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TAXES PAID, SERVICES DELIVERED, AMERICAN DREAM

March 1, 2026 by David Gillaspie

You settle back after you close the books on your taxes paid and that new life waiting just around the corner. Those taxes are the money paid to live the American Dream. Who among us thinks of taxes paid every time we get jolted driving over another gaping pothole? “Why do I bother when they […]

Filed Under: What's Up Tagged With: America, American Dream, art, Baby Boomer blogger, Baby Boomers, blog, blogger, boomer blogger, boomerpdx, education, family, film artist, film maker, history, journal, journalist, learning, pothole, richest man, services, services delivered, story, taxes, taxes paid, travel, wife, 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

CLASSROOM TAXING FOR BOOMERS

July 19, 2025 by David Gillaspie

What’s the difference between a classroom and a business meeting? Both involve giving a report, turning in homework. Both require good listening skills. You hope you pass, or get promoted, in each of them. So, what’s the difference? Cash flow.

Filed Under: What's Up Tagged With: breaking news, cash, cash flow, chronic problems, class, class time, classes, classroom, college, college educated, dividends, education, horse sense, interest, investment, knowledge, learning, necessities, public education, public school, reading, taxes, taxing, wisdom, work

HISTORY MIRROR CLOUDED AND SMEARED

April 10, 2025 by David Gillaspie

Political turmoil gets reported daily with breathless anticipation and wide-eyed horror. It’s good to remember that America’s United States that we believe in are united by thin threads and that those threads have always been thin. How thin was that thread when one Senator beat the dog shit out of another on the Senate floor?

Filed Under: What's Up Tagged With: alternate facts, America, education, educational advantages, educational backgrounds, fiscal responsibility, government programs, Harvard, history, history mirror, ivy league, personal connections, political turmoil, senaior, stand together, success rate, tax breaks, taxes, United States, unity, voters

BOOMER VISION: WHAT WE SEE, WHAT THEY THINK WE SEE

February 27, 2025 by David Gillaspie

Boomer Vision is a ‘thing,’ or it should be. Butch Cassidy said it with, “I’ve got vision, the rest of the world wears bi-focals.” The only way baby boomers don’t have vision? They keep their eyes wide shut.

Filed Under: What's Up Tagged With: baby boomer, Baby Boomer blogger, Baby Boomers, Better Boomer, better vision, blog, blogger, BOOMER, boomer blogger, boomer generation, boomer vision, detached, good listener, GUITAR, helpful, imminent doom, isolated, kids, listener, lost, millennials, out of touch, parents, school, tax, taxes

OLD FOLKS TALKING IT OUT ON TELEVISION

June 28, 2024 by David Gillaspie

Why would old folks not rest on their laurels? Either they’re not tired, or they have no laurels. Last night’s Presidential Debate showed more than just the candidates. It also showed the problem with the format.

Filed Under: What's Up Tagged With: big money, blog, blogger, boomerpdx, cnn, debate, education, election, government regulations, history, Joe biden, lowered taxes, master debater, memory lapse, money, old folks, Portland, PORTLAND BABY BOOMERS, presidential debate, presidential debates, regulations, revised history, shit talker, talking, tax cuts, taxes, television, turning point, voters, white wash

COMPETITIVE EDGE STARTS EARLY

May 24, 2023 by David Gillaspie

Working on your competitive edge isn’t always pretty. At some point you plateau, and it’s usually earlier than you thought you’d top-out. That’s when when this advice shows up: “If you’re not cheating you’re not trying.” It starts making sense after a string of failures?

Filed Under: What's Up Tagged With: boomerpdx, cheating, competition, competitive edge, create, failure, generational wealth, high school wrestlers, lottery ticket, Nike, opportunities, Phil knighjt, rich guys, rich man, taxes, wealthy people, wrestled

FAST MONDAY BOOMERPDX NEWS TROLL

April 17, 2023 by David Gillaspie

Fast Monday, the big news day after the weekend. I like news, I like big news, but this isn’t an aggregating news site. Until now. The news is local and urgent on the day of the week that blurs past like the rainbow smear that evaporates when you wash your windshield.

Filed Under: What's Up Tagged With: aggregating news, blogger, boomerpdx, Death, fast Monday, NW Portland, Oregon, pay taxes, Portland, Portland Oregon, Portland people, shooting, taxes, vote, woman killed

ONE PORTLAND BABY BOOMER DECADE

February 9, 2023 by David Gillaspie

My Portland baby boomer decade began in 1980. It began when I stepped off the bus after a three day ride from Manhattan. (Hey, B.) For twenty-six year old me it was a life changer. By 1990 I was heading out.

Filed Under: What's Up Tagged With: Alameda ridge, baby boomer, Baby Boomers, Best Of Portland Walking Tour, Coos Bay, invitation to portland, money, North Bend, Oregon, Portland, PORTLAND BABY BOOMERS, portland decade, portland love, Portland Oregon, portland road, portland story, Seattle, taxes, Tigard, Travel Portland Tourism, west hills, willamette week

NIKE MONEY TAKES A STAND IN OREGON

September 30, 2022 by David Gillaspie

Nike money is set to rescue Oregon, according to Oregon Public Broadcasting. The Knight in shining armor supposedly sees Betsy Johnson as the answer. But first the big question: Why, Uncle Phil? Why now?

Filed Under: What's Up Tagged With: Beaverton Oregon, Betsy johnson, blogger, boomerpdx, brand, business plan, cancer, cancer survivor, good neighbor, Knight Cancer Institute, Nike, nike vision, Oregon, Oregon republican party, Oregon republicans, Phil Knight, Portland, Steve Prefontaine, sustainability, taxes