The Executor Dilemma
A Boy Scout’s Guide to Late-life Logistics
In my previous essay, I found myself reflecting on the subject of time. Writing it left me thinking much more seriously about how much of it I may have left. At my age — I’m now in my 79th year — existential angst is to be expected. Many friends and colleagues are now gone, while those of us still here seem increasingly occupied with managing one physical malady or another.
Ah yes, the maladies. They arrive in clusters at this stage of life, don’t they? For example, my walking regimen, once integral to both my physical and mental health, has become disturbingly limited. Chronic nerve pain from spinal stenosis now restricts my mobility, and more recently I have added compression stockings to my wardrobe to deal with peripheral edema. It really is no secret that a senior-citizen’s body is a full-time maintenance project.
Now, as it happens, I was a Boy Scout in my youth, and the motto drilled into every Scout was simple: Be Prepared.
Robert Baden-Powell, the founder of Scouting, did not mean that only in the sense of carrying the right gear on a camping trip. He meant it as a way of approaching life itself. Think ahead. Get things in order before the moment arrives.
So. Let’s get real. It definitely is time for me to get serious about preparing for my Final Exit.
The pandemic, of course, had previously served to sharpen this realization. In 2020 I was well into the category of people considered highly vulnerable to COVID. Although we did not know the precise statistics at the time, we now know that people over 65 accounted for the vast majority of deaths from the disease. I behaved cautiously and, for whatever reason, never contracted the virus.
However, during that unsettling time, I did make a few modest strides toward “getting my affairs in order.” Ever since then, a white 9×12 envelope labeled “Important Stuff” has been attached to my refrigerator door, quietly waiting to be needed. Inside it are my Advance Directive, which I prepared back in 2014 (upon retirement), along with some basic information about my finances and where funds should be directed upon my death.
Of course, one rather obvious detail remained unresolved. Who exactly would carry out these wishes? I never actually completed a Will.
Not that I didn’t try. I went to the FreeWill website and started working through the prompts. Everything went smoothly until I reached the section asking me to name an Executor. Who would that be? I do not have a spouse or significant other, and most of my relatives live far away. Asking friends to take on the administrative burden of settling someone’s affairs felt like a rather large favor to request.
So the process stalled.
But I have just recently discovered that there are professionals who can perform this role. Licensed Professional Fiduciaries can serve as a Personal Representative, handling the various financial, legal, and logistical details that follow a person’s death. In cases like mine, where the estate is modest, the process may even be handled through a Simple Estate Affidavit rather than a lengthy probate proceeding.
I am still learning about how all of this works, of course, but I have already contacted a local firm that provides fiduciary services and requested an initial consultation.
None of this is especially dramatic; it is simply the quiet work of tidying up important details. It’s the kind of effort that is easy to postpone because the moment requiring it always seems far away. Yet eventually the time arrives. Deep down, we all know that.
And so I find myself returning to bits of advice first learned long ago in the Boy Scout Handbook. The lessons were about life. And now death.
Be prepared.
Soundtrack Suggestion
I’m not scared of dying
And I don't really care
If it’s peace you find in dying
Well, then let the time be near
If it’s peace you find in dying
And if dying time is near
Just bundle up my coffin cause
It’s cold way down there
I hear that's it’s cold way down there
Yeah, crazy cold way down there
(“And When I Die”— Laura Nyro; Blood, Sweat & Tears)
The Monk Persists
I built this blog on Thanksgiving Day, 2005. From scratch. In a single afternoon.
That first version is likely something archaeologists of the early internet might excavate from a dead server farm somewhere. Remember, this was before Facebook. Before Twitter. Before podcasts. Before we were all gently coerced into becoming “content creators,” feeding platforms whose names would eventually become verbs.
Back then blogging was its own ecosystem. Independent. Slightly nerdy. Sometimes thoughtful. Often opinionated. For some weird reason, I wanted in.
On that first day I explained how I came to call myself “TechnoMonk.” The name originated with a friend who once observed that my home furnishings were distinctly Spartan, while my investment in cameras, computers, and sound equipment was anything but. The term stuck; I’m still a gadget enthusiast.
The original blog was hosted by Blogger, and lived on a Comcast server under the domain technomonk.us. It was free, which seemed appropriate for what was then essentially a self-indulgent side project. Over time I discovered that “free” came with aesthetic constraints, sketchy support, and documentation that was likely composed by a tech guy with limited social skills. After almost a year of muttering at the screen, I decided to move on.
In October 2006 I adopted the domain technomonksmusings.com and migrated everything to Squarespace, where it has remained ever since. That first transition was not seamless. Files were exported and imported; some did not survive the journey. Lessons were learned. Patience was tested. A few agonizing weeks passed.
Eventually the site settled into Squarespace’s v5 platform, where it has lived for many years. The design remained largely unchanged. I described this to myself as “clean and timeless.” It may also have been “aging quietly.” At this point, my blog is older than many current, well, what-do-you-call-them, “influencers.”
What changed over time was my understanding of what this space represented. What began as a modest vanity project gradually became something more substantial: a personal archive. It now contains reflections on work, institutional politics, relationships, travel, aging, grief, loss, rejection, existential angst, and yes, a fairly steady stream of complaints. I have never curated commentary particularly carefully.
Version 5, however, has reached its twilight. Support is minimal. Editing began to feel like maintaining a museum exhibit devoted to mid-2000s web design. So the options became clear: let it fade away, archive it imperfectly, or migrate again.
But I remembered 2006. The mere thought of another migration made my shoulders tighten. The move to Squarespace 7.1 would preserve the content, but the site itself would need rebuilding. Every post would require reformatting. One. By. One. Add in the predictable dry eyes from too many hours at a screen, and it all began to feel like a full-contact sport.
And yet, here we are.
The transition is complete. The layout is cleaner. The font is slightly larger, which my fellow senior citizens should appreciate. Underneath, the structure is sturdier and far less temperamental.
Two domain names. Three platforms. Twenty years.
Not bad for something launched on a whim in a sparsely furnished home office with just my computer and one crazy idea.
So: thank you for stopping by, whether you’ve been here since 2005 or arrived somewhere along the way. I can’t promise frequency. I can promise that when something feels worth saying, it will appear here.
The Monk persists.
Soundtrack Suggestion
It’s quite apparent
Your grammar’s errant
You’re incoherent
Saw your blog post
It’s really fantastic
That was sarcastic
’Cause you write like a spastic
I hate these Word Crimes
Your prose is dopey
Think you should only
Write in emoji
(“Word Crimes” – “Weird Al” Yankovic)
Sardines in the Back Bar: My High School Reunion
I graduated from high school in 1965, right in the middle of that turbulent, unforgettable decade. Last month, I made the cross-country trek from Eugene, Oregon to Rice Lake, Wisconsin for my 60-year reunion.
Traveling to rural northern Wisconsin isn’t easy. These days, I take two days just to get there. This time I flew to Minneapolis via Seattle, rented a car, and drove to a nearby hotel in the dark. Car rentals, of course, come with their own set of challenges. I drive a 2020 Subaru Crosstrek at home, so when I found myself behind the wheel of a 2025 Nissan Rogue, I had to pause in the airport lot, dig out the 600-page manual, and acquaint myself with the vehicle’s basics. Eventually, I made it to the airport Holiday Inn Express, tired but in one piece.
Day two was the drive to Rice Lake. I stopped in Menomonie to see my friend “BA,” a classmate I’ve known since I was 12. We’ve been in steady contact — often over Zoom during and since the pandemic — so our conversation flowed easily, even if it wasn’t about anything in particular. Politics and religion are off-limits between us, so our chatter resembled a Seinfeld-style “conversation about nothing.” Still, it was grounding to reconnect before the busy weekend ahead.
On day three, I had breakfast with another classmate, “CJ.” We first reconnected at our 40th reunion and in recent times have grown a bit closer through regular Zoom calls. Our conversations are different from most — personal, probing, unafraid of difficult topics like family dynamics, belonging, and the choices that shaped our lives. Sitting across from her in person gave those exchanges a richness I rarely find elsewhere.
That evening was the first group gathering at a local pizza place. I had gone in with low expectations, and still, the chaotic setup surprised me: thirty or so people crammed into the back corner of a bar with no clear plan for how to mingle or sit together. Consequently, BA and I retreated to a booth for dinner before cautiously rejoining the group once the crowd thinned. To my relief, I found a few familiar faces and even received a warm hug from a female classmate who had been reading my writings over the years. Those small moments of recognition helped balance out the initial frustration.
The next morning, BA and I met again for breakfast, this time joined by “WJ.” Our conversation took a surprising turn when, at one point, he asked, “Do you believe in vaccines?” The question startled me, but to my relief, all three of us agreed. Still, it was a reminder of the cultural divide I often feel when I return to Rice Lake — a blue-leaning visitor navigating a visit to a deeply red part of the country.
Saturday night was the main event at Lehman’s Supper Club, the classic Rice Lake venue for special occasions. Drinks started at five, but I stuck with ginger ale while classmates sipped their cocktails. I chatted briefly with a few people, but the connections felt fleeting. Dinner was buffet-style, serviceable but unremarkable, and I found myself at a table where conversation was scarce. By 7:30, much of the room had emptied out.
There was no program to speak of, aside from WJ’s attempt to spark discussion about future reunions. He floated the idea of meeting every year at Lehman’s. To me, that seemed unrealistic, for how many of us in our late seventies are going to make an annual pilgrimage back to Rice Lake? Still, he made an effort to keep something alive.
The highlight of the night was another chance to talk with CJ, this time in the middle of the busy dining room. While classmates milled about, we found ourselves absorbed in yet another meaningful exchange, the kind that lingers long after the event ends.
Looking back, I left the weekend with mixed feelings. Unlike past reunions where unexpected conversations left me energized, this one felt quieter, thinner, as if the spark had dimmed. Most classmates seemed eager to head home early, and true reconnections were rare. Was it me? Or was it simply the reality of our age, our numbers dwindling, and our capacity for long evenings fading? I honestly don’t know.
One regret lingers: I could have picked up my phone and taken photos. As an old event photographer, I had the skills and opportunity to document the gathering and share it on our class Facebook page. Instead, I sat passively, missing a chance to contribute. That realization stings.
And yet, in the end, the reunion gave me what I’ve come to value most in these years — small moments of closeness with a few old friends. A booth dinner with BA. A searching breakfast with CJ. Even an awkward question from WJ that revealed common ground. Perhaps that’s what reunions are really about: not the big group photos, or the banquet meals, but the quiet exchanges that tend to remind us who we were, and who we’ve now become.
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I have written essays about three previous class reunions, and here they are:
40th reunion: The Class of 65
45th reunion: Social Media & Whatever Happened to the Class of 65
50th reunion: Not As Young As I Once Was
The Eyes Have It
I was diagnosed with “dry eye disease” a number of years ago after I complained to my ophthalmologist about my chronic itchy, scratchy eyes. I was informed that this condition exists when there are not enough natural tears around to provide adequate lubrication for the eyes. This is why the eye drops you see advertised, or that you find on the shelves at the pharmacy, are referred to as “artificial tears.” For the last several years, I have been using prescription Restasis eye drops to ameliorate my condition.
For me, among the consequences of having chronic dry eyes was that I found myself reading less; plus I was writing a lot less. Also, I was aware that the closed captioning on my (Ultra HD) TV screen was slightly blurry. All this really worried me. I could still mostly function in the world, but my experience out there was definitely more limited.
Then, one morning in June 2022, I awoke in distress upon realizing that I had very little functional vision in my left eye; everything was totally blurry. I tried not to panic while I waited to place a phone call to my eye doc. When I got his office on the phone, I was informed that my ophthalmologist was in surgery that day, hence unavailable, so I took an appointment with one of his partners. I did not know this person and the appointment did not go well; I thought the diagnosis and the advice I was given was garbage. He seemed mostly mystified by my condition although he did give me additional eye drops and suggested that I continue on with the routine of warm compresses that I had been doing for years.
Exactly one week later, I awoke with the same problem in the other eye. FUCK! Again I called. Again my regular ophthalmologist was in surgery. Once more, I foolishly consented to see the substitute which was pretty insane given the previous week’s encounter. I did finally gather enough information from him to embark on a knowledge search myself, however.
What I discovered is that I have a rather common condition called meibomian gland dysfunction (MGD). One of the most succinct descriptions I found online is as follows:
The meibomian glands are oil producing glands in both your upper and lower eyelids. The oil produced by these glands forms the outermost layer of your tear film. This oil layer protects your tears from rapidly evaporating. When these oils are reduced or eliminated, your tears evaporate from the surface of your eyes quickly and your eyes become much drier. This is especially true when you are engaged in visually intense tasks such as reading (books, magazines, newspapers), staring at a computer, cell phone, or tablet screen, watching television, driving, etc.
Once I had a label for my condition (which was not provided by the substitute eye doc), it opened up a wealth of information available online. I learned lots from watching YouTube videos, for example.
Then, finally, the time came for my annual eye exam. My ophthalmologist was well-aware of MGD and knew what to do. Among the recommendations was a referral to a dry-eye specialist (who knew there even was such a person!). Treatments are available, I was told, although expensive and not covered my insurance. I said I really didn’t care about the cost because I needed some relief. I wanted my eyes back!
Now, a year and a half later, I can happily report that these treatments have been successful. The whole process involved some minor lifestyle changes (e.g., no more aftershave) plus in-office radio-frequency (RF) and intense-pulsed-light (IPL) treatments. I am back to reading (and writing) more. And the TV-screen captions are no longer blurry!
So, this is just to say to all of my fellow septuagenarians (and everybody else) who have bodies that are changing and eyes that are like deserts: help is available!
Soundtrack Suggestion
Doctor, my eyes
Tell me what is wrong
Was I unwise to leave them open for so long?
(“Doctor My Eyes” - Jackson Browne)
On Loneliness
“Loneliness is far more than just a bad feeling… It is associated with a greater risk of cardiovascular disease, dementia, stroke, depression, anxiety, and premature death. The mortality impact of being socially disconnected is similar to that caused by smoking up to 15 cigarettes a day, and even greater than that associated with obesity and physical inactivity.” – Dr. Vivek Murthy (U.S. Surgeon General)
I retired from full-time employment in 2014, at age 67. It wasn’t that I thought it was really my time to move on – rather my employer believed it was. I was working as an academic dean, at a community college in the Bay Area, and the administration that had hired me, well, those folks were long gone. The new president didn’t take any time to get to know me and was more interested in putting in his own administrative team. Therefore, I was toast.
So, after receiving official notice that my contract was not being renewed, hastily evaluating my financial situation, and determining that retirement was at least theoretically possible, I packed up and moved back here to Oregon. After all, I had spent a considerable portion of my life in Corvallis and Eugene and my thinking was that there were folks here that would constitute some kind of community for me: that I wouldn’t be totally devoid of a support system.
Flash forward to present day: I’m now 76, and while it’s true that I’m not entirely without a support network, it’s turned out to be a pretty meager one. I have lunch once a month with an old friend from my photography days and about once a year with former Oregon University System colleagues. I made new friends when I spent three years as a part-time faculty member here recently (2019-2022), but now that that position has ended, I now rarely see those folks. I have kept in contact with Katrina (mentioned previously in my writings here; she is the person named in my Advance Directive), but she has her own very busy life and we communicate primarily, and fairly infrequently, by text. I have a Zoom session with an old high-school friend from Wisconsin once every couple months or so. And finally, I admit I had high hopes for real and sustained human connection when I was in a relationship for about three years, but that ended last year and left me alone and grieving.
Given that the pandemic is largely in our rearview mirror, I have once again started spending time here at my neighborhood Starbucks. It’s not really community, per se, but as I sit here writing this, there are the sounds of work, conversation and occasional laughter. There are college students at the next table studying for, what I assume, their final exams. It’s true that I don’t actually meet people here, but it provides some sense of comfort: probably for the same reason that, when at home, I keep the TV or radio on most of the time; the NPR hosts and the news anchors at MSNBC keep me company. Fortunately, right now I have part-time work, in a tech-support role, at the college, that physically puts me in the classroom and in contact with instructors and students, for a few hours a week. That tends to keep me going.
