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WORLD CLASS WINE WORKING OVERTIME

January 12, 2026 by David Gillaspie

This is a glass of wine, world class wine. Mmm, mmm. It originally comes from the Hawks View Winery in Sherwood, Oregon. Today it came from my basement, racked with the other wine in the house. If you’ve heard of Sherwood, it’s probably from reading about Robin Hood in Sherwood Forest. Is it world class? […]

Filed Under: What's Up Tagged With: America, American, baby boomer, Baby Boomer blogger, blog, blogger, boomer blogger, boomerpdx, discount wine, drink, drink wine, education, facebook, freedom, freedom ring, gin and tonic, hawks view winery, learning, map, Oregon, Oregon wine, police record, Portland, PORTLAND BABY BOOMERS, Portland Oregon, story, twitter, wine, wine spectator, world class, worlds class wine, writer, writing

UNDEREDUCATED, OVEREDUCATED, OR JUST RIGHT

January 9, 2026 by David Gillaspie

Growing up, everyone is undereducated. From five, to fifteen, to twenty-five, the learning curve is steep. After high school, you’re done? Noooo. After a bachelor’s degree, your done? Nooooo After a professional degree, or graduate degree, you’re done? After all the learning, no matter how far you get, or how long it takes, we come […]

Filed Under: What's Up Tagged With: Baby Boomer blogger, blogging superstar, boomer blogger, boomers, bot traffic, common standards, Death, dignity, education, facebook, google, google AI, historical, history, just right, learning, mistrust, Oregon, overeducated, PORTLAND BABY BOOMERS, Portland Oregon, portland shooting, standards, story, twitter, undereducated, wife, writer, writers, writing

HARD RAIN FALLING, GUTTERS OVERFLOWING, NOW WHAT?

January 7, 2026 by David Gillaspie

I’ve got a hard rain falling in drops you can see. Not the usual drizzle, not a sheet of water, but individual drops spaced and timed to perfection. It’s cold out, the kind of day that makes you think of other places you’ve heard about, seen on advertisements, the kind of cold and wet people […]

Filed Under: What's Up Tagged With: America, American Baby Boomer, baby boomer, Baby Boomer blogger, better days, blog, blogger, Bob Dylan, boomer generation, call to action, Death, education, facebook, flood, getters, hard rain, history, hunger, Jan 6, learning, now what, Oregon, revisionist history, rewriting history, second opinion, show up, sink hole, stay warm, twitter, wife, writer, writers, writing, wrong history, WWII

2025 HIGHLIGHTS OF THE YEAR, SO FAR

December 31, 2025 by David Gillaspie

2025 highlights have come every day, with each new one besting the last. And, like last year, 2024, it’s come to this. The End. Also like last year, and the years before, tomorrow is a: New Beginning. Let’s say it together. New. Beginning.

Filed Under: What's Up Tagged With: 2025, 2025 highlights, baby boomer, better than that, blog, blogger, boomer blogger, boomerpdx, cheers, education, facebook, family, famous people, fiction writer, fitness, football, highlights, historical figures, history, LFG, millennials, music, new beginning, North Bend, Oregon Ducks, playing guitar, Social media, sports, story, the end, wife, writer, writers, writing

COLLEGE DIPLOMA, JUST ANOTHER PIECE OF PAPER?

December 19, 2025 by David Gillaspie

Every time I open the sleeve and look at my college diploma it takes me back to another time. What time is that? The mid-70’s? Nooooo. Early 80’s? Noooo. But I started freshman year in 1973.

Filed Under: What's Up Tagged With: academics, advanced degree, AI, America, American, american nobility, appointed officials, baby boomer, Baby Boomer blogger, Baby Boomers, bachelor's, blog, blogger, boomer blogger, boomerpdx, college, college diploma, education, equality, facebook, fraternity, history, landed gentry, learning, liberty, magna carta, master's, nobility, pfc gillaspie, PhD, public policy, U.S. Constitution, writer, writers, writing, youtube

ADULTHOOD MISUNDERSTOOD, AND THEN … ?

December 17, 2025 by David Gillaspie

You’d think adulthood misunderstood would come from some kid with ideas on who they’d want to be. But, noooooo. It’s the adults. If it were a kid, they’d have time to figure things out after a misunderstanding. What if it’s a baby boomer? What’s their excuse?

Filed Under: What's Up Tagged With: adult, adulthood, adulthood misunderstood, baby boomer, Baby Boomers, blog, blogger, boomer blogger, boomerpdx, education, facebook, good manners, grown man, history, learning, MARRIAGE, misunderstood, podcast, PORTLAND BABY BOOMERS, Portland Oregon, priorities, rossi radio, story, time passes, writer, writers, writing

VINTAGE LEADERSHIP FROM MID-CENTURY MODERN LEADERS

December 3, 2025 by David Gillaspie

Today would be a good day for vintage leadership from the 50’s and 60’s. The problem is that the reading I’ve done for the post comes across as a Nixon slam. Nixon was Vice President for Eisenhower in the 1950’s when everything was calm and serene, compared to the 1940’s. He was working during the […]

Filed Under: What's Up Tagged With: America, American exceptionalism, baby boomer, Baby Boomer blogger, Baby Boomers, bay of pics, blog, blogger, boomer blogger, boomerpdx, Cuba, education, facebook, Guatemala, history, learning, mafia, millennials, Nixon, reputation, Russia, Social media, story, travel, twitter, writer, writers, writing

GOOD BOSS, BAD BOSS

October 23, 2025 by David Gillaspie

A good boss isn’t born that way. They learn the ropes after working for a boss who shows them the right way. And the wrong way. Then they choose one or the other. What’s the difference?

Filed Under: What's Up Tagged With: algorithms, blog post, blogger, boomer blogger, boomerpdx, education, engagement, facebook, good listener, inspiration, key words, Social media, traffic, trending, twitter, writer, writing

MELANCHOLY NOSTALGIA? WHERE DO I SIGN

July 20, 2025 by David Gillaspie

Melancholy nostalgia is no one’s idea of a good time. Nostalgia alone is more than enough. Those ‘good old days’ never looked better until you start scratching around. Add a dose of melancholy to clear things up.

Filed Under: What's Up Tagged With: agreement, alphas, Baby Boomers, boomer elders, boomer phenomena, boomerpdx, common ground, education, facebook, MARRIAGE, melancholy, melancholy nostalgia, millennials, new ideas, North Bend Oregon, nostalgia, Oregon, Portland, Portland Oregon, real fun, remember, therapy, twitter, vulnerable age, writer, zoomers

MARATHON MINDSET OFF THE TRACK

June 1, 2025 by David Gillaspie

I hear marathon mindset and the number 332 pops up. Three hours and thirty-two minutes, the longest 3:32 I can remember. Soooo long it felt never ending, but it all worked out after twenty-six miles. If things don’t work out, then it’s not the end, which is often a problem.

Filed Under: What's Up Tagged With: access Hollywood, Baby Boomer blogger, Baby Boomers, caregiver, Death, death march, education, facebook, family, Hollywood, impatience, marathon mindset, microsoft, millennials, Nike, normal feeling, remember, running, superstar, the end, timing, wife, writer, writing