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About the Author
A grizzled veteran of seventy-three Midwestern winters, father to four daughters now settled with husbands ranging from actually helpful to how does he dress himself? Patriarch to nine grandchildren who treat his home like a free Chuck E. Cheese, and bewildered witness to three great-grandchildren who materialized faster than retirement savings disappear.

A Former COO in Fortune 50 companies who ran operations and fixed corporate problems by utilizing factual data and statistical analysis. After watching generation after generation navigate life with the emotional equivalent of a blindfolded drunk driving a golf cart, he learned that anecdotes, emotions and opinions are about as reliable as gas station sushi when making important decisions. However, feelings can be quantified, facts can be found, and data is everywhere. Only cold, immutable and properly analyzed information deserves trust, and defines truth. That is what this website offers. I hope you enjoy it and find it both surprising and helpful.

The Rollercoaster of Life: Risk, Reward, and Lessons for the Young …. Part Three

I just can’t wrap my head around why folks dodge taking risks even when the odds are practically winking at them. Picture this: If they think a team has a 60% chance to win, they’re also aware of that pesky 40% chance of losing. Yet, it’s like the idea of losing throws them into a panic! Oddly enough, these same people have no problem shelling out nearly $7 every day for a stupid Giant Sized, Iced, Sugar-Free, Vanilla Latte with Soy Milk. That’s right, a frothy, subtly sweet drink that smells divine but costs almost $2,500 a year, and let’s face it, doesn’t exactly scream long-term benefits.

For newbies, losing 40 times out of 100 feels like staring into a never-ending pit of doom, ready to swallow them whole. Even the pros in probability, like all those actuaries I’ve met, get the heebie-jeebies at the thought of taking big personal risks. They cling to their risk aversion like it’s a life preserver, petrified of going under. In their mad dash for safety, they hunt for sure bets, not realizing that real victory means strapping on your brave boots and diving into the fray. That’s why you often see genius-level brains just bobbing along, never quite snagging the riches or comfort dangling right in front of them. Fear of losing gobbles them up, shackling their potential and leaving them stuck in the same old rut.

I have a bunch of pals who are brainiacs extraordinaire and tiptoe around risks like they’re avoiding banana peels on a freshly waxed floor. Sure, they’re crushing it in life, be it in their shiny careers or collecting medals in obscure achievements, but when it comes to stuffing their piggy banks, they’re not exactly breaking the bank. They often cast bemused and mildly horrified glances my way, especially when I hang out with my fellow dice-rolling, racetrack cronies, as we passionately debate our latest bets and the bewildering odds that look like they were designed by a mathematician on a caffeine high. To them, gamblers are just wild-eyed thrill-seekers who somehow find joy in watching cash do a disappearing act. What they don’t get is that the thrill of winning—oh, sweet victory!—most of the time beats the pants off the occasional wallet-draining fiasco. Out of every 100 bets, we might take a nosedive 40 times, sometimes getting hit with a brutal streak of 6 or 7 consecutive losses, but the glee of those 60 wins makes it all worthwhile. These bubble-wrap enthusiasts can’t wrap their heads around the wild ride and adrenaline rush of a win, nor do they realize they’re actually risk-takers themselves every time they jaywalk across the street or drink that pot of coffee every morning!

The stakes in gambling can be higher than a cat on a hot tin roof! It’s not just about tossing a couple of coins like you’re feeding a hungry parking meter. Nope, the savvy gambler is practically a wizard, conjuring up risk and probability calculations with the flick of a wrist. Are you really going to risk little Timmy’s college fund, your beloved shag carpet, or the stability of your bank account for a quick thrill that lasts about as long as a sneeze? The answer should be as firm as your grandma’s fruitcake: NO! You see, variation is the spice of gambling life, and those who get this ride on the wild rollercoaster of risk and reward, not just on the next spin of the wheel, understand they will deploy their solid risk/reward algorithm to every wild ride down the line!

Understanding and respecting your limits is essential in the high-stakes world of gambling. It’s similar to carefully considering your budget before deciding to buy a luxury car, its elegant lines and shiny exterior inviting you with promises of prestige and performance. For the experienced, well-off gambler, placing a $5,000 bet on a football game or buying a $50,000 racehorse might feel like a sensible choice, amounts that don’t significantly impact their finances. However, for an underpaid and dedicated teacher with limited income, even a $100 bet might be a significant risk. True gamblers not only evaluate the odds of winning—they also thoughtfully assess the chances of losing, possibly facing a series of losses, and decide how much they’re comfortable risking from their funds. In this environment, it’s the realm of the bold and strategic thinkers, where every choice is a thoughtful dance with destiny.

The concept of taking a risk transcends gambling and can be applied to any situation. How much is one willing to invest in terms of time and money when it comes to worshiping and paying your tithe to your church—10% of your income, which is honestly a staggering sum for many? Or pursuing a master’s degree, a daunting commitment of years and dollars? What about vying for a coveted promotion, selecting the right investment fund for your 401k, purchasing and renovating a fixer-upper as your primary residence, with its peeling paint and potential hidden beneath layers of neglect? Trying out a new dining spot, spending three hours immersed in a cinematic experience, or buying a new car, each scenario presents its own set of potential gains and losses. These decisions all demand some degree of consideration and weighing of options. You see, each choice is a gamble in some form, and a chapter in the story of risk and reward.

Think about taking another job, with a new employer over 1,000 miles away. The true essence of a gamble like that might hit you like a freight train, the weight of such a decision threatening to crush you as you scramble to calculate the perilous risks involved. Your mind races at a feverish pace, desperately trying to align these daunting risks with the razor-thin chance of success. But for seasoned gamblers, this is just another day in the pressure cooker – making both high and low stakes calculations with ruthless efficiency, hundreds of times over, without a hint of hesitation.

To truly flourish as a gambler, it requires far more than just sheer nerve and bravado. It involves a meticulous process, almost like a complex algorithm, that must be diligently adhered to. This process, although seemingly instantaneous to the outside observer, as gamblers often appear to possess an almost instinctual knack, is always present. Trust me, beneath the surface lies a careful sequence of decisions, swiftly executed, guiding every move in the high-stakes world of gambling.

Step 1: Dive headfirst into an unwavering quest for knowledge, sifting through every piece of information you can find. This isn’t about blindly accepting the absurd viewpoints or the sensationalized nonsense often peddled by the media to captivate the uninformed masses and provoke an emotional reaction. Instead, it’s about uncovering the original sources of data, meticulously examining credible studies, and delving into accurate, publicly accessible information. Picture yourself navigating a vast sea of facts, discerning the valuable gems of truth from the surrounding noise, ensuring your understanding is grounded in authenticity and precision.

Step 2: Each fragment of information must be meticulously dissected with the precision and care of a skilled surgeon, each detail thoroughly scrutinized, normalized, and analyzed to uncover deeper insights. For instance, in Part 1 of this series, I highlighted that horse racing wagering revenue in the US had decreased by 21% since the year 2000. At first glance, this fact might pique interest but lacks depth. I then delved into the precise effects of inflation since 2000 and discovered that the wagering revenue had actually plummeted by nearly 57%. This revelation is nothing short of astonishing, as it means that horse racing is not even half of what it was 25 years ago, painting a vivid picture of its dramatic decline over the decades.

Step 3: You must meticulously calculate the probability of every conceivable outcome, weighing each possibility with diligent precision. Recently, I placed a bet on Journalism to win the Preakness. After thoroughly analyzing every known aspect of his past performances—his speed, endurance, jockey partnership, and track conditions—I concluded that he had a near 65% chance of clinching victory in that race.

Step 4: It’s crucial to meticulously calculate how your predicted probabilities stack up against potential gains or losses, ensuring that every decision is rooted in thorough analysis. In the Preakness Stakes, Journalism entered the race at even money odds (1-1), indicating that the public bettors assessed his chances of winning at a straightforward 50%. However, my own calculations suggested a 65% probability of victory for Journalism, resulting in a favorable 30% margin when compared to the bookmaker’s odds (65% predicted probability divided by the 50% payoff probability). Driven by this statistical edge, I placed my bet on Journalism. Although my emotions whispered that there was still a 35% chance of him losing, and he indeed came perilously close to doing so, my decision was anchored in the cold, hard realm of mathematics—no emotions, just numbers.

Step 5: Even after mastering the prior four steps, a fifth, more perilous step awaits, lurking like a shadowy figure in the distance, casting an enigmatic silhouette against the backdrop of your ambitions. Taking that fifth step feels like diving headfirst into the vast, uncharted waters of the unknown, where the safety net of certainty is but a distant memory, and your precious cash is tossed into the swirling, tumultuous abyss of risk and chance. Yet, it’s not merely about observing your wallet perform daring acrobatics; it’s about grasping how each small leap is an integral part of the grand, intricate circus that is your life or finances. It becomes a relentless tug-of-war between your sensible, logical brain and your untamed, adventurous heart, often giving the sensation that the universe is engaged in a playful, cheeky game of hide and seek with your luck, no matter how meticulously you’ve pored over countless spreadsheets. Because, let’s be honest, no matter how many times you double-check your meticulously crafted plan, a gamble remains a gamble, and surprises are the universe’s favorite, mischievous party trick.

So, are you ready to embrace the exhilarating thrill and perhaps even chuckle at the delightful chaos it brings? Yep, step 5 is all about having the intelligence to take a risk!


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    John C Boland

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