Before You Hit Send: The Efficiency Trap for Business Owners

Those of you who know me well can testify to how obsessed I am with efficiency. When I observe wasted time, it drives me crazy. I like clean processes, clear expectations, and as few extra steps as possible.

Over the years, though, I’ve had to learn (sometimes the hard way) that efficiency and effectiveness are not always the same thing. In fact, when it comes to communication—especially around sensitive or complex topics—“quick and easy” can turn into “expensive and painful” faster than you can hit Send.

Let me explain.

When “Efficient” Becomes Expensive

There are plenty of situations where email or text is the right tool:

  • Confirming details

  • Sharing documents

  • Sending a quick update

  • Capturing decisions in writing

But there are also times when the most efficient path in the moment is absolutely the least effective path overall.

A few years back, I was meeting with a client and casually asked how his day was going. He sighed and said:

“I’ve spent most of the day mopping up messes and misunderstandings caused by emails that should NEVER have been sent.”

He wasn’t exaggerating. A couple of poorly worded messages—sent quickly, without much thought—had triggered:

  • Hurt feelings

  • Misinterpreted tone

  • Internal conflict

  • Several hours of follow-up conversations to repair trust

In other words, the “efficient” choice (fire off an email) turned into a long, expensive clean-up operation.

If those same conversations had started with a short, real-time discussion—a phone call or a quick in-person meeting—the issue likely would have been handled faster, with far less drama.

Sometimes, slow is actually fast.

Before Email and Text, There Was… Paper

Frank and Me book cover

Reflections on my time with Frank.

Many of you may not be aware of this, but before email and texting, there used to be a document referred to as a memo (yes, paper) that was delivered through inter-office mail (you may not know about that, either). You’d type it up, put it in an envelope, and someone would physically walk it to the recipient.

Back then, my mentor, Frank Moran, established a rule for his team:

If the communication had any emotion involved, you were expected to speak with the colleague or client as soon as possible—in person or by phone.

His directives were simple and clear:

  • Do not send a memo, email, or text

  • Do not leave a voicemail

  • Do talk directly—live—if there’s any emotional charge

Frank understood something we often forget: written communication strips away tone, facial expression, body language, and immediate clarification. What you meant and what they heard can be worlds apart.

That was true with paper memos. It’s even more true with email and text, where people are moving fast, reading on their phones, and often reacting instead of pausing.

The Emotion Rule Still Applies (Maybe Even More)

Frank’s rule still makes sense today, perhaps more than ever:

If there’s any emotion involved—yours or theirs—avoid written communication as the primary channel.

That includes situations where:

  • You’re frustrated or disappointed

  • You’re delivering difficult feedback

  • You’re addressing a performance issue

  • You’re navigating conflict between people or teams

  • You’re clarifying something that has already been misunderstood once

In those circumstances, sending an email may feel efficient, because:

  • You don’t have to face the other person

  • You can “get it off your plate” quickly

  • You can carefully script your message

But often, it’s a trap. The recipient:

  • Reads it through their own emotional filter

  • Fills in the missing tone (“They’re mad at me”)
    Reads between the lines (“What are they really saying?”)
    Maybe even shares it with others to interpret

And before you know it, a small issue gets bigger.

How it’s meant and how it’s taken are often two entirely different things.

A Simple Decision Filter: Email or Conversation?

Here’s a practical way to decide. Before you hit send on that email or text, ask yourself a few quick questions:

  1. Is there any emotional charge here—on my side or theirs?  If yes, lean toward a live conversation.

  2. Could this reasonably be misinterpreted?  If you find yourself adding lots of bold, italics, or long explanations, that’s a clue.

  3. Would I be uncomfortable if this email were forwarded?  If the answer is yes, stop and pick up the phone.

  4. Is this about alignment, expectations, or performance?  Those are almost always better handled in real time.

  5. If this were handled poorly, how big could the impact be?  The higher the stakes, the more you should default to conversation first, documentation second.

A good rule of thumb: Use conversation to align and email to summarize.

Have the live discussion when the topic is sensitive or complex, then send a brief email afterward: “Here’s my understanding of what we decided today…”

That way, you get the best of both worlds: the humanity and nuance of a real conversation, plus the clarity and record-keeping of written communication.

What This Means for Leaders

If you’re a leader, your habits set the tone (pun intended) for the whole organization.

When you:

  • Fire off emotional emails

  • Use reply-all to vent

  • Handle conflict through the keyboard

…other people will assume that’s acceptable behavior. Over time, this erodes trust, increases drama, and slows execution—even if everyone thinks they’re being “efficient.”

Instead, consider modeling a different approach:

  • Pick up the phone when things feel tense.

  • Walk down the hall (or start a video meeting) for the hard conversations.

  • Encourage your team to talk live first, then document.

You can even make this an explicit cultural norm:

“If it’s emotional, important, or likely to be misunderstood, we talk first and type later.”

That one guideline alone can save your team hours of unproductive back-and-forth and major relational damage.

Efficiency and Effectiveness

To be clear, I’m still deeply committed to efficiency. I love streamlined systems, smart use of technology, and clear written communication.

But I’ve learned this:

True efficiency counts the cost of clean-up.

If it takes you three hours tomorrow to fix a relationship that was damaged by a two-minute email today, that’s not efficient.

So next time you’re dealing with something really important, challenging, or emotionally charged, try this:

  • Stop.

  • Don’t hit send.

  • Pick up the phone or schedule a quick face-to-face (or video).

Your future self—and your team—will thank you.

One Last Question

Think back over the past few months: 

  • Is there a conflict, misunderstanding, or tension in your organization that started—or got worse—because of email or text?

If so, what conversation do you need to have live to start cleaning it up?

And going forward, what small shift in your communication habits would help you and your team be not just more efficient, but truly more effective?

Tom Doescher

Tom Doescher, founder of Doescher Advisors, previously built and led Plante Moran’s largest industry group, the manufacturing and distribution practice, advising middle-market manufacturers and distributors worldwide. A Harvard-trained leader known for his integrity and strategic vision, Tom helped establish multiple firm practices, mentored future partners, and continues to serve on industry and community boards. In 2011, after many years as a senior partner with Plante Moran, one of the nation’s largest and most well-respected accounting and business advisory firms, Tom launched Doescher Advisors. In 2025, Doescher Advisors joined Doescher Group, where Tom continues to advise privately owned business owners & executives.

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