Life's Too Short to Work with Jerks
Life's Too Short to Work with Jerks
Three simple rules for choosing the right clients
My brother Chuck has a pretty straightforward philosophy about who he does business with. Over the years, I've come to appreciate just how smart it is.
Three rules. That's it.
1. Can we deliver real, measurable results?
2. Can they afford our services?
3. Do we like them?
That third one always makes me smile.
Chuck isn't suggesting we need to become best friends with our clients, invite them to Thanksgiving dinner or share vacation photos. He's talking about something more fundamental: mutual respect and trust.
Or, as Chuck might put it, life is too short to work with assholes.
And you know what? He's right.
The First Two Are Pretty Straightforward
The first rule is about competence and integrity. Can we actually help an organization achieve something meaningful? Not just produce an impressive report or a beautiful PowerPoint presentation. Can we make a measurable difference?
If the answer is no, we shouldn't take the engagement. Period.
The second is about economics. Professional services are an investment, and clients need the resources to make that investment without financial heartburn. If every invoice becomes a source of anxiety or resentment, nobody wins.
Pretty simple, right?
But then there's rule number three.
The One We Tend to Ignore
Do we like them?
I've worked with some incredibly demanding clients. Smart, driven, impatient people with high expectations and very little tolerance for nonsense.
Frankly, I like those people.
They challenge assumptions, ask tough questions, push for results and make us better at what we do.
But demanding and difficult aren't the same thing.
There's a world of difference between a client who challenges your thinking and one who challenges your integrity. Between someone who expects accountability and someone who refuses to accept any themselves.
And no amount of money makes up for that.
It's a Two-Way Street
Of course, advisors aren't automatically the good guys.
We need to deliver on our commitments, communicate clearly, acknowledge mistakes and take responsibility when things go wrong. Clients have every right to expect results and question whether they're getting value.
But successful engagements are partnerships. Both sides need to participate, communicate and occasionally have uncomfortable conversations.
When a relationship becomes more about assigning blame than solving problems, something has gone sideways.
Sometimes the chemistry simply isn't there.
And that's okay.
Knowing When to Say No (Or Goodbye)
Here's something I've learned: Chuck's three rules aren't just useful when deciding whether to take on a client.
They're worth revisiting throughout the relationship.
Can we still deliver meaningful results? Does the engagement still make economic sense? And is there enough mutual respect and trust to do good work together?
Sometimes expectations can be reset and relationships repaired.
And sometimes the best business decision is to shake hands and part company.
That isn't failure. It's recognizing that a professional relationship needs to work for both parties.
Brother Chuck Had It Right
In business, we spend an enormous amount of time talking about revenue, growth, profitability and client acquisition.
We spend considerably less time talking about the quality of the relationships we're building along the way.
But the people we work with have an outsized impact on our effectiveness, our energy and, frankly, our enjoyment of the work.
I've reached a point in my career where all three matter.
So, thank you, Brother Chuck, for three wonderfully uncomplicated rules.
Can we make a difference?
Can they afford us?
Do we like them?
Three questions. A whole lot of wisdom. And a very good reason to occasionally say, "Thanks, but no thanks."
Turns out Brother Chuck wasn't just giving business advice.
He was protecting our sanity.










