All posts

Behind the Scenes

16 posts on behind the scenes.

Behind the Scenes

WordPress Is Not Dead. We Still Chose to Leave It.

Why Collab365 moved away from WordPress, what made the migration difficult, and why WordPress remains a reasonable choice for many organisa…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

Your Email List Is Not Dead. AI May Decide What Gets Seen.

How AI-assisted inbox triage changes the value of clear, trusted email without pretending an email address guarantees human attention.

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

AI Makes Building Easier. It Also Makes Sleeping Harder.

A small-business founder's honest account of building faster with AI while carrying the less glamorous work: dependency alerts, access cont…

Refreshed 24 Aug 2026 · 4 min

Behind the Scenes

AI Made the Content Look Finished. Our Allotment Test Said Otherwise.

How an allotment experiment exposed the limits of AI scoring rubrics, and the checks Collab365 now uses to distinguish polished output from…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

I'm Experienced. Why Does Starting Again Feel So Exposing?

Helen Jones reflects on becoming a beginner again at 55, why workplace learning feels riskier than experimenting at the allotment, and why …

Refreshed 24 Aug 2026 · 3 min

Behind the Scenes

Four Weeks In, I Had to Say: I Don't Know

Helen's account of returning to Collab365, getting stuck during a content migration and using a simple visible workflow instead of pretendi…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

Could AI Agents Break Per-Seat SaaS Pricing?

A founder's view of how AI agents could change software interfaces, usage and pricing, grounded in what Microsoft is already doing with Cop…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

If AI Cuts Every Cost, Who Is Left to Buy?

A founder's response to The AI Layoff Trap, separating the paper's economic model from claims about what automation will actually do to job…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

Our Five-Day Challenge Taught Us the Wrong Lesson About Completion

What Collab365 learned from low completion in long-form Microsoft 365 programmes, and why useful support must fit the problem and the worki…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

We Want AI to Help With Meta Ads. We Are Not Giving It the Credit Card.

How Mark and Helen are thinking about AI-assisted ad analysis, what Meta's Marketing API makes possible and why budgets and publishing stil…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

I Freeze in Photos, So I Tried an AI Headshot

Helen's honest account of using an AI-generated professional photo, including what helped, what felt wrong and the checks to make before us…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

I Was 55, Redundant and Getting No Interviews

Helen's account of redundancy, a difficult return to the job market and why varied small-business experience became useful again without pr…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

Our Daughter Thinks AI Makes Career Planning Feel Pointless

A father's honest account of a difficult family conversation about AI, reception work and the difference between task exposure and a foreca…

Refreshed 24 Aug 2026 · 2 min

Behind the Scenes

After 19 Years and 4,500 Registrations, I Still Don't Know How to Reach People

Mark Jones reflects on the change from 4,500 registrations for SP24 without paid advertising to a world of AI search, stricter inbox rules …

Refreshed 24 Aug 2026 · 4 min

Behind the Scenes

We Are Testing Supermemory. It Has Not Solved AI Memory Yet.

What Collab365 is testing with Supermemory, what retrieval can and cannot fix, and the privacy and review controls a small business needs b…

Refreshed 24 Aug 2026 · 2 min