Your Lawyer Is Training You to Resent Them
- Jeff Cunningham
- May 1
- 5 min read

I saw a software advertisement recently that promised to help law firms capture all the time they’re losing to quick emails and phone calls — the .1s and .2s that slip through the cracks and never make it onto an invoice. The pitch was efficient, confident, and completely self-unaware. Because that advertisement isn’t solving a problem. It’s revealing one.
You’ve seen those line items on an invoice. A .1 here. A .2 there. A two-minute email exchange billed as a discrete event. A quick phone call to answer a straightforward question, neatly captured and priced. You bristled at seeing them. You probably didn’t say anything. You paid the bill. But something shifted — a small, quiet thing that didn’t have a name yet.
And it wasn’t just the time entries. Mixed in among them were the other charges — per-page copying fees, printing costs, postage. Administrative line items so far removed from legal strategy that they read more like a hotel bill than professional advice. Three dollars for photocopies. Each one small. Each one infuriating in its smallness.
What the Spreadsheet Says
Inside the law firm, someone is very pleased with themselves. Not your attorney — your attorney may actually sense that something about this feels wrong. The pleased party is the CFO, or whoever occupies that function, running the analysis on recovered revenue.
The logic is clean from where they sit. Those .1s and .2s represent time actually spent on client matters but never billed. Multiply them across hundreds of clients and thousands of interactions, and you’re looking at real money. Software that captures this “lost” time is, in the CFO’s view, simply good management. In some firms, metrics like ancillary billing recovery or cost-pass-through rates are tracked closely enough to influence compensation. The CFO isn’t the villain here. The CFO is doing exactly what the system rewards.
And the numbers seem to confirm it. Client turnover doesn’t alarm the CFO, because law firms have always had transient clients. A litigation matter resolves and that client moves on. A transaction closes and there’s no next engagement. An estate settles. Clients have always come and gone, and the CFO has always built that into the model. So when a long-term relationship quietly walks out the door because of accumulated resentment over .1s and .2s, it doesn’t look any different from normal churn. It just disappears into the baseline. The CFO isn’t ignoring the damage. He genuinely cannot see it.
That’s what makes it so corrosive. The clients who leave because of .1s and .2s aren’t the transient ones — those were always going to leave. The ones who leave because of accumulated resentment are the long-term clients, the ones who brought their next deal, their partner’s employment dispute, their cousin’s business formation. They don’t announce their departure. They just stop calling. And because they look identical to normal turnover on the CFO’s report, the model never gets blamed. The .1s and .2s weren’t just charges — they were permission slips. And the firm will never know they were used.
What the Dollar Actually Represents
There is something the spreadsheet cannot see. Every dollar that flows to a law firm comes from somewhere. It represents a portion of someone’s effort, their time, their choices, their risk. The business owner who writes that check is not paying with abstract currency. They are paying with a piece of their working life.
When you charge that person three dollars for photocopies, you are not administering a cost-recovery policy. You are telling them something. You are telling them that their relationship with your firm is transactional down to the last page of paper. You are telling them that nothing is included. You are telling them that the meter is always running — even when the conversation is casual, even when the question is quick, even when the answer takes two minutes.
That quiet bristle — the one you felt when you saw those line items and said nothing — was not really about the money. It was about what the money communicated. It was the moment you understood, at a level below conscious articulation, exactly what you mean to your law firm.
The Attorney Caught in the Middle
Here is what makes this particularly painful: your attorney is not indifferent to any of this. In most law firms, attorneys are compensated based on individual performance — their billings, their collections, their client relationships. When you leave, your attorney feels that loss directly. A client lost is revenue lost, and it lands on a specific person’s book.
So every time a .1 or .2 goes out on a bill, your attorney faces a version of Sophie’s Choice. Capture the time and risk the relationship. Absorb it personally and give away a piece of their own working life. Neither option is good. Both carry a cost. And the attorney has to make that call over and over again, for every client, across every small interaction, knowing that some of those choices will eventually cost them someone they’ve worked hard to serve.
The new software eliminates even that choice. Before the software, the attorney was at least in the engine — making calls, exercising judgment, quietly absorbing a two-minute email when he sensed the relationship couldn’t bear another line item. The software puts him on the side of the tracks. The train runs without him. Invoices go out automatically, capturing everything, and he watches from a distance knowing that some of those bills will cost him a client — he just doesn’t know which one, or when.
He is not a bad attorney. He may be an excellent one. But he has been removed from a decision that directly affects his clients and his livelihood, and replaced by software optimizing for a metric he never chose. The train is going where the tracks go. He built a practice on relationships. He is watching some of them end, and he cannot pull the brake.
The CFO, by contrast, manages aggregate numbers. Client departures are data points, not losses. No client’s name appears next to a line on the CFO’s report, and departed long-term clients look no different from resolved litigation matters. The system that creates the incentive to capture every .1 and .2 is entirely insulated from the consequence of doing so. The attorney feels it. The client feels it. The spreadsheet does not.
A Different Model Exists
The software company that sold the time-capture tool genuinely believes it solved a problem. And in the context of the hourly billing model, it did. The .1s and .2s were leaking revenue, and now they don’t. What the software cannot fix is the model itself — a structure that requires an attorney to watch every fragment of time, to treat every client interaction as a billable event, and to see the relationship as a series of transactions rather than an ongoing engagement.
There is a different way. A model where quick emails are part of the service, where short phone calls are expected and welcome, where the value exchanged is defined up front rather than metered by the minute. In that model, your attorney is not watching the clock. They’re thinking about your problem. And you’re not auditing line items on an invoice. You’re focused on your business.
The resentment doesn’t get trained out of you by asking your attorney to be less diligent about capturing time. It gets trained out by choosing a relationship where the incentives are aligned from the start — where your attorney wins when you win, and where no software is needed to find the leaks because there’s nothing worth leaking. If you would like to explore other ways of dealing with lawyers, or just vent, I'll listen. No meter running.




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