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How-to guides, tooling tips and real-world advice for developers and product managers tired of broken software. Let’s fix this mess together.

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How-to guides, tooling tips and real-world advice for developers and product managers tired of broken software. Let’s fix this mess together.

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Agentic trainer Dave working on Ride with Dave

The moat is made of people

Foundation models are getting better and cheaper every quarter. Coding agents can replicate almost any app from a screenshot. So what's left to build a defensible product on?

Work desk neatly arranged with architecture systems diagram showing stylized legacy hardware on one side and modern cloud systems on the other

How I'd start a legacy modernization project now

Mike Doel

Legacy modernization

Product development when the rules keep changing, agentic trainer Dave working on Ride with Dave

Outputs are cheap. Being wrong isn't.

Todd Kaufman

Ride with Dave coding

What it takes to keep humans in the lead with AI

Dave Mosher

Double Takes

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Double Takes

TDDing with Claude is like having a pair that removes all the failing assertions every time you go to the bathroom.

Steve Jackson

State machines are the answer for those seeking determinism in the era of AI agents.

Dave Mosher

A Slack conversation left Doc reflecting on what bug bashes say about the systems we work in.

Doc Norton

Test-driven development is to programming what double-entry bookkeeping is to accounting.

Neal Lindsay

The fundamental character flaw of the software creator is not the misguided belief that they can solve any problem with software. Instead, it is the belief they can understand how their own software works before they create it.

Steve Jackson

We may need a SaaS appendix for Zawinski's law:

Any SaaS platform attempts to expand until it is a social network.

Matt Jones

Flow from plan to review to build to investigate with Han plug-in

Introducing Han: A research, plan, and implement plugin, without the rails

There are a lot of good ways to bring research, planning, and implementation structure to AI coding tools. Han is built for people who would rather pick their own path than ride someone else's track.

River Lynn Bailey

River Lynn Bailey

ai-ml

dev-experience

open-source

An idea board overflowing with both new and old post its and papers

Product managers

Product managers

Product managers

Great company cultures hold people accountable

Principles without consequences are aspirations. Here's the framework for turning codified culture into real behavioral change.

Michael Toland

Product management

communication

culture

leadership

product-innovation

teams

Tradeoffs chart for changeability, cost, and reliability

What is legacy software in the age of AI?

Software becomes legacy by succeeding long enough to accumulate the weight of every decision and shortcut made along the way. Users feel it as friction. Engineers feel their momentum slip. The business watches costs climb. AI changes two of those. The third may be getting worse.

Todd Kaufman

Legacy modernization

legacy-modernization

scaling-challenges

ai-ml

teams

dev-experience

Three people emerge from darkness toward light and a neon green path

In the age of AI we’re in this together

The hardest part of the AI shift for developers isn't the tooling—it's the identity reassessment underneath it. Senior Software Consultant River Lynn Bailey shares what's helped her work through that fear and emerge on the other side.

River Lynn Bailey

River Lynn Bailey

ai-ml

professional-growth

dev-experience

productivity

communication

Cognitive hazard study diagram showing a laptop, coffee mug, and documentation sinking into a tarpit

Organizational observability: The AI alignment problem starts upstream

Most agent misalignment doesn't start in the model. It starts upstream, in organizations that haven't made their own intent visible enough to navigate.

Dave Mosher

ai-ml

teams

systems

leadership

strategy

$Puzzled math meme with a rubber duck wearing a fedora and trench coat$

The shockingly simple math for why we need test automation

Manual testing works for a while… until it falls behind as your systems grow in complexity. The pragmatic addition of automated testing helps scale quality assurance over time.

Gabriel Côté-Carrier

Gabriel Côté-Carrier

testing

communication

scaling-challenges

Silo stacks of LEGO bricks in purple, neon green, and mixed colors

The root causes healthcare teams overlook: Siloed data and misaligned priorities

Healthcare teams keep treating tech debt, slow delivery, and legacy headaches as isolated issues. The real root causes—siloed data, wrong metrics, and strategic misalignment—require a fundamentally different approach.

Cathy Colliver

Communication & teams

data-engineering

teams

communication

process

strategy

Anya Iverova and Colleen Carroll

The human signal is getting lost in recruitment—and it matters more than ever

The human-to-human connection in recruitment matters more than ever. With AI-generated applications and fake profiles flooding the system, here's how real candidates can still reach a real recruiter.

Anya Iverova

Recruiting & careers

professional-growth

teams

communication

community

You're N.E.A.T.!

Technology is a means to an end: answers to very human questions. We want to connect with other folks who share that belief.

Ways to connect

Test Double Executive Leadership Team

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