My Pill Box is My Calendar: The Daily Health Fiasco

​You know you’ve officially entered the "What The Fiasco" stage of aging when you stop looking at a clock to see the time and start looking at your plastic pill box to see what day it is. "Oh, look, the Tuesday slot is empty. I guess I didn't hallucinate Monday after all."

​I’m 63. If this is what 63 looks like—requiring a heating pad and a 15-minute calisthenics routine just to peel myself off the mattress—I am terrified of what 73 has in store. I have zero retirement savings, a future Social Security check that won't cover a high-end LEGO set, and a plan to keep working until I literally drop.

​Welcome to the medical side of the Fiasco.

​The Root of the Evil: Adult ADD

​If my life were a car, Attention Deficit Disorder (ADD) is the guy who installed the steering wheel upside down. I didn't even realize I had it until my mid-thirties, but it explains every disaster in my wake:

• ​The Weight: I’m a professional yo-yo dieter because I have the patience of a caffeinated squirrel.
• ​The Projects: I’m a world-class daydreamer. I have enough unfinished projects in my head to fill a warehouse, but here I am, just hoping you're still reading this.
• ​The Consequences: I live "in the moment," which is a fancy way of saying I do stupid things now and let "Future Me" deal with the wreckage. Well, "Future Me" is here now, and he’s ticked off.

​The Structural Collapse: Arthritis and Hips

​I’ve had back issues since I was 25, but now moderate arthritis has joined the party. It’s a literal pain in the butt. I’m currently navigating the house with a cane, which makes me look distinguished but feels like a fiasco. Hu

My left hip has decided it no longer wants to participate in society. I’ve had to surrender to slip-on shoes, because if a shoe has laces, it’s dead to me. But socks? Socks were a challenge until I invented The Cup & Tong Method™. I fold the sock over the rim of a large plastic cup, slide my foot in, and then use a pair of kitchen tongs to haul it up like I’m retrieving a hot dog from a grill. It’s effective, it’s humiliating, and it’s a total fiasco.

​The Pharmacy in a Plastic Box

​Between the high blood pressure (fueled by coffee, energy drinks, and my own temper), the heartburn (which Keto helps, if I could focus long enough to buy a steak), and the prostate issues that keep me up all night, I’m rattling when I walk.

​I take 7 or 8 pills a day. I think. Honestly, I only remember to refill them when the bottle and the box are both bone-dry. Then it takes me two weeks to actually go get them because... well, refer back to the ADD section. I could do mail-order, but that involves the "Agony of Sal." If Sal gets to the mailbox first and sees a pill bottle, he’ll probably try to "have my back" by testing them for me.

​The Health Insurance Horror Show

​Getting medical insurance when you’re a freelance delivery driver and a chronic procrastinator is like trying to nail Jell-O to a wall.

​Last year, the state deemed me eligible for free medical, dental, and vision. I was thrilled! I ran to Urgent Care for my hip, got my X-rays, and found out I’m a prime candidate for a hip replacement. But before I could even talk to a specialist, the state yanked the rug out.

​Insurance: Cancelled. Why? Because apparently, they sent one notice in the mail asking for proof of income, and I missed it. Was it Sal hiding the mail? Was it the State being incompetent? Or was it my ADD turning the envelope into a coaster? Who knows! Now, a year later, I have 60 days to prove I’m poor enough to deserve a new hip. They won’t take bank statements; they want taxes. So now I’m in a dead heat to get my taxes done just so I can walk without a cane.

​WHAT THE FIASCO!

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The Zoo Keepers, The Slackers, and The Dead: Meet the Men of the Fiasco House

 

​Welcome to the ultimate reality show: My house. We're an eclectic community of 20 Older Men, living together in what the city euphemistically calls "Affordable Senior Housing." If you were casting a show called The Last Stand of the Slightly Grumpy, this would be your setting.

​Some of us are trying to enjoy retirement (I assume), others are still grinding away, and a few are hanging onto public assistance by the skin of their teeth, praying the landlord doesn't remember their last name. It's high-stakes senior living with a daily dose of high-octane drama.

​🚗 The Great Transportation Gauntlet (or, Why I Charge Tolls)

​If you still have working wheels—even just a slightly deflated bicycle—your options in this world are vast. But for those facing mobility issues? Their life is a costly, inconvenient slog. It's all expensive Ubers (which, let's be honest, they shouldn't be spending their fixed income on) or the begrudged generosity of neighbors.

​I can't even count the number of free rides I've given—and I regret every single one. Especially the one time I drove Davy. The car still smells like a forgotten attic and a stale pack of Chesterfields. I swear I saw the paint peeling off the interior.

​🛋️ The House Heroes and Homebodies (The Unstoppable Force of Laziness)

​Big Earl (The Cable King): Complains about his bad back 24/7, which is a shocker, as his job consists entirely of guarding the remote control. No wonder he needs senior grocery delivery; the journey from the couch to the fridge is his Mount Everest.

​Davy (The Social Worker's Best Friend): Our champion homebody. His personal hygiene is so legendary, only brand-new Uber drivers will risk picking him up. Word is, if his Social Security check dried up, he'd be the guy playing guitar in the subway tunnel. (The betting pool is currently open.)

​Lenny (The Biking Gourmet): Our local hardware store lackey. Lenny commutes on a bike—a fact that is instantly undone when he gets home and settles in with a six-pack for dinner. With his two surviving teeth, he’s in desperate need of a senior dental plan (or a heavy-duty food processor).

​🩺 Health Scares and Scars (The Fiascos That Get You Hospital Food)

​Carter (The Scooter Commuter): Gets everywhere on his electric scooter, blazing past the two guys who are still brave enough to take the main stairs (a FIASCO waiting to happen). His chest scar from open-heart surgery is a terrifying badge of honor—at least it finally scared him into quitting the smokes.

​Tommy (The Mumbling Mystery): Post-stroke and constantly deciphering anything Tommy says is a high-level diplomatic mission. If it weren't for Dick driving his sorry butt around, his elderly care situation would be the next Netflix true crime docuseries.

​Sal (The Hip-Breaker): His legendary, late-night fall (a broken hip, naturally) was the most exciting thing to happen here since the last time the fire alarm went off. He came back from rehab a 30-pound lighter shell of a man (zero smoking or drinking allowed—the inhumanity!). Now hobbling with a cane (or sometimes a broom handle), he still manages to orchestrate weekly cigarette and beer runs. A true survivor—and a true pain.

​In total, 25% of us require some sort of walking aid. And yes, a week after I moved in, some poor soul died in his sleep. I could go on, and on, and on, but if you’re anything like me, your Attention Deficit Disorder is screaming that this post is getting criminally long-winded.

​So, let's grab a coffee.  I'll continue this incredible story next time... after I find where I set my keys.

​TO BE CONTINUED......

​WTF: WHAT THE FIASCO

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🛒 The Day My Impulse Button Fired: Fired, Fired, and Fired

 

For most of my life, I toiled in the majestic arena of retail. Before I landed here in the WTF: What The Fiasco headquarters following the end of my 30-year marriage, I was a glamorous sales merchandiser for a major food manufacturer. It wasn't a bad gig: I got to travel to over 50 different stores, each one a unique ecosystem of baffling management and baffling customers. Fifty stores, fifty bosses—because every single store manager expected me to dedicate my life to their two hours a week of service, instantly ignoring the 49 other stores I serviced and the one actual boss I answered to. Needless to say, the relationship between vendor and manager was less a partnership and more a simmering, mutual hatred.

I’d clocked decades of wear and tear, accumulating a delightful collection of back and knee pains. But thanks to my trusty A.D.D., if a problem isn't loudly screaming in my face, it can wait indefinitely!  So, I worked through the pain, prioritizing tasks like making sure the chips were stacked just right, and ignoring the structural decay in my joints.

The Backroom Brawl

My actual boss was no help; he lived by the ancient, insane creed that the customer is always right, even when they are demonstrably, undeniably wrong. This setup was a constant trigger for my impulsive, short-tempered personality.

The final, glorious straw snapped one day as I was trying to haul merchandise through a particularly messy backroom. The scene was less a functional stock area and more a crowded nightclub filled with department managers and associates doing absolutely nothing but chatting. My frustration boiled over. Words were exchanged (loudly, impulsively, regretfully). Before I could even finish my outburst, the store manager—a man whose patience was clearly rated lower than the structural integrity of this Victorian house—threw me out.

The Impulsive Abyss

Normally, my boss would simply transfer me to a different store. But my Attention Deficit Disorder decided to check out. Having dealt with this exact flavor of petty annoyance for the thousandth time, I just snapped. I walked out and quit my job. Without thinking! The fact that I was already on A.D.D. and anti-depression meds, and I might have missed my morning dose, probably amplified the explosion. This wasn't just impulsive; this was the final, nuclear-grade straw.

At the time, I foolishly thought, Eh, I have enough cash until the next gig. I didn't care about unemployment. What I absolutely failed to consider were my benefits, specifically my precious Medical Insurance.

What I didn't also realize until it was too late was I was 60 years old, and the retail world was no longer interested in hiring me. So, here I am, self-employed as an independent personal shopper (Instacart, Shipt, the works)—a true digital-age Fiasco.

WTF: The Health Crisis

Now, the real terror begins. I'm too young for Medicare, but old enough that I’m one sneeze away from a catastrophic medical bill. Do I have to take early Social Security just to cover a decent health plan? Do I qualify for the dreaded Medicaid bureaucracy? What the Fiasco!

Remember me saying, "I have had my share of back and knee pains... With my A.D.D., if it's not in my face important it can wait."

WELL, IT'S IN MY FACE NOW!

It's in my neck, my knees, my back, and my hips! I didn't just go over the hill at age 60; I fell off the cliff that was hiding over that hill, without a net or medical insurance! At 63, my body is officially staging a coup.

WTF: WHAT THE FIASCO!

Next week, we'll dive into the ailments going around this house and my misadventures in trying to get and afford health insurance before time runs out—the ultimate Fiasco.

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MOVING DAY (WTF)

Moving Day: Big Earl and the Door Decibels I finally rolled up to the Victorian—my very own WTF: What The Fiasco headquarters—with a truck full of belongings. My room was a prime slice of real estate: middle of the first floor, right in front of the main staircase. This gave me a tactical choice for unloading: Park in the backyard and brave the chaotic Downstairs Kitchen, or park on the street and run the gauntlet of the front door? I chose the front. My first and immediate mistake.

I thought I was avoiding the bottleneck of the kitchen. Instead, I ran directly into the orbital path of Big Earl, the house's self-appointed (and heavily armed) security chief. His room is the first one in the house, and its windows and perpetually open door function as his personal, non-negotiable CCTV system. He was, as always, lying on his bed, watching TV, but his true focus was the surveillance feed: me, dragging boxes. Big Earl is an ex-Marine. His tiny room—seriously, it was the size of a child's closet—was a temple of neat, terrifying organization. Everything had its place, and by extension, everything I did had to be done his way. If you wanted to coexist with this mountainous man, you simply complied. He's not just intimidating; he's the reason we all learned to tiptoe. And God help my soul if the front door dared to close with anything less than a gentle, reverent sigh. Slamming it, letting it thud, or even letting the latch click too loudly meant a slow, booming lecture from the dark corner of his room. Now, my room came "furnished" (a bed, a dresser, and a chair that looked like a discarded bus seat), but I, the fool, brought more stuff: a massive bookshelf, a dry bar, an antique drop-side table, chairs, and enough boxes of clothes and "collectibles" to build a second, smaller Victorian inside my room. Trying to organize all this into a livable space was agony. But the real joy was the constant parade of interruptions. Tenants kept popping their heads in. I couldn't tell if they were genuinely interested in meeting the New Fiasco, or if they were just scouting my boxes to see what junk they could quietly walk off with later. Welcome to my new home. WTF: WHAT THE FIASCO!

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My New "Home": Where Dreams Go to Die (and Rent is Dirt Cheap)

I found this "room for rent" on the internet, which is a lot like finding a gourmet meal in a dumpster—the description promised filet mignon, but my eyeballs immediately detected soggy socks. Of course, the sheer, glaring, structural, and existential faults of the house only became apparent after I had already signed the lease and was committed to a life of low-grade peril.

The place is an "Spooky Looking Old Victorian," which is a fancy way of saying a giant, three-story, drafty coffin with a terrifyingly ancient fire escape bolted to the back, probably just waiting for its moment to spontaneously detach. The siding is a magnificent tapestry of half-hearted DIY repairs, looking less like a home and more like a fever dream stitched together by a very tired squirrel. It sits on a corner lot, mercifully shrouded from the judgmental gaze of its neighbors by a pathetic chainlink fence and a truly dedicated effort of overgrown bushes. That’s right, the house needs shrubbery to actively hide its shame.

I bravely navigated the gate and the long, suspicious walkway to the front door for my appointment with the landlord. The door itself was an ancient, grimy relic secured by a modern combination lock, which is exactly the kind of jarring, nonsensical contrast that defines this whole property. I knocked. Nothing. I could hear distinct human noises inside—like the faint sound of souls being mildly inconvenienced—but no answer. I knocked again, getting the same passive-aggressive silence. I checked my phone, texted the landlord (a beacon of futility), and then, with the sheer audacity of a desperate person, I knocked one more time, with the added thump of genuine annoyance.

The door was then ripped open by a genuinely scary big older black man with a magnificent gray mane, sporting a crisp, white, sleeveless tee—a sartorial choice that somehow managed to scream, "I haven't been happy since 1987."

"Yer what you want!" he bellowed, perfectly capturing the essence of a man whose day was already a masterpiece of misery. "I'm here to rent the room," I managed to squeak. "So call the Landlord!" And with the speed and finality of a guillotine, he slammed the door shut.

That, right there, was my sign. My glorious, flashing, neon-lit, heavenly choir-singing sign that I should have executed a perfect 180 and never looked back. But alas, I am a creature driven by the two most powerful forces in the universe: poverty and desperation.

Just then, my savior/tormentor, the landlord, appeared. He punched the magical code into the grimy lock and ushered us into the abode. Inside, it looked "normal enough," which in this context means "not actively on fire." He revealed the charming details: 20 rooms, all men. It’s less a house and more a highly pressurized man-can. The bathroom situation is a delightful game of musical chairs: two full baths (with showers, praise be) on the first floor, and two half-baths on the second. The third floor, apparently, has been designated a pee-free zone by decree.

The ground floor features a "kitchen" that appears to have been designed by someone whose concept of cooking involves staring wistfully at a stove. It has a full fridge, a sink, and a stove, but a generous one foot of counter space—just enough room to perfectly balance a single teaspoon of existential dread.

My humble quarters were on the first floor, conveniently located directly in front of the stately, yet probably creaky, Victorian staircase. The landlord proudly informed me it was the biggest room in the house. At 11 x 14, it was "okay," furnished with a bed, dresser, and an "EZ chair" all conveniently provided by the last tenant (who probably fled in the middle of the night, leaving only their furniture and a faint scent of regret).

Considering the price was a blissful one-third of what any sad, boxy studio apartment was going for, I decided that a life of shared bathrooms, zero counter space, and being regularly yelled at by a shirtless man was a steal.

I jumped on it. Because apparently, I have a Ph.D. in making terrible life choices. 

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