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MISSING PORTLAND FOUND

August 22, 2026 by David Gillaspie Leave a Comment

I asked Big Paul about missing Portland and he set me straight. “It’s not missing.” “It is if you can’t find it.” “Then you need to look harder.”

Filed Under: What's Up Tagged With: Baby Boomer blogger, bike, boomer blogger, boomerpdx, boomers, education, history, missing portland, Oregon, Portland, PORTLAND BABY BOOMERS, Portland Oregon, skateboard, Social media, story, travel, twitter, wife, wildwood trail, wind surf, writer, writers, writing

ONE QUESTION, ONE ANSWER, OR . . .

August 19, 2026 by David Gillaspie Leave a Comment

Ask one question, just one, and if you know each other, things start clicking, woman or man. If you don’t know each other? Good luck. Maybe don’t ask anything. It’s not any particular question we’re talking about; it could be anything. “Is that a new car?”

Filed Under: What's Up Tagged With: answer, Baby Boomer blogger, blog magic, boomer parents, education, facebook, family, fitness, history, life altering, MARRIAGE, married, millennials, one answer, one question, PORTLAND BABY BOOMERS, Portland Oregon, question, remember, Social media, story, travel, twitter, wife, writer, writers, writing

PORTLAND SUMMER CHEER FROM HERE

August 17, 2026 by David Gillaspie Leave a Comment

How far is a carefree summer walk in the park from the pressure packed navigation through the urban sprawl for Portland summer cheer? One moment you’re walking a forest trail along the mighty Tualatin River counting birds and snakes and turkey vultures. Look, two snakes. Take the bridge for a good look at the river […]

Filed Under: What's Up Tagged With: American Dream, baby boomer, Baby Boomer blogger, boomer blogger, boomerpdx, commerce, dream, education, historical, history, kids, learning, millennials, music, Oregon dream, PORTLAND BABY BOOMERS, portland dream, Portland Oregon, portland summer, shared dream, Social media, story, travel, twitter, writer, writers, writing

BEST LAID PLANS OFTEN GO AWRY

August 16, 2026 by David Gillaspie Leave a Comment

This is what I like to tell people: the best laid plans often to awry. At least that’s what I’d tell them if they asked. No one has really asked, but I’ve heard talk that sounded like complaining, which deserves a solid answer. You had plans? Well, now you know, the best laid plans often […]

Filed Under: What's Up Tagged With: Baby Boomer blogger, beer, boomer blogger, boomerpdx, education, gear, GUITAR, guitar player, history, jam, jamming, looper, Love, married, millennials, music, music jam, Oregon, PORTLAND BABY BOOMERS, Portland Oregon, sober Saturday, Social media, stay sharp, story, sweat, travel, twitter, wife, write, writer, writers, writing

FOR THE LAST TIME: A LIST

August 15, 2026 by David Gillaspie Leave a Comment

You come to the last time after too many bad burgers, bad drinks, and bad decisions. Enough is finally enough. This post was inspired by a short visit to a local tap house, the last such visit. What happened?

Filed Under: What's Up Tagged With: atomic bombs, beer, better jobs, boomer blogger, boomerpdx, civilization, commander, drink, education, enthusiasm, facebook, happy hour, higher education, hiroshima, history, hotelier, japan, last time, learning, more money, nagasaki, rising generations, rude, Social media, suburbs, the last time, travel, twitter, vote, wife, wine, winery, writer, writers, writing, WWII

MATTRESS SHOPPING + BABY BOOMER = MARRIAGE COUNSELING

August 14, 2026 by David Gillaspie Leave a Comment

Go mattress shopping and expect to find more than a mattress. Like what? The outstanding feature to me is meeting people who quote $20,000 for a new bed. Sound normal to you? Not to me, and here’s why:

Filed Under: What's Up Tagged With: bed frame, bed shopping, boomer blogger, deep sleep, education, facebook, family, head board, history, kids, kill you, learning, MARRIAGE, marriage counseling, married, mattress shopping, Oregon, Portland, PORTLAND BABY BOOMERS, Portland Oregon, Social media, story, travel, twitter, wife, writer, writers, writing

AGING ALONG WITH QUINCY JONES, BILL RUSSELL, AND JERRY JONES

August 12, 2026 by David Gillaspie Leave a Comment

Time goes on and we’re aging along and it’s still hurry, hurry, hurry? If you need to ask if it’s necessary, the answer is YES. But, maybe it’s just me? For better answers I watched documentaries about three men in their eighties.

Filed Under: What's Up Tagged With: aging, aging along, alcohol, baby boomer, Baby Boomer blogger, Baby Boomers, bill russell, boomer blogger, boomerpdx, celtics, cowboys, education, facebook, history, ideas, music, Quincy jones, sadness, Social media, twitter, writer, writers, writing

DESCRIPTIVE TITLES ARE NOT ADMISSIONS OF GUILT

August 11, 2026 by David Gillaspie Leave a Comment

If some well known celebrity shows up on a screen, any screen, talking about drug addiction, mental health, and suicide, they’re not talking about themselves. Instead, they’re using their recognition, their acclaim, and their name-fame, to get a message across to a broader audience. Why do they bother with adding their feelings? Because they […]

Filed Under: What's Up Tagged With: Baby Boomer blogger, Baby Boomers, Ben Affleck, boomer blogger, boomerpdx, boomers, celebrity, commie, communist, describe, descriptive, descriptive titles, education, facebook, family, fitness, history, kids, learning, Nike, Oregon, Phil Knight, PORTLAND BABY BOOMERS, smoker, smokers, smoking, Social media, story, title, travel, twitter, urban growth boundary, vote, wife, writer, writers, writing

HOW TO BUSY SATURDAY AUGUST 8, 2026

August 9, 2026 by David Gillaspie Leave a Comment

Focus on a busy Saturday starts Friday night. I’m looking at you, baby boomer: Go to bed early Friday night and get up refreshed and enthusiastic, instead of hungover and droopy. No one needs to see that beyond the mirror, and your spouse. Get up early, hustle through the routine, and get out the door. […]

Filed Under: What's Up Tagged With: Baby Boomer blogger, boomer blogger, family, history, kids, MARRIAGE, millennials, Oregon, PORTLAND BABY BOOMERS, Portland Oregon, Social media, story, travel, wife, writers, writing

WHEN THE AMERICAN DREAM CHANGES? KEEP UP

August 2, 2026 by David Gillaspie Leave a Comment

If you wonder how you’ll keep up when the American Dream changes, don’t worry, you’re not alone. Different people, different dogs, different places? Still keeping up? Start in the easiest place: know your place. Does that sound too rigorous? Too condescending? Here, I’ll help you adjust:

Filed Under: What's Up Tagged With: alone, American Dream, Baby Boomer blogger, behave, boomer blogger, boomerpdx, Children, daddy, day dream, education, estranged, father, game changes, greatest generation, history, keep up, learning, Love, married, PORTLAND BABY BOOMERS, Portland Oregon, Social media, story, travel, twitter, wife, writer, writers, writing