by Theo Strauss

The Emailer’s Guide To The Galaxy: Part II

As I explained in my last post, I’m 17, so my network isn’t too big just yet. For me, cold emails are the easiest and most direct way to reach a founder. Over the past year, I’ve sent over one hundred emails to CEO’s, founders, and heads of design, and have gotten a response from over 80% of them.

My emails started out unconventionally — filled with long paragraphs, massive intros, and frankly, very little about the recipient. But, with A/B tests, just the right amount of analytics, and persistence, I was able to notice what stuck.

Most people just assume they’re bad writers, others think it takes a degree in communications. Not me. In this post, I’m going to give you a play by play handbook on what I learned in the past year. And, by the end, you should be able to lock down a meeting with whomever you want.

The email address

Depending on whom you’re emailing, the address you choose to send your email to can decide your fate.

Why? I get into this in the first post of this series - How to find any CEO’s email address in minutes. I touch on deciding which email address to use in the first part of that post. You should probably read that before getting into this one.

Composing the email

In the world of email, the battle starts before your message is even opened.

It’s your subject line against the rest in their inbox. You’re a mere peasant among the hundreds of others vying for the king’s attention. To get in front of the throne, to have the king hear your thoughts, the subject line of your email has to be perfect. There are two ways of going about this:

  1. The trojan horse
  2. Knocking on the front door

The trojan horse strategy is another name for camouflaging. Here’s an example:

What do you think?

Remember, with hundreds of emails coming in a day, the CEO you’re emailing skims their email for the ones that need the most attention. This subject line blends perfectly into the myriad of other work emails they’re receiving.

“What do you think?” can apply to a proposal that needs looking over, a meeting that needs confirming, or a random question. Consistently clicking on subject lines similar to this one might get your email opened.

Knocking on the front door is the complete opposite of the trojan horse. These types of subject lines are perfect for a pitch or if you stand out and can take advantage of that. Here’s an example:

$10 million in revenue 1 month in, now I need your help

This is complete clickbait, but it can pay off in big ways. The rest of this post will guide you in keeping their attention now that you’ve grabbed it.

The greeting

“Hi,” “hey,” “hello,” “what’s up,” “yo,” “dear,” “good morning,” “whomever it may concern”. The first two words of your email set the tone for your entire note.

That’s why deciding which greeting to use is crucial. The one I’ve found the most success with is “Hi [first name],” and Business Insider agrees. This is because it’s not too casual (For example, “hey” or “what’s up”) and it’s not too formal such as “dear” or “whomever it may concern.”

It’s ultimately up to the person you’re emailing, though. When they respond, they might use a different greeting than you. From then on, use their greeting while emailing with them. If they respond with the same greeting, you hit a home run.

The first line

You’ve convinced the person you’re emailing into looking at your note and you set the tone with the greeting. Now, it’s time to grab their attention.

Here’s a look at the line I use:

I’m not a normal kid. I’m 17, go to the Dalton School, right uptown from [insert their company here], and I’d love to ask a question.

Let’s break that down. In one sentence, I’ve said:

  1. Who I am
  2. Why I’m different
  3. How we’re distantly related
  4. What my purpose is with this email

CEO’s don’t have much time, and they have even less for people they don’t know. Captivating them in the first sentence is key.

The bolded words are the most important. Being 17, a kid, sets up who I am and what makes me differenct. Because I’m local to where they are, it gives them an incentive to learn why I’m reaching out to them. And, instead of just saying “Hi, nice to meet you”, I’m declaring that I have an intention.

Let’s look at an example opener:

I’m a junior at Stanford, 95% of the campus is on my app, and I wanted to talk about YC.

The same four keys appear in this sentence. The sender is a Stanford student, they’re different because of the number of users they have, the example recipient is a Stanford alum, and has gone through YCombinator.

The first sentence is setting the stage for the rest of the email and offers a quick preview from the inbox. On that topic, here’s how much preview space there is for different email clients.

Apple Mail: 140 charactersGmail: 110 charactersAOL: 75 characters

Outlook: 55 characters