most vulgar term he could to describe his extrapolation of her desires.

Had Kurt Lee decided to stick his middle finger up in the face of a healthier, younger adult, it would have been just as difficult to avoid watching. The fact that he chose such a sacred cow of our culture for his rebellion, however, made his actions over-the-top hilarious. In my young, unformed mind, this was a real life equivalent to David Letterman’s man-on-the-street segments, taken up ten notches on the bold-o-meter. I would later learn that Kurt’s motivations did not involve making profound statements about our societal conventions. He just did things. He was a doer, and doers just do what they do and leave all of the messy interpretations of what they do to others. I would later learn, by watching Kurt Lee, that he selected his victims based on their inability to fight back. In this vein, Kurt Lee was something of a coward, but I couldn’t know the full scope of Kurt Lee at the time. At the time, I found his actions so bold that I couldn’t look away, and I couldn’t stop laughing.

I encountered a wide variety of thieves in the decades that followed Kurt Lee, but they paled in comparison to his mentality, his philosophy, and what drove him to be so different from everyone I had ever met. To listen to him speak on the topic, however, there was nothing different about Kurt Lee. He believed he simply had the courage of his convictions. He ascribed to the more conventional line of thought that we were all afraid to be like him, but he also suggested that the rest of us have had this part of our makeup denied by our parents and teachers for so long that we now believe we are different. The import of his message was that this was not about me, and it was not about him. It’s about human nature and the thief’s mentality.

“If you could get away with it, you’d do it too,” was his answer to questions we posed. “You mean to tell me you’ve never stolen anythingEver? All right then, let’s talk about reality.” Kurt Lee was a thief, and like most thieves, he did not defend his position from the position of being a thief. He would substitute an exaggeration of your moral qualms regarding thievery, claiming that any person who has stolen even once is in no position to judge someone who steals on a regular basis.

In short bursts, and on topic, Kurt Lee could lower the most skilled debater to the ground. We called him a master debater, with the innuendo intended, because it was almost impossible to pin him down on specifics. It was a joy to watch. Prolonged exposure, however, opened up all these windows into his soul.

When we asked him how a guy from the sticks could afford the latest, top-of-the-line zipper pants, a pair of sunglasses that would put an employed fella back two weeks’ pay, and an original, signed copy of the Rolling Stones, Some Girls. He would tell us, but even his most ardent defender had a hard time believing Santa Claus would be that generous to even the nicest kids on his list.

Kurt Lee stole so often by the time I came to know him, the act of shoplifting lost much of its thrill. He decided to challenge himself in a manner top athletes, and top news anchors do, by hiring third-party analysts to scrutinize the minutiae of their performance. He asked me to watch him steal baseball cards from a baseball card shop owner that we agreed needed to learn a lesson, because the man refused to buy our cards 99 percent of the time. On those rare occasions when he agreed to buy them, his offers were so low they were almost insulting.

I posed a theory about our transactions with this shop owner. I theorized that the intent behind his frequent refusals to buy our cards was to establish his bona fides as a resident expert of value. That way, when he informed us that any of our cards were of value, we were ready to jump at the chance, no matter what amount he offered. “By doing so,” I concluded, “he actually makes us feel more valuable, because we think we finally have something worthy of one of his offers.”

“You’re right,” Kurt Lee said. “Let’s get him.”

I felt validated for coming up with a theory that Kurt Lee accepted, but in hindsight, I think Kurt Lee would’ve used anything I said to motivate me to conspire against the owner.

“One thing,” Kurt Lee said before we entered. “I don’t know if this needs to be said, but I’m going to say it anyway. Don’t watch me, don’t talk to me, and be careful about how often you look at me. Don’t try to avoid looking at me either.” When I laughed at that, a laugh that expressed some confusion, he added, “Just don’t do anything stupid or too obvious.”

I had reservations, of course, but I considered this an invitation into a world I never knew, and Kurt Lee’s provisos might have been necessary, because I was not only excited by Kurt’s invitation, I was just as nervous and scared. I was what a number of senior citizens called a good kid, and up until the moment I met Kurt Lee, I led a very sheltered existence. Before entering the baseball call shop, I considered the idea that my foreknowledge of this crime could implicate me as an accessory, but I couldn’t shake the asexual intimacy Kurt Lee was sharing with me, with this invitation into his world.

Standing near the door stop, Kurt Lee opened his pockets, in the manner a magician might, and he asked me to confirm that he had no cards in his pockets. I considered that an unusual act of bravado, but I didn’t stop to think about what it implied in the moment.

Throughout the course of our hour spent in the shop, I didn’t witness Kurt Lee steal one thing, and I mocked him for it. “What happened? I thought you were going to steal something,” I said as we stood outside the store. “I’m beginning to think you’re chicken.”

He allowed me to mock him without saying a word. When I finished, he opened his jacket to show me his inner pockets. What I saw knocked me back a couple steps. I actually took a step back when I witnessed the number of baseball cards that lined his inner pockets. I would’ve been impressed if he displayed one card, and three or four would’ve shocked me, but the sheer number of cards he stole without me noticing one act of thievery, led me to believe that Kurt Lee wasted his abilities on the petty act of shoplifting. I considered telling him to try his hand at being a magician for I thought what I just witnessed the skills of a maestro of deception. I was so shocked I couldn’t think of anything to say. If I could’ve managed words, I would’ve said something nerdy about how I thought Kurt should find a way to employ this skill in a marketable way. 

Soon after recovering from that shock, I began to wonder how one acquires such a deft hand. As with any acquired skill, there is some level of trial and error involved, and nestled within that lies the need to find a utility that permits the thief to proceed uninhibited by shame. A skilled performer in the arts or athletics delights in displaying their ability to the world, in other words, but a thief has to operate in the shadows, and they acquire their skill with a modicum of shame attached. Success as a thief, it would seem to those of us on the outside looking in, requires the potential thief to either defeat that sense of shame or find a way to manage it.

Shame, some argue, like other unpleasant emotions, becomes more manageable with greater familiarity. When a father introduces shame to his child, in the brutal assessments he makes regarding the value of his kid, the child becomes intimately familiar with shame before they are old enough to combat it. When such brutal assessments are then echoed by a mother’s concern that their child can’t do anything right, the combined effort can have a profound effect on a child. When those parents then console the child with a suggestion that while the child may be a bad seed, but they’re no worse than anyone else is, something gestates in the child. The moral relativism spawned from these interactions suggests that the search for the definitions of right and wrong is over, and the sooner the child accepts that, the more honest they will become. Seeing their mother scold a teacher for punishing their child for a transgression only clarifies this confusion a little more. In that relativist scolding, the child hears their mother inform the teacher that their child can do no wrong, and they see her unconditional support firsthand. Over time, the child must acknowledge that their parents will not always be there, so they will need to develop internal defense mechanisms in line with what they’re learned. The child also learns to accept these realities for what they are, for the Lee family has never had the courage necessary to commit suicide.

I hated discounting the level of individual ingenuity on Kurt Lee’s part, but he was simply too good at the various forms of deception for it to have been something he arrived at on his own. Attempting to source it might be a fool’s errand, but I wondered if I were able to sort through Kurt’s genealogical tree, if I might find sedimentary layers of grievance, envy, frustration, and desperation that worked their way down to him. To those who consider seeking evidence of foundational layers a bit of a stretch, I ask how much of our lives do we spend rebelling against, and acquiescing to parental influence, and how many of us can say we are entirely free from it?

Poker players tell me that everyone has what they call a tell, which is a twitch, a habit, or a characteristic that we cannot hide when we’re attempting to deceive. “It’s your job to find it during the game,” they say. I don’t doubt what they say. I’m sure we all have tells, and I probably have a ton of them, because I get nervous when I’m being deceitful. When I stole, I felt guilty, ashamed, and I had anxiety issues. What if I kept doing it? What if I had decades of experience? Would I get better at it, and would I find a mechanism to drain the shame of it all? Some in the field of neurology even suggest that research shows that our brains change when we lie more often. Does someone with a thief’s mentality hone the ability to manage emotions most of us normally experience with theft, lying, and cheating so well that it would take a maestro of deception to spot them in the poker game?  

I was so obsessed with this, at one point, that I accidentally stepped over the line between being curious and badgering, something Kurt Lee made apparent in his volatile reaction:

“You think you’re better than me?” Kurt Lee asked, employing the universal get-out-of-judgment free card of moral relativism. This time-honored redirect relies on the lessons taught to us by our mothers, that we are no better than anyone else is, but Kurt’s rant began to spiral out of control when he tried to pivot to what he believed its logical extension.

If no one is better than anyone else is and everyone resides on the cusp of whatever Kurt Lee was, the logical extension required the inclusion of an individual that many perceived to be so harmless it was almost laughable to suggest otherwise. The individual, in this case, was a kid named Pete Pestroni. If Kurt Lee’s arguments were going to hold water, the idea that Pete Pestroni was a wolf in sheep’s clothing would have to become an agreed upon fact. I’m still not sure why Kurt Lee went down the Pete Pestroni road so often, but I suspect it had something to do with the idea that if Pete was immune, in one form or another, everyone else had to be too. In Kurt’s estimation, Pete was just too weak, or too scared, to let his inner-wolf run wild. We would laugh at the implausibility of Pete Pestroni having a Kurt Lee trapped inside, a thief dying to come out, but our intention was to laugh with Kurt Lee. He wouldn’t even smile, however, because some part of him believed that if everyone was a thief, then no one was, at least to the point of separating the thief out for comparative analysis. This was a sacred chapter in Kurt Lee’s personal bible, and an ingredient of the thief’s mentality that took me decades to grasp completely.

The thief’s mentality is a mindset that involves a redirect of exposing an uncomfortable truth, or a hypocrisy, in others, so that the thief might escape a level of scrutiny that could lead to an uncomfortable level of introspection. An individual with a thief’s mentality may steal, but that person is just as apt to lie and cheat. The thief’s mentality begins as a coping mechanism for dealing with the character flaws that drive them to do what they do, but it progresses from those harmless, white lies to a form of deception that requires a generational foundation. 

The thief’s mentality requires deflection, by way of subterfuge, as a means to explain the carrier’s inability to trust beyond the point that they should be trusted, but some thieves’ outward distrust of others reaches a point of exaggeration that says far more about them than those they accuse. Their cynicism is their objectivity, and others’ faith in humanity is a subjective viewpoint, one that we must bear. We live in a dog-eat-dog, screw-or-be-screwed world in which those who trust anyone outside their own homes are naïve to the point of hopelessness. If the listener is to have any hope of surviving in such a world, it is incumbent upon them to see passed the façades and through the veneer, others present to the truth.

The truth, in Kurt Lee’s worldview, held that TV anchors with fourteen-inch parts, and perfect teeth, ended their days by going home to beat their wives. He didn’t believe that a person could attain wealth by honest means. He insisted that because some states convicted some Catholic priests as pedophiles that meant all Catholic priests were, and he had a particular fascination with infidelity in the White House. “You think JFK and Clinton are different? They’re just the ones that got caught is all.” There was also his contention that little old ladies who complained about having someone toy with the balls on the stocking caps just want to have unusual carnal relations. As with most tenets of a person’s worldview, there was some grain of truth in Kurt Lee’s, but he often had to put forth a great deal of effort to support it.

In most such discussions, Kurt Lee’s audience was immune. “I’m not talking about you,” he would say to his audience, so they might view the subject matter from a shared perspective. If we began to view ourselves as an ally, we might join him in convincing our world that he’s not that bad, or the world is as bad as he is. Yet, our agreed upon immunity from his charges begins to fracture in the course of the thief’s logical extensions. When that happens, the thief turns their accusations on us. We might consider ourselves all virtuous and moral, but the thief knows everything there is to know about hidden agendas. They maintain a perpetual state of readiness for that day when we break free of the constraints of morality and loyalty to expose our evil, naked underbelly to the world. The thief has us all figured out, because they know those lies we tell. It’s the thief’s mentality.

Thieves may even believe their exaggerated or false accusations, regardless of all we’ve done to establish ourselves as good, honest people. The validity of their accusation, however, pales in comparison to their need to keep us, the subjects of their accusations, in a perpetual state of trustworthiness. Kurt Lee, and my adventurous ex-girlfriend, made their accusations to keep me in check in a manner they knew I should’ve kept them in check. The import of that line provides us a key to understanding why an individual with a thief’s mentality would make such a charge against us, and the Pete Pestronis of the world who are so honest it’s laughable to suggest otherwise. Some might call such accusations psychological projection, the inclination one has to either deny or defend their qualities by exaggerating comparative examples in everyone else. Others might say that it’s some sort of deflection or obfuscation on the part of the thief, but I believe it all falls under a comprehensive, multi-tiered umbrella that I call the thief’s mentality. Still others might suggest that Kurt Lee’s accusations were born of theories he had about me, the people around him, and humanity in general. If that is the case, his theories were autobiographical.

Whether it was as complex as all that on an unconscious level, or some simple measures Kurt Lee developed over the years to prevent people from calling him a POS, I witnessed some try to turn the table him on the accusations by telling Kurt Lee that other people trust them. “What are you talking about?” they’d ask when Kurt would start in on one of his You’re no better than me’ rants. “My guess is when you come over for family reunions, your aunts and uncles hide their wallets and purses. They don’t do that to me, because I don’t steal, cheat and lie.”

Kurt Lee’s response to this was so clever that I thought it beyond his years. Again, I hate to discount individual ingenuity, but it just seemed too clever for Kurt to deliver as quickly as he did when he said:

“So, if someone trusts you think that means that you’re trustworthy?” Kurt Lee responded. He said the word trustworthy, as if it was an accusation, but that wasn’t the brilliant part of his response. As brilliance often does, his arrived in a section of the argument where the participants will say whatever they can to win, regardless what those words reveal. Kurt Lee suggested, in different words, that those who consider themselves a beacon of trustworthiness are suffering from a psychosis of another stripe. The reason I considered this response so perfect, as it pertained to this specific argument, was that it put the onus of being trustworthy on the person who challenged Kurt Lee trustworthiness. It also put further questions regarding Kurt Lee’s character –or what his inability to trust the people in his life said about him– on the back burner, until the questioner could determine whether the level of his own trustworthiness was a delusion that group thought led him to believe.

Crafting the Frame

With all that Kurt Lee taught me about this fascinating mentality, always fresh in mind, I’ve had a number of otherwise trustworthy friends ask me how to deal with the thief in their life. They failed to understand why their loved one couldn’t trust them in even the most benign arenas of life.

It stressed one of my friends out, “I don’t know what I did to damage his trust, but no one’s ever accused me of half of the things he does.” She said that she considered herself a trustworthy person, and she always had, but  she was insecure about it, as we all are. “How do I win him back? How do I regain his trust?” she asked.

“It’s not about you,” I told her. “It’s the thief’s mentality.” I didn’t enjoy saying this to her, because I was basically telling her that she was trapped in a relationship with the afflicted. I explained the mindset of the thief, as I learned it from my personal experiences with Kurt Lee, and she later told me that it helped.

“It helped in a weird way,” she said. “I finally had a name for what he did. Every time he accused me of cheating on him, or wanting to cheat on him, I’d think, it’s the thief’s mentality. It didn’t stop the accusations or the insecurity I felt afterwards, but it helped in a weird way to know that someone else went through all this. It sort of helped me frame him in a way I never considered before.” 

When I told her that she wasn’t trapped in the relationship, she said, “Oh, I know. I could dump him like yesterday’s trash,” but she never did. She ended up marrying the guy. So, whatever short-term relief she experienced with this idea that her loved one was never going to trust her anymore than he trusted himelf dispelled it.

The damage thieves, like my friend’s lover and Kurt Lee, incur is irreparable. They likely do not enjoy the lives they’ve created for themselves, and the idea that they can’t even trust the one person in their lives that they could, or should, but their accusations do allow them to spread their misery around a little. It lightens their load to transfer some of their toxins to others. It also gives them a little lift to know that we are a little less trusting than we were before we met them. They must find some relief in the belief that they are not such an aberration, but this relief is temporary, as the toxins that have made them what they are as endemic to the biological chemistry as white and red blood cells. Nevertheless, it must please them to know that after our interactions with them, we now view humanity in the same cynical, all-hope-is-lost manner they do.

If it’s true that a mere two percent are self-aware and reflective, then the lack of self-awareness, at least as it pertains to what we are, and what we are to become, is as endemic to the thief’s mentality as it is in every other walk of life. Like the rest of us, thieves do not believe they live on an exaggerated pole of morality. Rather, they believe they reside in the middle, alongside the rest of us, somewhere just north of the good side of the fuzzy dividing line. They also know that we’re all tempted to do that one thing that could tick us over to the south side. What separates them, to their mind, is their lack of fear, coupled with their refusal to conform to the norms their parents and other mentors taught them. They are also keenly aware that we place most of humanity on their side of the fuzzy line because we all have problems trusting those we don’t know well enough to determine whether they will make moral decisions in life. Some take this natural state of skepticism a step further. Some thieves’ exaggerated, outward distrust for those around them says far more about them than about those they condemn and accuse. It’s the thief’s mentality.