Benjamin Day

Half tech strategist, half software therapist. I fix what's broken in your teams, tech & timelines. Fractional CTO. Microsoft MVP.

[Benjamin Day @benday]

Two kinds of thinking:

Extractive: "How do I get more from what I have?"
Generative: "What could this become?"

Most orgs drifted extractive without realizing it. Every metric looks fine while the soul of the place shrivels.

New post — first in a series.
https://t.co/a2iA6YCDfd

[Benjamin Day @benday]

Quality is everyone's job. Not a phase. Not a department. Not a gate at the end. Everyone every day.

[Benjamin Day @benday]

Find a way for them to change without changing. People don't resist improvement. They resist being told they're doing it wrong.

[Benjamin Day @benday]

Your developers used to care. Now they just do what they're told. That's not a performance problem. That's a leadership problem.

[Benjamin Day @benday]

If your company has been profitable for 10+ years but can't ship new capabilities your success has probably calcified into your architecture.

[Benjamin Day @benday]

Stop estimating. Start counting. How many items did your team finish last week? That number tells you more than any story point debate ever will.

[Benjamin Day @benday]

For 20 years we said 'the code IS the documentation.' AI agents don't get context from code. The documentation renaissance is coming.

[Benjamin Day @benday]

'Solving the DevOps problem' isn't actually a DevOps problem. It's an architecture problem wearing a DevOps hat.

[Benjamin Day @benday]

Your developers are doing 'clever' things with Entity Framework. In software 'clever' is not a compliment.

[Benjamin Day @benday]

'We're 65% confident it ships by March 15. 85% confident by March 22.' That's a conversation stakeholders can actually act on.

[Benjamin Day @benday]

A branch is an integration credit card. You will pay eventually. The longer you carry the balance the worse the interest.

[Benjamin Day @benday]

'Yeah, we do GitHub Flow.' No...I'll bet you don't.

[Benjamin Day @benday]

You have 5 product backlogs and 5 developers. You think you have 5 teams. You have 1 team with 5 bosses who can't see each other's demands.

[Benjamin Day @benday]

Technical debt is compound interest. The $25k fix becomes $100k because every layer you peel back exposes another layer underneath.

[Visual Studio Live! @VSLive]

Angela Dugan (⁦⁦@ChicagoALM⁩ ) and ⁦@benday⁩ discuss how to Master the Human Factors in Engineering. Hands-on lab day at #VSLive is in full swing!

[Benjamin Day @benday]

The core of project management isn't 'management' at all. It's delivery.

[Benjamin Day @benday]

Brittleness increases when redundancy gets optimized away. Just a thought.

[Benjamin Day @benday]

@ErikEJ Awesome! Nicely done.

[Benjamin Day @benday]

Your app is in version control. Your database isn't. Which version of the database goes with which version of the app? Nobody knows.

[Benjamin Day @benday]

Your AI agents are writing code your team can't maintain. Working beautifully... until it doesn't. I call it Comprehension Debt.