
The Email That Ended a Career
A frustrated employee sends an email:
"This client is impossible. I can't believe we're bending over backwards for someone who pays us practically nothing. Honestly, I hope they take their business elsewhere."
Two problems:
- They accidentally CC'd the client
- Even if they hadn't, it's now in writing forever
Screenshots get shared. Emails get forwarded. Slack messages get subpoenaed.
Some things should NEVER be in writing.
Thing #1: Anything You Wouldn't Want on the News
The Rule: Would You Be OK If This Showed Up in a News Article?
If not, don't write it.
Examples of what NOT to write:
❌ "Let's find a loophole around this regulation" ❌ "Don't tell [department] about this issue" ❌ "I know this technically violates policy but..." ❌ "Delete this email after reading"
Why:
- Written communication is discoverable in lawsuits
- Can be subpoenaed
- Can be leaked or hacked
- Lives forever
Better: Discuss sensitive topics in person or via phone call.
Thing #2: Criticism of Colleagues or Leadership
Never Write Negative Things About People You Work With
❌ "Sarah is so incompetent at her job" ❌ "Management has no idea what they're doing" ❌ "I can't believe they promoted him over me" ❌ "This team is a disaster"
Why this will destroy your career:
-
It WILL get back to them
- Screenshots happen
- Forwards happen
- "Confidential" doesn't mean anything
-
It makes YOU look bad
- Unprofessional
- Can't be trusted
- Difficult to work with
-
It's permanent evidence against you
- Performance reviews
- Disciplinary actions
- Legal proceedings
If you need to vent: Call a friend outside of work. Never put it in writing.
The Only Acceptable Way to Criticize in Writing
If you must document a professional concern:
✅ "I'd like to discuss the project timeline—I'm concerned about the current approach meeting our Q4 deadline."
Not:
❌ "John's timeline is completely unrealistic and shows he doesn't understand the technical constraints."
Difference:
- Focus on the issue, not the person
- Professional language
- Constructive, not destructive
Thing #3: Anything Discriminatory, Harassing, or Offensive
This should be obvious, but people still do it:
❌ Comments about race, gender, age, religion, disability ❌ Sexual comments or innuendo ❌ Offensive jokes ❌ Exclusionary language
"But I was joking!"
Doesn't matter. Written words don't convey tone. And jokes aren't funny when they're used against you in a lawsuit.
Rule: If you wouldn't say it in a recorded all-hands meeting, don't write it in an email or Slack.
Thing #4: Premature Promises or Commitments
Don't Promise What You Can't Guarantee
❌ "We'll definitely have this done by Friday" ❌ "I guarantee we can meet that budget" ❌ "We'll never have downtime" ❌ "This will 100% work"
Why:
- Creates contractual obligation
- Can be used against you when things change
- Makes you liable if you can't deliver
Better:
✅ "Based on current information, we're on track for Friday delivery. I'll update you if anything changes."
✅ "Our estimate is $X, assuming [specific assumptions]. Happy to revise if scope changes."
Key differences:
- Conditional language
- Acknowledges variables
- Leaves room for uncertainty
The Exception: When You SHOULD Put Commitments in Writing
Written commitments are good when:
- You have authority to make them
- You've checked with relevant teams
- You want accountability for delivery
- You want to document agreement
Example:
✅ "Confirming: We'll deliver the final report by March 15. This assumes we receive the data by March 1 as discussed."
This is professional and protects both parties.
Thing #5: Emotional Responses
Never Write Emails or Messages When You're Angry, Frustrated, or Upset
❌ Writing when you're emotional = career-limiting move
Examples of emotional writing:
❌ "I can't believe you would do this to me" ❌ "This is absolutely ridiculous" ❌ "I'm done dealing with this nonsense" ❌ All caps, excessive punctuation, angry tone
Why it backfires:
-
You can't take it back
- Once sent, it's permanent
- "Recall" doesn't work
- Screenshots exist
-
You'll regret it
- Emotions cool
- Perspective changes
- Embarrassment remains
-
It damages relationships
- Hard to recover from
- People remember emotional outbursts
- Trust is destroyed
The Rule: Write It, Sleep On It, Then Delete It
When you're emotional:
- Write the angry email (but DON'T address it)
- Save as draft
- Wait 24 hours
- Reread it
- Delete it
- Write professional version
Or:
- Call someone
- Talk to a friend/spouse outside work
- Write in a journal
- Go for a walk
Never hit send on emotion.
What to Do Instead: When to Use Calls or In-Person
Use Verbal Communication For:
✅ Sensitive feedback
- "Your performance hasn't met expectations"
- "The team has concerns about your approach"
✅ Difficult conversations
- Salary negotiations
- Conflict resolution
- Delivering bad news
✅ Anything legally risky
- Discussing regulatory gray areas
- Intellectual property concerns
- Potential policy violations
✅ Strategic discussions you don't want documented
- Competitive strategy
- Layoff planning
- Merger discussions
How to Document Verbal Conversations Professionally
After sensitive conversations, send professional summary:
Hi [Name],
Thanks for the conversation today. To summarize our discussion:
• [Key point 1] • [Key point 2] • Next steps: [action items]
Let me know if I missed anything.
This documents without being accusatory or emotional.
Additional "Never Write This" Guidelines
Never Write:
❌ "This email will self-destruct"
- Nothing self-destructs. Assume permanence.
❌ "Don't forward this"
- People will forward it anyway.
❌ "Just between us"
- It won't be.
❌ "Off the record"
- There's no such thing in writing.
Signs You're About to Write Something You Shouldn't
Warning signs:
- You're writing with adrenaline pumping
- You're thinking "I'll show them"
- You're using all caps or excessive punctuation
- You're about to hit send without rereading
- You're writing something you'd want to delete later
- You're writing something you'd never say in person
If any of these are true: STOP. Don't send.
What IS Safe to Put in Writing
Professional Documentation Is Good
✅ Project updates ✅ Meeting recaps ✅ Decision documentation ✅ Factual status reports ✅ Professional questions and answers ✅ Constructive feedback (professionally worded) ✅ Commitments you can keep
Rule: If you'd be comfortable with your CEO, HR, and a jury seeing it, it's probably fine.
How to Handle When Someone Else Writes Something They Shouldn't
If someone sends you something inappropriate:
Don't:
- Reply with your own inappropriate response
- Forward it with commentary
- Screenshot and share
Do:
- Ignore it
- Address it verbally if needed
- Report to HR if it's seriously problematic
- Don't add to the paper trail
The 4 Tests Before Hitting Send
Before sending any written message at work:
1. SIGNAL: Is this something I'd say in a recorded meeting?
If no, don't write it.
2. OPPORTUNITY: Could this help or hurt my career?
Assume it will be shared. Act accordingly.
3. RISK: Am I writing this while emotional?
Wait. Reread. Revise.
4. AFFECT: Would I be OK if this was on the news?
If not, pick up the phone instead.
Check Your Message Before Sending
Not sure if something is safe to put in writing?
Analyze it free with 4Angles →
Paste your message. See how it scores on:
- SIGNAL (Is this professional?)
- OPPORTUNITY (Could this hurt you?)
- RISK (Are you being too candid?)
- AFFECT (How will this be perceived?)
Get specific guidance before potential career damage.
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Related Reading
- Does This Sound Passive-Aggressive?
- How to Explain You Made a Mistake Without Losing Credibility
- How to Disagree With Your Boss Without Getting Fired
About 4Angles: We analyze your writing from 4 psychological perspectives (Signal, Opportunity, Risk, Affect) to help you communicate with confidence. Free analysis available at 4angles.com.
Last Updated: 2025-10-28
