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CAUTIOUS BABY BOOMER BLOGGER VISION

October 26, 2026 by David Gillaspie Leave a Comment

As a cautious baby boomer blogger harvesting stories and insights for more than four thousand (4031) blog posts running seven hundred and fifty words each, on average, comes to more than three million words. Divide that by 90,000, the sweet spot number of words in a novel, and if I were a novelist I’d have […]

Filed Under: What's Up Tagged With: american elections, Baby Boomer blogger, ballot, boomer blogger, boomerpdx, buffalo, cautious, dead eye, education, elk in rut, family, fitness, history, history professor, kids, learning, MARRIAGE, millennials, Mississippi, Oregon, Portland Oregon, Social media, story, travel, twitter, vote, voter, voting, wife, writer, writers, writing, WWII

FAILING FUN = TRY AGAIN

October 9, 2026 by David Gillaspie Leave a Comment

No one sets a course for failing fun. But who’s kidding who. Those who never fail haven’t tried hard enough. But if you keep track of such things, failing fun happens every day. Is it really fun, though?

Filed Under: What's Up Tagged With: Baby Boomer blogger, boomerpdx, education, failing fun, family, history, kids, knowledge, learning, millennials, Portland Oregon, refine, Social media, sordid secrets, style, try again, twitter, vocabulary, writer, writer work, writers, writing

GARDEN PARTY REMINISCING

September 25, 2026 by David Gillaspie

Remember your first garden party when you invited people over to the house to see what you planted, what you’ve grown? It’s a touching moment to behold after years of planning. You build a raised bed like the picture here, and buy plants you just know will grow. And they did.

Filed Under: What's Up Tagged With: AGENT ORANGE, Baby Boomer blogger, boomerpdx, contaminated dirt, education, family, garden, garen party, history, kids, learning, neglect, next time, Portland Oregon, raised beds., responsible, travel, vegetable garden, vegetables, writer, writers, writing

CLASSIC PORTLAND RIVALRY

September 3, 2026 by David Gillaspie

Social media Portland isn’t for the weak of heart. It’s either heaven on earth, or a hell hole from the underworld sticky goo. If you showed up recently, things are looking better; if you’ve been here a minute you’ve seen the ups and downs. Lastly, if you’ve lived here your whole life? Uh oh.

Filed Under: What's Up Tagged With: baby boomer, Baby Boomer blogger, Baby Boomers, blogger, boomer blogger, boomerpdx, chopping wood, classic portland rivalry, education, facebook, family, fitness, history, human rivalry, kids, learning, Love, millennials, North Bend, nostalgia, nostalgic, PORTLAND BABY BOOMERS, Portland Oregon, portland rivalries, rivalries, Social media, social media portland, wife, writer, writers, writing

PORTLAND SUMMER CHEER FROM HERE

August 17, 2026 by David Gillaspie

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

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

NOT LOST, BUT STILL A HISTORY OF LOSING

July 7, 2026 by David Gillaspie

You are not lost if you still have enough gas in the tank and sunlight in the sky to keep going. But, not everyone agrees. I chalk it up to those who’ve experienced enough losing to know the symptoms. They’ve seen losers, been losers, and know what they’re talking about when they call you a […]

Filed Under: What's Up Tagged With: attention, baby boomer, Baby Boomer blogger, blog, blogger, boomer blogger, boomerpdx, Death, education, facebook, family, fitness, history, interests, kids, learning, lost, Love, not lost, personal history, PORTLAND BABY BOOMERS, real life, Social media, wife, writer, writers, writing

THE CUVEE PROM PLAN: TUXEDO REQURIED

June 29, 2026 by David Gillaspie

The Cuvee prom plan works when the star align: A birthday? An anniversary? A retirement? Combine all three and it’s time to break out the tuxedo? Yes, it’s time.

Filed Under: What's Up Tagged With: birthday, boomer blogger, carlton oregon, chef, chef henri, cuvée, cuvee prom, education, fashion, fashion sense, French food, history, kids, Love, MARRIAGE, married, memorable, Oregon, PORTLAND BABY BOOMERS, Portland Oregon, prom, Social media, story, travel, wedding anniversary, wife, work milestone, writer, writers, writing