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charity.wtf

observability, tech advice, honeycomb.io, etc

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Have you heard? Clickhouse is winning the observability wars!

Years ago I predicted that columnar storage would remake observability. What I didn't see coming: vendors would build it, nerf it, and sell a worse version back to you as "Datadog, but cheaper"

In defense of AI mandates

When you need to execute a coordinated change on a tight timeline, a mandate is the best and most honest way to fund it.

Is it ethical to use AI?

On externalities and engagement, the problem with purity politics, and why we need to make AI boring again

AI demands more engineering discipline. Not less

If you lived through the shift from handcrafted server pets to immutable infrastructure, you should sense something oddly familiar about what's happening now.

AI enthusiasts are in a race against time, AI skeptics are in a race against entropy

Both sides are grappling with a real existential threat, and both sides feel like they are screaming into the void. Here's how to close the gap and get everyone pulling in the same direction.

Your Data Is Made Powerful By Context (so stop destroying it already)

In logs as in life, the relationships are the most important part. AI doesn't fix this. It makes it worse.

My (hypothetical) SRECon26 keynote

One year ago, Fred Hebert and I delivered the closing keynote at SRECon25. Looking back on it now, I can hardly connect with how I felt then. Here's what I'd say one year later.

First I wrote the wrong book, then I wrote the right book

I'm not sure whether to say "thank you" or "HOW COULD YOU DO THIS TO ME", but this one goes out to all the people who sent me advice on buying software last fall.

Martin Fowler told me the second edition should be shorter (it's twice as long)

90% new material, a clearer mission, and a rogues gallery of contributors. The second edition of Observability Engineering is almost done.

Bring Back Ops Pride

"Operations" is not a dirty word, a synonym for toil, or a title for people who can't write code. May those who shit on ops get the operational outcomes they deserve.

On Friday Deploys: Sometimes that Puppy Needs Murdering

It's the most wonderful time of the year: the pie, the eggnog, the eternal debates over whether deploy freezes cause more harm than good.

2025 was for AI what 2010 was for cloud

The satellite, experimental technology has become the mainstream, foundational tech. (At least in developer tools.)

Hello World

On platform choices, professional responsibilities, and picking your battles

Moving from WordPress to Substack

After a decade on WordPress, it's time to try something new.

From Cloudwashing to O11ywashing

I just watched a panel where tech execs nodded along as someone described the original definition of observability as an "unsolved problem" they had to build custom tooling for. My head exploded.

How many pillars of observability can you fit on the head of a pin?

The "three pillars" are a lie that keep good engineers trapped inside a mental model from the 1980s, paying outrageous sums of money for tooling that can't keep up with the complexity of modern systems.

Got opinions on observability? I could use your help (once more, with feeling)

No, I haven't finished writing the book yet. Yes, I have more questions. Please?

Are you an experienced software buyer? I could use some help.

Writing the second edition of "Observability Engineering" and I'm a bit out of my depth. Send me your stories?

How We Migrated the Parse API From Ruby to Golang (Resurrected)

I wrote a lot of blog posts over my time at Parse, but they all evaporated after Facebook killed the product. Most of them I didn t care about, but I was mad about losing one of them: a retrospective of the grueling, murderous two-year rewrite of our entire API from Ruby on Rails to Golang..

Thoughts on Motivation and My 40-Year Career

The struggle is what brings your ideals to life, and other thoughts on what turns a rebellious little shit into a committed institutionalist.