Insights

Honest Writing
For People Who Run IT Budgets.

Operator-to-operator writing across five pillars. Blogs, case studies, guides, eBooks, and diagnostic tools. Written for operators, CFOs, and boards, not other IT people.

Quick answer

Operator-to-operator writing across five pillars: Cycle (IT through oil cycles), Cyber (operator-friendly security), M&A (deal-side IT), AI (mid-market adoption), Operations (vendor governance, strategic advisor). Blogs, case studies, guides, eBooks, and diagnostic tools. Written for operators, CFOs, and boards who run the room, not the vendor tour.

Browse Everything

Filter by what you're working on.

25 resources
NEWSLETTERM&A

What the waiting actually costs

The Operator's Brief, Issue 02: The Waiting Tax

The decisions you have parked while waiting for something bigger to happen have a cost, and one operator question that reveals whether you are pausing or stuck.

BLOGAI

Same seven questions, four cities

The seven AI questions mid-market operators keep asking me

Same seven questions, four cities, ten-plus boardrooms this year. What the pattern behind them says about where the mid-market actually is on AI, and what changes when you ask a better version of each one.

BLOGOPERATIONS

Three quotes, three scopes, no comparison

“Just get me a quote” is the most expensive sentence in mid-market IT

Three MSPs, three scopes, nothing to compare. The cheapest quote wins by leaving the most out, and you find out in change orders. Write the one page first.

BLOGCYBER

What the scan already told them

What 2026 cyber insurance underwriters actually require

Insurers scan your infrastructure before the questionnaire arrives. Six things underwriters check in 2026, and the line item that quietly kills claims.

NEWSLETTERAI

Does it add profit, or just motion?

The Operator's Brief, Issue 01: Motion is Not Progress

Eight months of running AI inside our own operations surfaced one operator question that cuts through every AI pitch: does this add to the bottom line, or does it just add motion?

BLOGOPERATIONS

The visible line is 40% of it

The IT budget line is 40% of the real number. The other 60% is hiding in six places.

The IT budget your CFO sees on the P&L is a fraction of what IT actually costs to run. Six places the rest hides after an acquisition, and the one-hour review that stops the surprises.

BLOGAI

Same question, different answer

Same Input, Same Output? Not With an LLM. Ever.

LLMs are probabilistic by design, not deterministic. Why temperature makes the same input give a different output, why a model invents a source rather than admit it does not know, and where to draw the line.

CASE STUDYAI

Pilot in ninety days, scaled

How does a 75-person E&P operator deploy Microsoft 365 Copilot without overspending?

How a 75-person Canadian E&P operator deployed Microsoft 365 Copilot in JIB reconciliation, captured measurable time savings within 90 days, and scaled...

CASE STUDYCYBER

Forty-seven vendors, one overdue audit

How did a 110-person service company recover $220K in SaaS waste?

How a 110-person Canadian energy services operator recovered low six-figures in annual SaaS spend, cut their vendor count from 47 to 14, and tightened cyber

Showing 9 of 25

Seen enough?
Let's make it specific.

The 30-min review is where the reading becomes a conversation about your specific operation.