Notes/May 2026
May 2026·11 min·Colby

Teams burn their AI budget by shopping for tools on day one. Run the audit on the spots where revenue, margin, or throughput already drags, and you build against a real number instead of a hunch.

Start with friction

Ask where work waits. A quote sits two days because only the founder can price it. An RFP stalls while someone digs through last year's answers for a paragraph they know exists. The strong candidates are the recurring delays the team already gripes about by name, the ones that show up in the same Monday standup week after week.

A good audit pins down the workflow, its owner, the trigger that starts it, the current turnaround time, and the dollar cost of the delay. Skip those facts and the project is a wish dressed up as a roadmap.

Separate judgment from labor

Most services workflows carry both. Judgment is the part a senior operator should keep, like a pricing exception or the call on whether a client is worth the risk. Labor is the repeatable work that surrounds the call, the collecting and reformatting and first-draft writing and routing.

AI earns its keep when it clears the labor and keeps the human decision in plain sight. A workflow that can't tell you where the person decides isn't ready, and forcing it through anyway buries the one judgment call that mattered.

Score the candidates

We score each candidate on six things: how often it runs, what it's worth in dollars, whether the data is clean enough to use, who owns the workflow, the risk if it goes wrong, and how fast we can ship a first useful version.

The flashy idea usually loses. The one that wins has the volume to move a number and a clear owner who will keep using it the Tuesday after launch, once the novelty is gone.

Pick the first build

The first project should prove a new operating loop. A rep quotes from the truck instead of driving back to the office for a number. A BD lead opens an RFP draft that's already 80 percent written rather than a blank page at 9 a.m. the day it's due.

Here's the bar we hold it to. A real workflow changes, and the team can measure the change in weeks, not quarters.

Automation audit checklist
Want the scorecard behind this article?

Send the workflow you are evaluating. We will return the checklist and the first risk we would test before building.

More notes
Jun 2026·9 min
How facilities management companies win new maintenance contracts
A facilities company keeps fifteen buildings running and still cannot reliably add the sixteenth, because the people who deliver the service are not the ones chasing the next portfolio. Here is where facilities business development leaks.
Read →
Jun 2026·8 min
Field service quoting: the estimate that leaves days after the tech does
A tech diagnoses the repair on-site, then the quote waits days while someone prices it, and the urgent customer calls the next company. Here is where field service quoting leaks.
Read →
Jun 2026·8 min
The staffing agency that grew on referrals and then stopped growing
An agency fills every req its clients send and still cannot add a new logo, because the people who could sell are buried in the people they place. Here is where staffing business development leaks.
Read →
Jun 2026·8 min
Why commercial cleaning accounts churn in month four
An account that paid on time and never escalated cancels in one email. The misses were small and nobody tracked them, so the first warning was the last one. Here is where janitorial retention leaks.
Read →
Jun 2026·9 min
The staffing margin: set once in the bid, eroded all year
An agency wins a placement on a bill rate set by gut, then watches the spread shrink through overtime, missed rate increases, and hours that never get billed. Here is where staffing margin leaks.
Read →
Jun 2026·9 min
The facilities maintenance bid: priced on the schedule, bled by the call-outs
A property maintenance company bids the preventive schedule cleanly, then drowns in reactive calls nobody priced. Here is where the margin leaks before the contract is signed.
Read →
Jun 2026·9 min
Proving the clean: commercial cleaning QA before the client complains
Clients judge a cleaning vendor on the one thing they notice, not the forty things that went right. Here is where quality control breaks down and what a system catches before the client does.
Read →
Jun 2026·9 min
Night coverage: how commercial cleaners lose a site before anyone notices
Crews clean thirty buildings a night across a city. When one cleaner no-shows, the gap is invisible until the client emails at 8 a.m. Here is where coverage breaks and what holds it.
Read →
Jun 2026·9 min
The commercial cleaning pipeline: where new accounts leak before the bid
Most janitorial owners prospect in the gaps between running the business, so the pipeline leaks at follow-up. Here is where the accounts go and what holds them.
Read →
Jun 2026·8 min
Why commercial landscaping companies lose track of job costs, and what it takes to see margin per contract
Crew hours sit in the timesheet app. Material costs sit in the bookkeeping ledger. Equipment hours sit on a log in the truck. None of them connect to the contract number, so the margin story is always three months old.
Read →
Jun 2026·8 min
How staffing agencies close payroll when the client timesheet and the worker's record disagree
The worker's hours sit in one place. The client's signed timesheet sits in another. Until both agree, neither payroll nor the invoice can close.
Read →
Jun 2026·9 min
How to audit a commercial cleaning operation for workflow gaps
The quoting log, the payroll close, and the prospect pipeline each signal a different kind of operational drag. Here is what to look for in each.
Read →
Jun 2026·8 min
How facilities teams track open work orders across properties (and where jobs go quiet)
The request came in. The vendor got dispatched. Then nothing. Where work order tracking breaks down at ten properties, and what it takes to fix it.
Read →
Jun 2026·8 min
How janitorial operators price contracts (and where the number goes wrong)
The math closes in an afternoon. The inputs are the hard part. Here is where underbidding starts and how to make the pricing logic repeatable.
Read →
Jun 2026·8 min
Why the RFP response is already late before anyone starts writing
BD found the opportunity. The deadline is in ten days. Most of that window goes to locating the right answers and confirming they are still current, before a word gets written.
Read →
Jun 2026·8 min
Where field service hours disappear before payroll runs
Workers clocked in. The shift happened. By Friday the coordinator is cross-referencing three sources and calling supervisors because the numbers do not add up.
Read →
Jun 2026·9 min
The commercial cleaning bid: why it still takes three days
The walkthrough takes 45 minutes. Getting a number to the prospect takes three days. Here is where the time goes.
Read →
Mar 2026·8 min
Why we ship two projects, not five
How we score 30 ideas down to the two that move revenue this quarter.
Read →
Feb 2026·12 min
What we hand off when we leave
A runbook your team uses without us. Here is what it covers and how we test it before we go.
Read →
Jan 2026·15 min
Six engagements, one pattern
Where $1M to $50M services businesses lose revenue, and the fix that held.
Read →