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BEST LAID PLANS OFTEN GO AWRY

August 16, 2026 by David Gillaspie

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

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

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

DESCRIPTIVE TITLES ARE NOT ADMISSIONS OF GUILT

August 11, 2026 by David Gillaspie

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

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

LIVING LIFE AND LISTENING

August 6, 2026 by David Gillaspie

Listening, being a good listener, is an important part of living life the way it should be lived. Take it from me, a serial interrupter who has changed his ways. I’ve changed my ways, and you should too. What’s that you say?

Filed Under: What's Up Tagged With: approval, baby boomer, Baby Boomer blogger, boomer blogger, boomerpdx, dog, dog's approval, education, family, good listener, listener, listening, listening skills, Love, MARRIAGE, married, story, wife, writer, writers, writing

WHEN YOU NEED A FATHER FIGURE

August 5, 2026 by David Gillaspie

This is my latest new mug, the Father Figure, and it’s my favorite of all time. The handle is right. The size is right. It holds so much ice water I don’t need to refill it during my workout routine and lose focus. But there’s so much more.

Filed Under: What's Up Tagged With: Baby Boomer blogger, bag of weed, boomer blogger, boomerpdx, classrooms, competition, dysfunction, dysfunctional, education, family feel, father figure, father figures, learning, lose focus, Love, mentors, millennials, new mug, Oregon, Portland, PORTLAND BABY BOOMERS, Social media, SPORT, story, travel, twitter, weed, wife, workout, workout routine, writer, writers, writing

WHEN THE AMERICAN DREAM CHANGES? KEEP UP

August 2, 2026 by David Gillaspie

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

YAMHILL COUNTY FAIR 2026, THE OLDEST COUNTY FAIR IN OREGON

July 31, 2026 by David Gillaspie

I went to the Yamhill County Fair for the rides? Noooo. Luckily I went with my wife and our friend (hey Josette) and they weren’t jumping in line. Neither was anyone else since we were there early. It opens at 10. So why drive out into the farmland past towns and graveyards full of pioneers? […]

Filed Under: What's Up Tagged With: 4H, americana, Baby Boomer blogger, boomer blogger, boomerpdx, boomers, corndog, county fair, cows, education, family, farm animals, farming, goats, history, learning, mcminnville oregon, North Bend, Oregon, Portland, PORTLAND BABY BOOMERS, Portland Oregon, rabbits, ranching, Social media, story, travel, veterans, wife, writer, writers, writing, Yamhiill county, yamhill county fair

FINISHING TOUCH ON WHAT YOU START

July 28, 2026 by David Gillaspie

How often do you get to add the finishing touch on what you start? Most of the time we move the pile of expectations, but it moves so slow it’s hard to know it moved at all. Give it a shot, do your best, and maybe, just maybe, things will work out the way you […]

Filed Under: What's Up Tagged With: baby boomer, Baby Boomer blogger, Baby Boomers, blog reading, boomer blogger, boomerpdx, change, civil wrong, education, family, finish, finishing touch, fire, fire hazard, history, homelessness, humanitarian, learning, Love, personal responsibility, PORTLAND BABY BOOMERS, responsibility, Social media, story, travel, vote, vote for them, wife, writer, writers, writing