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Tailor Your Email to Your Receiver's Personality

Online service Crystal analyzes your recipient's Web presence to help you write email that will appeal to them. Outsourcing personality may sound off-putting, but can it help people who struggle to write?

 & Jill Duffy Contributor

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Get to the point, and keep it short. That's how I want people to write when they email me. Unfortunately, that's not the advice Crystal would give. Crystal is a service that advises you on how to write email that will cater to your recipient's personality. The service initially offered bad advice about writing to me and some of its assumptions are questionable, but it still may offer real help for those who struggle with writing email.

Crystal searches the Web, including Twitter, LinkedIn, and Facebook, and analyzes the language people use to create personality profiles. When you need to email someone and want advice on the style of communication they'll be most receptive to, Crystal can give you specific advice that aims to help you tailor what you write to match the recipient's personality.

Get Organized There are some obvious potential problems here. For example, some people put forward a very different online personality than their true personality. And overall, the product is a little off-putting in its smarminess. Some might find it manipulative to change their natural way of writing to better coerce someone into taking their meeting or giving them a raise.

On the other hand, so many people struggle with writing that every little bit of good advice is worth having. I was curious if Crystal might actually do some good.

Are We Who We Think We Are?

I looked up Crystal's analysis of a few friends and sent them the results. One friend said her analysis was very accurate. It pegged her as someone who prefers a friendly tone and dislikes an immediate call to action. "I get real meeting anxiety and appreciate coming to a mutual agreement rather than being pressured into talking at this place on Thursday at 2 p.m. or else!"

It also told me one of my most jaded friends was "relationship-focused, expressive, and open, and prefers a predictable plan over immediate action." He said it "couldn't be more wrong," calling himself "solitary, solipsistic, anxious, and somehow capricious."

The language we use online and the personality we express online isn't necessarily reflective of our true personality in real life. Online personas might be managed by other people, or they might be designed to fit a particular image.

People don't always have a clear read of themselves, either. How we respond to different tones and language and how we think we respond are not necessarily the same. Plus, a personality analysis is loaded with identifiers, and it's awful to read them and worry that those words apply to us when we wish they didn't. It would explain why I rejected Crystal's initial analysis of me.

Crystal thought I was "people-focused: supportive and naturally empathetic with a tendency to dive into long, deep conversations instead of direct, efficient ones." One of my running jokes about my personality—and it's based on a true story—is that a parrot once read my fortune and told me I was non-judgmental and accepting of everyone; my reply was, "That parrot is a f***ing idiot."

Crystal  - before

I will gladly email someone a long, in-depth letter, but only when the context and my passion for the subject warrants it. More likely, I will trash an email without ever opening it, as I do to more than 60 percent of new messages daily. No reply means no. If that's not "efficient," I don't know what is.

After creating an account with Crystal, I had the opportunity to answer some questions about myself to get a new analysis that would inform people differently of how to interact with me. The results were completely different.

Crystal  - after

It turns out that I am "bold, pragmatic, skeptical, extremely goal-driven, and most comfortable with control." Damn right, I am!

When Any Suggestion Is Better Than None

Enough about me. Let me share some of the suggestions Crystal provided about the language I should use to email my solipsistic friend.

Some of the suggestions sounded like things I might actually write ("How would you feel about...?") while others were so far off base from my natural tone, it might make my friend think someone had hacked my email ("Just thinking out loud...").

Crystal  - language suggestion

I'm particular about my word choices, though, and not everyone else is. For people who struggle to write, having any suggestion at all for how to start a delicate business email could be a huge help. Does it really matter if the language appeals to the recipient? Having templates that show suggestions for which words to use seems valuable for other reasons.

Crystal isn't a terrible tool, but it's probably more useful as a prompt than an adviser. In other words, its templates can help a writer avoid blank page syndrome by suggesting a starting point, but I wouldn't take its advice about tone too seriously.

The service also doesn't address the fact that people have a serious love-hate relationship with email, usually heavily skewed to the hate side. In general, it's best to write short and say what you mean. Get to the point in the first sentence. Be clear. And if you're concerned about someone misreading your tone, make sure you close with cheery sign off and an exclamation point.

Additional Resources

For more tips on managing your email, see these related articles:

About Our Expert

Jill Duffy

Jill Duffy

Contributor

My Experience

I'm an expert in software and work-related issues, and I have been contributing to PCMag since 2011. I launched the column Get Organized in 2012 and ran it through 2024, offering advice on how to manage all the devices, apps, digital photos, email, and other technology that can make you feel overwhelmed. That column turned into the book Get Organized: How to Clean Up Your Messy Digital Life. I was also the first product reviewer at PCMag to test fitness gadgets, including everything from early Fitbits to smart bras.

Currently, I'm passionate about the meaning of work and work culture, and I enjoy writing about how managers and employees can communicate better, with or without software. My most recent book is The Everything Guide to Remote Work. I also love a good workplace drama. 

In addition to writing about work, I cover online education, focusing on learning for personal enrichment and skills development. I have a soft spot for really good language-learning software. Although I grew up speaking only English, some twists and turns in life led me to learn Spanish, Romanian, and a bit of American Sign Language. I've studied at the university level, as well as at the Foreign Service Institute, where US diplomats and ambassadors learn languages.

My writing has also appeared in WIRED, the BBC, Gloria, Refinery29, and Popular Science, among other publications.

Follow me on Mastodon.

The Technology I Use

Squeezing every last bit of usage out of the devices I already own is the only way I can tolerate my personal consumption. In other words, I do not own the latest cutting-edge technology. I buy things that will last and try to take care of them.

My life is organized by Todoist, and my notes live in Joplin. Where would I be without Dashlane as my password manager? Probably locked out of all my many online accounts—I have more than 1,000 of them.

When I share my contact information, it's an excruciatingly long list of phone numbers, messaging apps, and email addresses, because it's essential to stay flexible while also remaining somewhat mysterious.

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