Howard's Riffs
The Meta Post
What Claude Code saw after reviewing dozens of my blog posts. TL;DR: A lot.
Howard's Riffs
Personal stories, hard-won lessons, and observations from the edge. The unfiltered takes on creativity, entrepreneurship, and life that didn't fit anywhere else - but probably needed to be said.
A.I.
My A.I stack - February, 2026
Tools come and go. Here's where I've landed on the AI stack - for now.
A.I.
Notes on Claude Code
Reflections on six weeks on the Max plan
Howard's Riffs
A Quiet Way to Know Someone
On receiving a book someone's already read
Howard's Riffs
Same book, different you
Why it matters to play it again
How-To Guides
What I've learned from evaluating 1000+ SXSW proposals
Every year, I find myself deep in proposal evaluation mode. Fortune 100 CEOs, ambitious VPs, indie strategists, even actors and
Howard's Riffs
Is it Sivers? Because this is just one of many options
Derek Sivers once had a voice teacher who made him sing the same song as if it was 4am and
Howard's Riffs
The Playground Inspector
Permits filed, invoices paid. But the general contractor keeps showing up on Friday afternoons
A.I.
Why is no one talking about the job thing...?
Err, can we talk about the job thing? Y’know, the thing no one’s talking about? Brushing under the
Howard's Riffs
If it's new to you, it's still new
In a quiet NYC coffee shop on July 4th weekend, the 90s electronic music playlist kicks in - along with the late afternoon cold brew
Learning Innovation
Why great event design doesn't need to be complicated
Simple conversation cards and a glass of milk turned a networking event into an adventure worth remembering.
Howard's Riffs
How on earth are people cranking out so much content?
Between client work, parenting, and trying not to lose the plot - when does all this 'content' actually happen?
Reflections & Stories
Nov 6: new roles available
Looking for a new gig? Certain roles are suddenly thriving post-election week...
NYC
Dumbo Moving's marketing moves
How to stand out from the crowd and find big spending customers... at close to zero cost. Just add packing tape
Reflections & Stories
My one piece of advice for new parents
If I could give my pre-parent self one piece of advice it would be this: deal with loss.
Let’s
Entrepreneurial Endeavours
Deep in the hole at SXSW
“Even now, no one’s willing to talk about failure”.
I heard this from a few people at SXSW this
Entrepreneurial Endeavours
The Failure Reel: 2023
My top 10 fails of 2023
Battle Scars
Status update: Close to the edge
A time capsule from the low point of The Hero's Journey.