Email Writing·5 min read·

I Sent 100 Emails as Barack Obama (Here's What Happened)

The shocking results of my AI-powered Obama email experiment—including the one that made my boss cry

AC

Alex Chen

Writer at WriteBetter.ai

Last Tuesday at 3:47 AM, I had what alcoholics call a "moment of clarity." Except mine involved 147 unread emails and a dangerous idea: What if I responded to every single one as Barack Obama?

Not pretending to be Obama (that's illegal, probably). But using AI to transform my rushed, coffee-stained responses into the kind of emails that make people stand up and slow clap at their desks.

100 emails later, I can confirm three things:

  1. My response rate jumped from 23% to 74%
  2. My boss actually said "This gave me chills" (about a budget request!)
  3. I may have accidentally started a movement

The Experiment That Almost Got Me Promoted

Here's what happened. I took WriteBetter.ai's Obama voice model and fed it my usual email disasters. You know the type:

"Hey Jim, need those reports by EOD. Thanks."

[Visual: Imagine a tumbleweed rolling through an empty inbox]

The Obama version?

"Jim,

I believe in the power of data to illuminate our path forward. The reports you're preparing aren't just numbers on a page—they're the story of where we've been and the blueprint for where we're going.

When you deliver them by end of day, you're not just meeting a deadline. You're contributing to something bigger than any one of us. Yes we can make this quarter our best yet.

Together we rise, [Your name]"

Jim sent the reports two hours early. With a thank you note.

The Science Behind Presidential Persuasion

MIT researchers found that Obama's speeches contain three key elements that trigger what psychologists call "inspirational contagion":

  1. The Triple Pattern - Ideas presented in groups of three
  2. Collective Identity - "We" appears 3x more than "I"
  3. Ascending Rhythm - Sentences build to emotional peaks

But here's what MIT didn't test: What happens when you weaponize this for everyday emails?

(Spoiler: People start treating you like you have actual authority.)

The Email That Made My Boss Cry

I'm not making this up. Here's the before:

"Need budget approval for new software. It's $5K/month but will save time."

Here's the Obama'd version:

"There are moments when we stand at the threshold of transformation. This is one of those moments.

The software investment before us isn't just a line item—it's a declaration of our values. Yes, it requires $5,000 monthly. But what it offers is priceless: the gift of time returned to our team, the promise of innovation unleashed, the hope of achieving what skeptics said was impossible.

Some will say we can't afford to invest. I say we can't afford not to. Because when we choose tools that amplify our humanity rather than replace it, we don't just improve our processes—we honor our purpose.

The future is calling. Let's answer together."

She approved it in 12 minutes. Then forwarded it to the CEO with "This is why I love this team."

The Dark Side of Presidential Power

Not every Obama email landed. Turns out, ordering lunch like you're addressing the UN General Assembly has consequences:

"My fellow sandwich artists, today we face a choice that will echo through the afternoon. Turkey or ham? Mayo or mustard? These aren't just condiment decisions—they're a reflection of who we are as an office..."

The deli blocked our number.

Try This Now (Seriously, Right Now)

Want to Obama-fy your own emails? Here's the formula I discovered:

1. The Hope Opener

Start with possibility, not problem:

  • ❌ "We need to discuss the failed project"
  • ✅ "Every setback carries within it the seeds of greater success"

2. The We Flip

Replace "I need" with "We can":

  • ❌ "I need this done by Friday"
  • ✅ "Together, we can make Friday a milestone worth celebrating"

3. The Triple Build

Structure key points in ascending triplets:

  • "This will save time"
  • "This will inspire our team"
  • "This will transform our industry"

The Plot Twist

Here's what I didn't expect: After a week of Obama emails, I couldn't go back. Not because of the response rates (though 74% is nice). But because I started believing my own hype.

When every email reminds you that work has meaning, that people matter, that collective action creates change... something shifts. You stop writing transactional messages and start writing transformation.

My coworkers noticed. "You seem different," they said. "More... presidential?"

One More Thing...

I kept one email from the experiment. It's the rejection I sent to a vendor trying to overcharge us. Even saying "no" became an act of inspiration:

"While we admire your vision and respect your journey, our paths must diverge here. But this isn't an ending—it's an invitation to revisit your proposal with the kind of innovation that makes the impossible inevitable. We believe in your capacity to meet this moment. When you do, we'll be here."

They came back with 40% off.


Got an email that needs the Obama treatment? Drop it to alex@writebetter.ai. I promise to respond with the audacity of hope.

P.S. If you actually try the sandwich artist email, please send me the response. I'm building a collection of "Emails That Went Too Far" and that would be the crown jewel.

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