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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 […]

Filed Under: What's Up Tagged With: America, american free speech, Army, Baby Boomers, Bandon, blogger, caring community, dignity, education, effect change, family, Florence, following orders, history, hope, indivisible, justice, kindred spirits, liberty, marching, pepper spray, Portland, present and accounted for, protest, SPORT, spring chicken, travel, wrestling

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

HOME STRETCH FOR THE WIN

May 19, 2025 by David Gillaspie

When travelers get to their home stretch all they want is everything to work. Get to the airport on time, make the plane on time, and hope your ride is on time when you land. Whether it’s two months, six weeks, or three days, coordinating transportation is chancy. What you really want to happen is […]

Filed Under: What's Up Tagged With: air travel, airlines, airport, alaska, Baby Boomer blogger, Baby Boomers, bonds, BOOMER, celebration, five women, flying, friendship, growing pains, home, home stretch, inspiring, los angleles, on time, resolve, Social media, the big chill, travel, twitter, writer, writers, writing

MAKE DECISIONS IN THE PROPER ORDER

May 3, 2025 by David Gillaspie

Make decisions that benefit you. Sounds easy, makes sense, like the first rule of business: Pay yourself. But there’s always more to consider, always an angle to measure, and you’ll need the right tools. What we have here are the right tools for a square deal.

Filed Under: What's Up Tagged With: Baby Boomers, boomers, broken family, college degree, craftsman, decide, decided, design, design elements, education, feelings, hide mistakes, injustice, Love, make decisions, MARRIAGE, mistakes, old world, order, poor decisions, PORTLAND BABY BOOMERS, proper, proper order, starting over, travel, writer, writers, writing

AMERICAN CROSSROADS WITH QUESTIONS

April 27, 2025 by David Gillaspie

American crossroads needs one thing: a car. You may fly someplace, take a train or bus, but you’ll need a car when you get there. Where you get the car is always an adventure, especially when it looks like a cathedral of cars. The Phoenix Sky Harbor rental car Mecca is a good set up […]

Filed Under: What's Up Tagged With: american crossroads, Arizona, phoenix, phoenix arizona, Phoenix sky harbor, phoenix sky train, private mission, sky harbor, sky train, tesla, travel, travel plans, travel writers, writers

LIVING LARGE ON ROUTE 66

April 13, 2025 by David Gillaspie

Living large on Route 66 is time travel back to another era, one designed to lure you into stopping the car. So you stop. Then what? That’s when the years start rushing past.

Filed Under: What's Up Tagged With: blogger, chicago, education, family, highway 66, Lincoln, living large, Major League Baseball, road trip, roadie, route 66, travel, tulsa, writer, writing

LOOKING BACK AT THE BEGINNING

March 23, 2025 by David Gillaspie

Looking back can be dangerous, in an embarrassing way. The 80’s were a time of tight shorts in the NBA, and Crater Lake. That’s me with my girlfriend’s dog on a summer fashion shoot, a single man loose in the wild. I married that particular girlfriend. We were wedding bound after this trip.

Filed Under: What's Up Tagged With: alphabet district, baby boomer, birth control, caring, crater lake, education, family, girlfriend, hopeful, life changing, looking back, Love, lovejoy, MARRIAGE, Mt. Hood, northwest portland, Oregon, Portland, PORTLAND BABY BOOMERS, relationships, travel, vista ridge tunnel, wedding, wife, writer, writing, youth