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- ๐ That Time I Let AI Handle My Client Emails (Plus: The Leadership Hack That Saved My Week)
๐ That Time I Let AI Handle My Client Emails (Plus: The Leadership Hack That Saved My Week)

โ๏ธ Your Friday Dose of Caffeinated Wisdom

Caffeinated Wisdom
Hey Leadership Lounge Family! โ๏ธ
As promised, I'm back with that embarrassing AI story โ but first, THANK YOU for all the responses to last week's edition! It turns out that I'm not the only one who's had AI adventures gone wrong (shoutout to Rachel who had an AI schedule back-to-back meetings with herself for 8 hours straight ๐).
๐ฌ The AI Email Incident

T-L-L
So, picture this: Last month, I discovered an AI tool that promised to handle all my client emails "with human-like precision." Being the productivity-obsessed coffee addict I am, I thought, "Perfect! More time for actual work!"
Narrator: It was not perfect.
Here's what happened:
The AI responded to 47 emails in 3 hours (impressive!)
It scheduled 4 meetings (efficient!)
It also accidentally agreed to speak at a conference in Antarctica (wait, what?)
And somehow got into a philosophical debate with our biggest client about the nature of productivity (yikes!)
But here's the plot twist โ this massive fail led to my biggest leadership insight this week.
๐ก The "Human in the Loop" Revelation
After damage control (and many, many apologies), I realized something crucial about leadership in the AI age:
It's not about choosing between AI or humans โ it's about mastering the handoff between the two.
๐ฅ What's Working Now
I've developed what I call the "AI-Human Handoff Framework" (a fancy name for a simple idea I scribbled on a coffee napkin):
Let AI Handle the Heavy Lifting
Data analysis
Initial drafts
Meeting summaries
Calendar management
You Handle the Human Moments
Final decision-making
Emotional context
Relationship nurturing
Strategic thinking
The Handoff Points
Review AI outputs before they go out.
Add personal touches to AI-generated content.
Use AI insights as conversation starters, not enders.
๐ ๏ธ Tool of the Week
Remember my Antarctica incident? Here's the tool combo that's working for my email management now:
Claude for drafting responses (it's more nuanced than others I've tried)
Superhuman for email management (worth every penny)
My human brain for a final review (still undefeated!)
๐ Real Results Corner
Last week's "Human-AI Sandwich" meeting structure? The team took it and made it even better:
Before:
60-minute meetings
3 people checking emails
2 people "multitasking"
After:
35-minute meetings
Everyone present
Better decisions
And Mark (bless him) automated the follow-up emails.
๐งช The Experimental Corner
This week, we tried "AI-Free Fridays" โ no AI tools for one day. Results?
More laughs
Better conversations
One slightly panicked intern
And we all remembered how to do basic math.
๐ญ Coffee Break Thought
Your AI tools should be like your coffee machine โ helpful but not running your life. You still need to know when to take a sip and when to take a break.
๐ค Question of the Week
What's the funniest AI mishap you've experienced? (Can't be worse than my Antarctica story... right?) Hit reply โ your story might be featured next week!
Still caffeinated, still learning,
Adil Mahmoud โ๏ธ
P.S. Next week, I'm sharing how my team turned an AI mistake into our most successful product feature. Plus: The one AI prompt that's saving my junior leaders 5 hours every week!
If this made you laugh (or think), share it with your favorite leader! They can join our crew at The Leadership Lounge
Written with โค๏ธ, โ๏ธ, and a healthy dose of human oversight by Adil Mahmoud
๐ Reader Win of the Week
Shoutout to Hossam from Riyadh who used last week's meeting prompt to cut his team meetings by 40% AND improve team satisfaction. He added an "appreciation round" at the end of each AI-assisted meeting โ pure genius! (Hossam, your leadership lounge mug is on its way!).