I wrote most of this offline, and noticed as I pasted it in that a few additional entries have come in. I'll try to respond to them over the coming days.
One year summary
TL;DR. To boil down to a single phrase, it seems like the underlying theme is: life goes on.
Thinking back on the event itself:
There was no profound and dramatic lifting of cares or worries. Nor were there any regrets or doubts. I just stopped going to work one day and it was just as natural as going to work had been the day before. I suppose years of planning had subconsciously conditioned me for the transition. There were a few transient moments of, "Is this real?" linked to things like selling the house I'd been in for 23 years and getting a new driver's license in a different state. And maybe on some level I was a little let down that there wasn't a bunch of emotional fanfare--it's a pretty big step in life for those that take it voluntarily. But I didn't retire to drum up a reason to celebrate, and the lack of crisp elation didn't mean much.
I'd always viewed bowing out of a corporate career as a step in moving on to new opportunities rather than a flight from something dreadful, and maybe that's why it turned out to be somewhat of a non-event. Corporate politics had changed a lot over the last two years, generally for the worse. Not something I want to get into here, but if I'd played a couple more OMY cards it's likely retirement would have been more accurately described as fleeing rather than embarking. I was aware of that in the final run-up, and it led me to feel I'd chosen the right time and bolstered my eleventh-hour resolve. It was a reasoned action, underpinned by gut-level instinct, but not driven by visceral forces.
Looking at the first year:
This retrostpective is a little harder to get a handle on. I haven't approached Phase III with the same goal-oriented outlook I'd adopted during the run up to retirement. I don't have a list of pass/fail criteria to measure things against. That in itself is arguably a small victory.
I derive a lot of peace of mind from being geographically closer to my dad. Being three states away during the four years of my mom's illness sort of haunted me. And being able to check in and visit with my dad in person a couple times a week over most of the calendar year feels right. One little victory.
During the planning years I'd put together lists of leisure pursuits--things I'd occasionally had wistful thoughts that I'd like to do over the years. I haven't moved too far down that list yet. The low fruit at the top of the list--things I'd already moved out on like the hideout or always had on the back burner like fooling around with music--have kept me sufficiently engaged. Boredom certainly has not been a problem. One little victory.
People have frequently asked me what I'm going to do post-retirement, and I get the sense they are expecting me to say I'm embarking on a second career or starting a business or some such. Other than the guys at the "water/nordic sports" shop where I bought my kayak feeling me out regarding whether I'd like to work there part-time during the off season I never gave a moment's thought to working for a paycheck except when contemplating possible counters to the most dire of black swan eventualities (and as bad as things are we're not in the ballpark of that yet, at least as pertains to viability of my lifestyle). I'm about 75% of the way to being a kayak fishing enthusiast so I might actually take the job out of nerdiness and for the opportunity to network with people in that neck of the woods who are promoting the sport. My initial reaction was to pooh-pooh the idea, but I agreed to at least think about it over the balance of the summer.
The whole "kayak thing" wasn't on my original lists of leisure pursuits (though expanding my fishing definitely was up near the top) and is just an example of things that can just pop up along the way when a guy isn't too married to a set of preconceived ideas. And much like when dipping into the stash in 2014 to buy the cabin, it was somewhat liberating. Throwing a little money into something like the kayak I think helps me avoid descent into becoming completely miserly. The phrase I came up with when I bought the cabin was roughly: it's a reminder that the stash is there to serve me rather than me being here to serve the stash. The kayak experience has been in that vein. All-in-all: one little victory.
A thing I never considered was that not having a job to claim a large fraction of one's week makes dealing with all the little aggravating things life throws at everyone much, much easier to navigate because making time becomes much less complicated. Things that used to make me grumpy now just stir up the routine a little bit, and often provide the impetus to get out of the house and run by a nearby park or forest preserve for a bit of a hike or something rather than requiring me to stay late at work to make up time, or expend limited vacation time. One little victory.
So although it's mostly very mundane, much is working well. The list is longer: I'm getting outside a lot more and building up my vitamin D stores, my guitar pursuit is much more consistent and organized, except for Youtube fishing and kayak porn my online time is decreased, etc.
But there are some imperfections. I'm not as focused on mindfulness as I thought I'd be. I still have my moments. I'm typing this in installments and this morning (7/27) I had an uplifting moment when I listened to the pair of loons that base themselves on this stretch of the lake rallying the troops from the four corners before dawn broke. Yesterday I spent a few hours up in my compartment of the garage building affixing all the required registration numbering and expiration decals and permit exemption stickers to the kayak. It's a more involved process than it would seem and required some cleaning and sanding and overall carefulness. Having a large fraction of the day accompanied by rain and thunderstorms (i.e., I wasn't missing out on anything due to the chore) allowed me to get fully absorbed in each of the piecewise simple tasks and left me feeling 100% refreshed when it was all complete. Later this morning when it warms up a little I'll apply a midseason UV protection/treatment which is another wax-on, wax-off sort of activity, albeit a quicker one. However, I could and should be doing better in that regard overall. I'm still allowing my thoughts to scatter when I'm out fishing in the kayak and playing the guitar--two activities tailor-made to promote mindfulness. Mostly the problem is I'm just too lazy to rein myself into the moment.
And a lot of the day-to-day opportunities to ground myself in mindful contentedness are disrupted by my not having my own "home" yet. I only do a small fraction of the cooking and housework which were always good conduits to "just be". My aunt is one of those people who can't stand by if I busy myself with "her" household chores (unless it involves lifting heavy things, haha). So if I spontaneously mop the kitchen floor or something she'll respond by cleaning all the rest of the floors in the entire house. I don't want to work her to death!
That kind of stuff should work itself out in time though.
Despite being outside more I should probably be getting more outright exercise. I do some paddling in the kayak but while actually fishing I'm generally content to let the motor do most of the work. And I'm not eating optimally. My home base is situated in the land of superb pizza, and my aunt loves to bake. The nutrition part will sort itself out when I'm back to living on my own I think, but it's important that I do better in the meantime.
Some Final thoughts:
So to reiterate, I've not stepped into an idyllic fantasy world. I wasn't expecting that but I think I expected to have a more intense feeling of freedom. I guess I mean that in a spiritual sense. I have more financial freedom than many, and more agency when it comes to my time than most people my age. But I still have tethers to the mundane. Ditching employment severed the shortest, most restrictive of them. But family, friends (to a lesser extent), "stuff", government-imposed overhead, and even simply having a little money put away to steward tend to keep me entangled in many of the things that characterized my old life.
One thing I can safely say is I do not miss work or having status as a corporate minion. From day one I spent zero time thinking about my former "career". That's not to say I don't think about some of the friends I made through the years, and several I keep in touch with through various means. But when those that are still working share anecdotes about the office I politely try to appear to be paying attention while inwardly my eyes glaze over.
It's a little difficult adjusting to my income having plummeted, mostly in the sense that spent money is not so easy to replace now. It hasn't mattered, but being sort of an arch-conservative fiscally-speaking, having lost a layer of redundancy will take some getting used to. Makes me feel like I'm living dangerously.
I touched on the generic financial aspects of Year 1 in prior entries so I won't go there in this review except to say that all is fine, with the bonus that apparently we have avoided a recession by virtue of the powers that be redefining recession. I'm sleeping much better thanks to that

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Looking ahead:
Year 2 starts tomorrow, or maybe Saturday, depending on how I count it. The last day I actually worked was two days before I technically retired from the company iirc. It'll start with a short trip to the annual Blueberry Festival in Ely MN. Obviously I pull all the stops when celebrating milestones. Actually, being 1-2 generations removed from "the farm" in my family (all my grandparents grew up on farms) I tend to enjoy these somewhat rural-flavored events.
I'm hoping to improve on Year 1 as I move through Year 2. I don't have a lot of specific ideas on that yet. I've never suffered from wanderlust and covid has provided an excuse not to push me out of my comfort zone in that regard, but maybe I'll take a few day trips or 2-3 night road trips to see some of the regional sites in the upper Midwest/visit friends in various locations. But there won't be anything exotic in the mix.
The main thing I want to do is be more deliberate about trying to make each day the best day I can make it, one day at a time. I'm not a high maintenance guy and I have no trouble passing days in ways that are generally pleasant, but I'd like to see if I can't get a little more out of the time I have left. I know operating in full up thrill-seeker mode is something that tends to just add stress and make me cumulatively weary, but maybe there's an optimum between good enough and too much I can gravitate towards. These are emerging thoughts so I can't much other than they are emerging and if they take root maybe they'll show up in future entries.