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MEET THE NEW BOSS, SAME AS THE OLD BOSS

September 29, 2025 by David Gillaspie

The new boss comes in to change things, to do what the old boss couldn’t do. Whether it’s changing the order of operations, the culture, or cutting expenses, it’s a job someone has to do. If you’ve worked in a place during the transition from the old ways to new, you know what happens: People […]

Filed Under: What's Up Tagged With: achievement, Authority, baby boomer, blog, blogger, boomerpdx, boss, build trust, buy in, challenge, education, emotional stability, history, innovation, kids, learning, loyalty, manipulate history, millennials, misinformation, museum, new boss, old boss, Oregon, Portland, Portland Oregon, retirement option, right message, suicide, travel, trust, unstable, writer, WWII

THE OTHER PORTLAND OREGON

September 28, 2025 by David Gillaspie

The other Portland once had a reputation as a place for rich hippies to retire young and send their kids to Reed College. If that was the 70’s those kids might be fifty or sixty years old; thirty or forty if they started a family late, or decided to have more than one family. Since […]

Filed Under: What's Up Tagged With: America, baby boomer, Baby Boomer blogger, Baby Boomers, blighted area, boomers, commander in chief, education, Eisenhower, family, hippies, kids, learn, millennials, Oregon, Oregon duck football, Portland, Portland Oregon, president, Reed College, retire, rich hippies, south portland, teddy roosevelt, travel

STEP UP, STEP OUT, SOONER THAN LATER

September 26, 2025 by David Gillaspie

Step up to the standard of steps, which from most voices is around ten thousand a day. 10K? How can that be? Where does that happen? This is one example of how and where it might.

Filed Under: What's Up Tagged With: baby boomer, Baby Boomers, beach day, blog, blogger, boomerpdx, diet flea market, dog, education, fitness, greater purpose, health regime, history, MARRIAGE, millennials, old-old, run, sports, travel, Walking, wife, writer, young-old

TRAVELING MAN ON THE LOOSE

August 17, 2025 by David Gillaspie

One traveling man says he wouldn’t cross the street if he didn’t have to. Another says crossing the street is no problem, but he’s not going far after that. That’s enough travel for them. It’s enough for me, too. I understand the reluctant traveler. Growing up in North Bend, Oregon, Hwy 101 was hyperspace compared […]

Filed Under: What's Up Tagged With: australia, blog, boomerpdx, china, click bait, conviction, Czechia, harsh realities, hwy 101, hyperspace, I-5, Iraq, israel, job, married, memories, my opinion, my work, North Bend, opinion, Oregon, party, readers, reluctant traveler, responsibilities, Russia, serious page, space, space travel, Spain, the world, travel, travel warning, traveler, traveling man, work, world blog

BE WRITING TO BE A WRITER

July 22, 2025 by David Gillaspie

Be writing is the advice from Mississippi? Coming from Faulkner it must be good advice. But it’s more than writing advice, more like advice for life, you know, life advice. Either way, I’ll take it. So should you and here’s why:

Filed Under: What's Up Tagged With: advice, assertively ignorant, best outcome, blogger, correctile dysfunction, good advice, interpersonal writing, legal radar, life advice, Love, manosphere, MARRIAGE, millennials, Mississippi, prison time, Social media, story, time tested, travel, travel writing, writer, writers, writing, writing advice

AGING TRAVEL WITH GRANDY

July 2, 2025 by David Gillaspie

Aging travel with 70 and 80 year olds is getting some attention. How hard it is, how easy it used to be, and how it feels losing the magic of new places. How do you manage it when you’re in your 60’s and your mother in law in her 80’s. The short version: if they […]

Filed Under: What's Up Tagged With: adventure, aging, aging travel, Arizona, Europe, grande, great britain, international travelers, kids, lifetime memory, travel, wife, WWII

THE PORTLAND DIFFERENCE: URBAN FEAR

June 19, 2025 by David Gillaspie

The Portland difference means telling yourself one urban space is different than another. How can anyone make such a judgement? There’s only one way: wander around urban spaces both new and old. From London to Paris, more like Paris to London; from Philadelphia to New York City, which most people think is only Manhattan without […]

Filed Under: What's Up Tagged With: America, blogger, boomer blogger, boomerpdx, downtown Portland, fear, Love, millennials, modest blogger, Oregon, Portland, portland blogger, Portland Oregon, travel, urban, urban center, urban fear, wife

LASTING CONSISTENCY OVER THE LONG HAUL

June 12, 2025 by David Gillaspie

Lasting consistency means one thing: dependable. You know what you’re looking for and you know what you’re getting when you find it. History is full of people needing things they can depend on and you can depend on this writer to dig them up. I know you’ve got a few yourself but that’s for your […]

Filed Under: What's Up Tagged With: Baby Boomers, blog, blogger, civilization, communication tool, connecting, consistency, culture, education, family, fasteners, history, kids, kindness, lasting consistency, long haul, Love, MARRIAGE, opinion, story, travel, uninformed opinion, wife, write, writer, writers, writing

INDIVISIBLE WITH LIBERTY AND JUSTICE FOR ALL

June 9, 2025 by David Gillaspie

I’ve been personally indivisible for quite some time. It could be from growing up with brothers where you carved out your own identity, and a sister who had it all figured out. And I wasn’t the first born, which is important, so I never had everything to myself without some pesky little creature making sounds […]

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STEPPING OFF? WHAT’S THE PLAN

May 27, 2025 by David Gillaspie

They say you need to be ready when stepping off the Rim Trail. Instead of looking into the Grand Canyon you’re going in. At the bare minimum you’ll need good shoes and water. It’s the opposite of mountain climbing.

Filed Under: What's Up Tagged With: adventure, athlete, beaten path, blogger, canyons, Columbia Gorge, education, family, fitness, get moving, get outside, heart rate, hells canyon, Love, Oregon, Owyhee Canyonlands, pumped up, rest, smith rock, solo adventure, stepping off, training, travel, wife