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YOUNG PEOPLE AND THEIR FUTURE

October 22, 2025 by David Gillaspie

The older you get, the more young people there are. More of them are needed to help guys like this snap out of it. Our systems don’t work based on moron logic like, “We figured it out on our own and they can too.” Figured it out? Figured what out?

Filed Under: What's Up Tagged With: Baby Boomer blogger, blog, blogger, boomer blogger, boomerpdx, boomers, education, historical account, history, learning, Oregon, Portland, PORTLAND BABY BOOMERS, the future, writer, writing

TAX DIFFERENCES BETWEEN HERE AND THERE

October 21, 2025 by David Gillaspie

The tax difference between sitting in my garage and getting lost in Arizona is pretty big. I’ll explain. I just got a property tax statement, maybe you did too? The list of where the money goes is impressive. Compared to what?

Filed Under: What's Up Tagged With: baby boomer, Baby Boomer blogger, Baby Boomers, blogger, boomer blogger, boomerpdx, education, family, history, Oregon, Portland, PORTLAND BABY BOOMERS, Portland Oregon, property tax, property taxes, tax, tax differences, taxes, writer, writing

ONE TRICK PONY, MAYBE TWO

October 20, 2025 by David Gillaspie

I rode this horse three times a week, sometimes more, for two months. Her name was Fancy and she let me know how important horses are. A retired Air Force sergeant owned Fancy and Roxy and he rented them on one condition: You had to ride them the way he wanted you to ride. It […]

Filed Under: What's Up Tagged With: blog, blogger, boomer blogger, boomerpdx, boomers, change, city, cowboy, hook, horse, horse sense, line, Los Angeles, Oregon, Portland, Portland Oregon, stinker, travel, trick pony, tricky, wife, writer, writing

READING LESSON: WHO? WHAT? WHERE?

October 19, 2025 by David Gillaspie

A reading lesson is more than the title for a blog post, more than a list of books, but it’s not more than you need. If you didn’t know, now you know. I need a lesson, you need a lesson, we all need a lesson. After a writing lesson, I’m here to help. All ready? […]

Filed Under: What's Up Tagged With: America, Baby Boomer blogger, blogger, boomer blogger, boomerpdx, boomerpdx reading, boomerpdx reading lesson, boomers, booze, choose carefully, education, great gatsby, Love, normality, Oregon, party life, Portland, PORTLAND BABY BOOMERS, predicable normality, predictable, reading, reading lesson, sex, writer, writing

AMERICAN MEETINGS, OREGON STYLE

October 18, 2025 by David Gillaspie

Today’s American meetings will be held in the most American of places. Anyone seeking to learn more about America should memorize these names. Americans should memorize them, too. We forget so quickly. Where do we meet?

Filed Under: What's Up Tagged With: american meetings, baby boomer, Baby Boomer blogger, blogger, BOOMER, boomer blogger, boomerpdx, millennials, Oregon, Portland, writer, writing

A CURATED LIFE OF MUSEUM QUALITY

October 16, 2025 by David Gillaspie

Who wouldn’t want a curated life? Curated: carefully chosen and thoughtfully organized or presented We’d get to skip all of the confusion and misunderstandings and go right to the good stuff. Sounds good to me, except for a small part. You know that small part?

Filed Under: What's Up Tagged With: blog, blogger, boomer blogger, boomerpdx, boomers, crime, cultural, cultural crime, curated, curated life, education, investments grandkids, life, millennials, museum, museum quality, Oregon, Portland, PORTLAND BABY BOOMERS, Portland Oregon, quality, readers, retirement, tagged topics, vacation, writer, writing

BE SOMEBODY YOU’D LIKE SPENDING TIME WITH

October 15, 2025 by David Gillaspie

Be somebody when it matters is the challenge, and it’s personal. If you’re a baby boomer living in that world, you know how it works. Someone has come to your rescue, and you’ve probably been on a rescue mission of some kind. Looking back at the times my old man wrote a note and sent […]

Filed Under: What's Up Tagged With: baby boomer, Baby Boomer blogger, Baby Boomers, be somebody, blogger, boomer blogger, boomerpdx, getting married, girls day, good wife, husband life, incompetent, kindness, life, relationship, relationship work, somebody, spending time, staying married, time, wife, writer, writing

MY JOURNEY? WHERE ARE WE GOING

October 14, 2025 by David Gillaspie

How many times have you seen a title beginning with, ‘My Journey?’ The answer is, “A lot.” I googled it to make sure. Everything is journey, an adventure, a trip? No, no it’s not, and understanding why is a great cause of disappointment. But, if everything was a journey, how many have you had?

Filed Under: What's Up Tagged With: a journey, baby boomer, blogger, BOOMER, boomer blogger, boomerpdx, boomers, disappointing, do better, education, ethnic cleansing, internecine feuds, journey, know better, learning, learning journey, lost respect, Love, MARRIAGE, marriage journey, musical journey, my journey, no respect, North Bend, Oregon, political violence, Portland, PORTLAND BABY BOOMERS, respect, wife, writer, writing, your journey

BELIEF TO DISBELIEF, AND BACK

October 13, 2025 by David Gillaspie

Belief to disbelief in anything you see, touch, or feel, is a short trip. First you hear something you like and it’s all, “Hell yeah, brudder.” But real life happens, as it does, and what you’ve heard comes to fruition. It’s not what you expect? Your inner-immature critic says, ‘F-that. No one asked for that.’ […]

Filed Under: What's Up Tagged With: baby boomer, Baby Boomers, belief, belief to disbelief, blog, blogger, BOOMER, boomer blogger, boomerpdx, boomers, disbelief, faith, faith check, hope, keep searching, Love, Oregon, pain, poor, Portland, PORTLAND BABY BOOMERS, Portland Oregon, searcher, spiritual searcher, suffering, uneducated, writer, writing

THE OTHER PORTLAND, NOT THAT ONE

October 12, 2025 by David Gillaspie

The other Portland is not an event, a gathering, or a cause. It could have been anywhere, but Portland just so happens to be where I started my career, met my wife, had kids. It is where my kids got married. I’ve had the city on my mind all my life, from driving past as […]

Filed Under: What's Up Tagged With: blog, blogger, boomer blogger, boomerpdx, education, identity, learning, my city, northwest portland, Old Town, Oregon, other portland, Portland, PORTLAND BABY BOOMERS, Portland Oregon, shared history, story, traffic, travel, writer