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Writing

Articles on AI, automation, and executive support

Fifty-one illustrated pieces on the operating side of executive support and small-business automation: what the employment data actually says about AI, how the roles differ, and how to build the automations behind the work. Every figure is named and dated, and where a widely repeated statistic could not be traced I say so.

Newest first. The automation pieces are grouped by function, from finance and delivery through to security and a cluster on consumer brands selling into retail. Each one names what it costs, how it breaks, and how you would know it worked.

Getting hired

I Did Not Write the Answer. I Built It.

A take-home hiring test, a working tool built instead of a memo, a working session instead of a presentation, and a hire on the spot. The method, and when not to use it.

2026-08-28

Delivery automation

What 133 Jira Automation Rules for an Agency Actually Contain

Seven families of rule, the ScriptRunner and Apps Script layers around them, and why 70 live out of 133 is the number that matters.

2026-08-16

Operations

Auditing Sixty-Three Servers With a Keep, Migrate, or Kill Column

Hosting fleets grow one justified server at a time. What to measure, for how long, and why the decision column comes first.

2026-08-16

Client operations

When the Client Goes Quiet: Running a Month by the Ticket

The four-tab workbook that held a month of client work together when the point person was out, and the join key that made it one record.

2026-08-16

AI in practice

How I Actually Use Claude Chat in Executive Assistant Work

Several hours a day of real use: the four things it genuinely helps with, the three-part prompt, and the four places I stop.

2026-07-08

AI in practice

Building Software Without Being a Developer, and the Discipline It Needs

The barrier that dropped was typing. Specification, verification and maintenance did not change.

2026-06-15

AI in practice

Making Diagrams When You Do Not Have a Designer

Every diagram on this site was made this way. The order that decides the outcome, and the one category where you should hire a professional.

2026-06-16

AI in practice

Delegating Multi-Step Work to AI, and Why the Brief Matters More

A vague instruction in a conversation costs one message. In a delegated task it runs for an hour and produces confident output.

2026-06-30

Executive support

Travel Itineraries That Assemble Themselves and Work Offline

Merge confirmations into one timeline, parse deterministically rather than with a model, and reconcile the count before departure.

2026-08-10

Executive support

E-Signature Workflows: The Signature Is a Trigger, Not an Ending

Contracts stall on routing, not reluctance. Set signing order, escalate reminders, and fire the four things that follow execution.

2026-07-03

People operations

Recruiting Pipeline Automation That Stops Short of Judging People

Automate acknowledgement, scheduling, feedback collection and stage timers. Scoring stays human, and here is why.

2026-07-28

People operations

Leave Requests That Check Coverage, Not Just Balances

Whether someone has days left is a lookup. Whether the business functions while they are away is the question.

2026-07-14

People operations

Performance Reviews Written From a Record, Not From Memory

Annual reviews written from memory cover six weeks. Prompt monthly for two lines and assemble the draft automatically.

2026-07-22

Marketing operations

Content Repurposing: The Bottleneck Was Never Scheduling

The queue empties because there was not enough to say. Derive from substantial work and keep a queue rather than a calendar.

2026-06-18

Marketing operations

Review Requests That Fire on a Signal, Not a Schedule

Goodwill has a half-life. Trigger from a milestone, ask the internal question first, and route unhappy answers to a person.

2026-08-03

Delivery automation

Replacing the Daily Status Meeting With a Generated Summary

Status is information and belongs in writing. Send a personal view, and actually shorten the meeting.

2026-08-06

Data and reporting

One System Owns Each Field: Sync Without Corrupting Your Data

Two-way sync does not resolve conflicts, it picks silently. Assign field ownership and sync one direction only.

2026-08-05

Executive support

Inbox Triage: Sorting Before a Human Opens Anything

Route with rules, use a model to summarise and draft, and never automate archiving or replying.

2026-07-09

Marketing operations

Content Scheduling and Reuse, Honestly Assessed

What scheduling and repurposing genuinely solve, what they do not, and why the reuse index matters more than the scheduler.

2026-06-19

CPG operations

Line Review Scaffolding: Never Missing a Category Review Window

Retailers set the calendar and will not wait. Generate a per-retailer submission plan dated backwards from the deadline.

2026-06-23

CPG operations

Retailer Compliance Pre-Checks: Catching Chargebacks Before Dispatch

Almost every compliance chargeback is for something knowable before the truck left. Let your deduction data choose which rules to automate.

2026-06-25

CPG operations

Velocity Dashboards: Knowing Your Rate of Sale Before the Buyer Tells You

Units per store per week is what the buyer looks at. Joining point-of-sale, depletion and shipment data, and why item mapping is the whole project.

2026-06-26

CPG operations

Promotion Post-Mortems: Measuring the Deal After It Ends

Nielsen found 59 percent of trade promotions did not break even. Record the plan, set a clean baseline, and measure the dip afterwards.

2026-06-24

Security operations

Quarterly Access Reviews That People Actually Complete

Access only accumulates because nothing prompts removal. Review by exception, and default silence toward less access.

2026-07-27

Security operations

You Do Not Have a Backup Until You Have Restored From It

A backup job reporting success tells you the job ran, not that your data is there. Automate a monthly restore test.

2026-06-12

Security operations

Document Retention: Deleting on a Schedule Rather Than on Instinct

Having no policy is a policy. Write a schedule, archive before deleting, and build legal holds first.

2026-07-01

Delivery automation

Client Onboarding: The Quiet Week That Sets the Tone

The gap between signing and starting is when a client develops doubt. Trigger from the signature and ask for everything once.

2026-06-17

Delivery automation

Handoffs That Transfer the State, Not the File Location

Rejected approaches are the most valuable and least transferred context. Generate the retrievable half and prompt for two things in prose.

2026-07-07

Finance automation

Expense Capture at the Till, Not at Month End

An expense carries its context for about a day. Let a model extract while rules categorise, and catch what nobody submitted.

2026-07-06

Finance automation

Invoicing That Generates Itself the Day Work Is Delivered

Monthly batch invoicing adds weeks to your payment cycle before the terms even start. Trigger drafts from delivered work, and never auto-send.

2026-07-10

Finance automation

Payment Reconciliation and the Exception Queue

Why exact-amount matching fails, how to tier by confidence, and why a false match is worse than no match at all.

2026-07-21

Finance automation

Subscription Tracking and the Renewal Calendar That Gives You Notice

Build the inventory from card statements, and record the notice period rather than just the renewal date.

2026-08-07

Sales operations

Lead Routing: Closing the Gap Between Arriving and Being Someone's Job

Most lost enquiries are lost to a weekend. Route, acknowledge, enrich and escalate automatically.

2026-07-13

Sales operations

CRM Hygiene: Automating Against Data That Decays on Its Own

Flag duplicates, bounces and decay automatically, and never let the system merge records by itself.

2026-06-29

Sales operations

Proposal and Document Generation Without Last Client's Name In It

Split fixed from variable, generate the boilerplate completely, and keep the thinking human.

2026-07-23

People operations

Onboarding Automation: Accounts, Equipment and a First Week That Was Planned

Role-based access profiles, triggered from a start date, with the deprovisioning checklist written at the same time.

2026-07-17

Data and reporting

Reports That Build Themselves, and the Line You Should Not Cross

Automate the gathering, keep interpretation human, and show a freshness timestamp most dashboards are missing.

2026-08-04

Data and reporting

Alerting That People Still Read in Month Three

The one test before creating any alert, why escalation beats repetition, and how to prune before the channel gets muted.

2026-06-08

Executive support

Meeting Preparation Packs That Assemble Themselves

One page from the calendar and decision log, delivered the evening before, leading with the decision the meeting must reach.

2026-07-16

Delivery automation

One-Click Project Scaffolding: Generating a Whole Engagement From a Form

Replace copying last project forward with a generator that creates an epic and 28 child tickets with phases, owners and calculated dates.

2026-07-20

Delivery automation

QA Checklists That Reset When Work Reopens

Rework is where defects escape, and it is exactly when the checklist is least useful. How to build attach-on-create and reset-on-reopen.

2026-07-24

Finance and delivery

Weekly Utilization and Burn Reporting That Builds Itself

An overrun caught at forty percent through a project is a conversation. At ninety percent it is a write-off.

2026-08-11

Finance automation

Automated Receivables Chasing That Stops When the Invoice Is Paid

55 percent of US B2B invoiced sales are overdue. The reminder ladder that starts before the due date, and the check that keeps it safe.

2026-06-11

Operations automation

One Route In: Wiring Request Intake Straight to Tracked Work

When requests arrive across six channels, nobody can stop checking. One intake route, four fields, and an owner attached automatically.

2026-07-30

Security operations

Automating Offboarding: Revoking Access on the Last Day, Every Time

Stolen credentials are the most common way into a breach. Building an access map and automating revocation on the leaving date.

2026-06-10

AI automation

Meeting Notes to Action Items, With a Human Gate

Extraction from transcripts is genuinely good. Deciding what was agreed is not. Where models belong versus rules.

2026-07-15

Automation strategy

When to Delete the Tool and Write Forty Lines Instead

Connector platforms bill per task, so your most valuable automation is your most expensive one. When to migrate, and when to keep paying.

2026-07-31

Operations automation

Generating Recurring Work Before It Is Due

Native recurring tasks appear on the due date, too late to plan around. A rolling two-week horizon and the check that stops duplicates.

2026-07-29

CPG operations

CPG Deduction Triage: Automating the Clock Before It Runs Out

Retailer deductions become permanent losses when dispute windows close unnoticed. Ingestion, deadline tracking and evidence assembly.

2026-06-22

The role

Will AI Replace the Executive Assistant? What the Data Actually Says

US employment projections say little or no change through 2034. What is actually being substituted, what is becoming more valuable, and the test for any given task.

2026-08-12

The roles

Executive Assistant vs Chief of Staff vs Operations Manager

Three titles that overlap heavily and cost very differently. What each is accountable for, which one a business needs, and the career route nobody writes about.

2026-07-02

Automation

How I Automate Executive Assistant Work with Google Apps Script

The recurring work most assistants do by hand can be scripted inside Google Workspace at no cost. What to build first, and the five rules I follow.

2026-06-09