The Case for Daily Emails

So, it looks like you guys enjoyed last week’s post on writing daily emails

In case you missed it, I showed you how to write quick daily emails that generate sales.

I also gave you a breakdown of the simple formula I used to come up with ideas in the first place:


Really, as far as email marketing goes, daily emails are a superpower.

They may not be highbrow.

You probably want to think that your carefully crafted, 6-week email funnel is the pinnacle of your artistic expression…

But in terms of speed, ease, and profitability, there’s no bigger bang for your buck than the humble daily email.

And yet…

One of the most common replies I got from the newsletter?

“Daily emails? Really? There’s no way I would read an email every day!”

And I get it.

I used to think this too.

And so today, I’m going to dedicate this newsletter to one thing…

The case for daily emails.

I’m even going to invoke Andrew Tate to prove my point.

What could possibly go wrong?

The Case For Daily Emails

There are three reasons daily emails are so powerful:

  1. Solving a burning problem
  2. Keeping you top-of-mind
  3. Entertainment as engagement

Now I’ll explain each of these.

At the end, I’ll deal with some common objections:

  • I wouldn’t read an email every day
  • It’s too much work for the founder
  • People will unsubscribe

Let’s go…

1. Solving A Burning Problem

If your audience has a burning problem they need to solve, there’s no such thing as “too much” help.

4-5 years ago, I was going through my scaling crisis.

I wanted to scale my business beyond 7-figures, but I was caught between the ego of wanting to scale, and the personal desire for balance.

This tension between ego and self caused quite a bit of pain – I genuinely didn’t know how to move forward, and that is painful for an entrepreneur.

Then one day, I came across an author who wrote about scaling in the humanistic terms I needed.


Someone who understands me and can help.

I was hooked.

Every email he sent, I would stop what I was doing and read it from top to bottom.

He typically sends 3 to 4 emails a week, and that wasn’t enough for me. He could have sent three emails a day, I would have read every single one.

I ended up joining a number of his programmes, and even spent over $100,000 on mentorship with him. (Best money I ever spent.)

The lesson:

If your audience has a burning problem they need to solve, there’s no such thing as “too much” email.

Providing you are relevant and interesting, daily content is the fastest way to move them from bystander to customer.

Questions for you:

  • Are you genuinely solving a burning problem in your business?
  • Are you reaching the audience who has that problem, or a general audience who doesn’t?
  • Is your content satisfying that desire?

2. Who Are You, Anyway?

If your audience’s inbox is full, frequency is how you will stand out.

As a newsletter writer myself, I subscribe to lots of other newsletters.

Most of the time, I unsubscribe within a few weeks.

One reason for this is that the content just isn’t interesting to me. Either it’s just dull content, or it’s not solving a burning problem.

Another reason is, I start reading an email and think…

“Who are you again? Why are you in my inbox?”

In other words, I forget why I signed up, and they did nothing to remind me!

Instant unsubscribe.

Don’t nobody got time for Randoms in their inbox.

This gets to the uncomfortable truth about all marketing…

Nobody cares about you, and nobody’s paying any attention.

So you need to priorities becoming top-of-mind as the #1 person in their life who’s gonna solve their problems.

The lesson:

People get a lot of email and will unsubscribe if you’re not top-of-mind.

Therefore, frequency of emails becomes important, so people remember who the heck you are.

If they unsubscribe because of too many email, either:

  • You’re not being relevant enough
  • You’re too boring
  • You’re reaching the wrong audience

3. People Want To Be Entertained

In a world of boring emails, entertaining content is what makes people come back for more.

Recently, I discovered a YouTuber by the name of Uncle Roger:


He’s a comedian who makes reaction videos of “White chefs who f*** up Asian cooking”. (His words)

With 8 million subscribers, he’s doing something right.

I love his videos for a few reasons:

  • I’m a comedy fan
  • I like cooking
  • I’m a bit of an Asian food buff

(I lived in Japan for 4 years and spent a lot of time in Hong Kong and Thailand.)

Now, take note:

This is educational content.

Sure, it might be funny as hell, but I’m also learning a lot.

I learn new techniques, improve my knowledge, and discover a lot of new stuff.


After discovering Uncle Roger, how often do you think I watch his videos?

Once a week?

Forget it…

Multiple times a day.

Heck, I even started listening to his podcast, watching his standup, and bought his comedy special.

Imagine he came out with a cooking course for Asian food. I’d be all over that like a rash.


The fatal error made by educators is to assume people enjoy “hard teaching”. (As the great Ben Settle calls it.)

They don’t.

Humans want to be entertained.

And if you can’t be interesting, they’ll go find someone else who can.

That’s why, when I’m talking about how to make sales online, I start with a story about Charles Darwin’s dog:


What does all this have to do with daily emails?

Here’s what…

The Lesson:

In a world of boring emails, entertaining content is what makes people come back for more.

We all need heroes.

And if those heroes can help solve our burning problems at the same time… we’ll binge to our heart’s content!

(Leave all other “I like to email once a week” people in the rear-view mirror. A distant memory of someone who had good intentions… but just wasn’t interesting enough.)

Objections To Sending Daily Emails

Because I know you got some…

1. I wouldn’t read an email every day.


Lesson 1: You are not your audience.

Lesson 2: Do you even have a burning problem right now? If not, think back to a time when you did. What did you do to find a solution? Did you take days off? Or did you cram books, make phone calls, hire consultants?

Remember, your business should solve actual burning problems.

Not offer “improvements”.

If you can’t see this, you might have to consider the possibility that your business isn’t positioned as well as it could be.

We send daily emails at StoryLearning and our open rates are kick-ass, even after weeks…


…and this is to cold traffic!

You just gotta be interesting to the right people.

2. That’s too founder-heavy

Look – if you started sending daily emails and your sales doubled, can you think of something you should have been doing instead?

If you can, I’d love to hear it. (My inbox is open.)

Bringing in the money is the founder’s ultimate responsibility.

Just because you have a team, don’t fall into the trap of thinking everything should be delegated.

There’s “entrepreneurship theory”, and there’s reality.

Too many entrepreneurs get complacent when they build a team, and start to feel that sales is somehow beneath them.

“But I’ll never be able to sell, if I’m the one writing emails!”

Jeez… do you want to make more money now or not?

And what makes you think you’re the only person on your team who can write interesting emails?

I’m sure you hired some of your staff for their creativity.

This isn’t that hard.

If you wanted to train someone to write these kind of emails, there’s nothing stopping you.

And if you really don’t want to keep this up forever, then just write daily emails for a year, and then pull out the 100 top ones and put them in an autoreponder.

3. People will unsubscribe

Daily emails will also cause people to unsubscribe.

But that’s a good thing…

Providing you’re confident about the problem your business solves, and for who.

You don’t want to exist in a vanilla, nondescript middle-ground.

You want an email list full of the perfect people, who want what you got. Not a bunch of casual bystanders who just consume and don’t buy.

“Boring” is the ultimate sin in marketing.

You want to be the crack cocaine to the drug addict.

The Andrew Tate to the angry teenager.

The StoryLearning to the student who takes their learning seriously and is fed up with silly apps that don’t work.


There are many reasons why sending daily email is a smart (and profitable) move for online education businesses:

  1. For someone with a burning problem, they don’t take days off trying to solve it
  2. In a flooded inbox, you won’t be remembered by emailing once a week
  3. People want to be entertained, and will read everything you send if you can pull it off


You may be wondering…

“Olly, if you’re such a fan of daily emails, why aren’t you sending daily emails for this newsletter – you fraud!”

And that’s a fair question.

But I have an even fairer answer…

Because I don’t make my money from this newsletter, so I’m not trying to optimise.

For the same reason, the sales page for the 7-Figure Marketing Stack is so short.

I’m not trying to optimise anything.

Although, the workshop is pretty cool, if I do say so myself.

So if you’d like to join me for a deep-dive into the marketing systems that run a multi-million dollar online business, you know what to do...

Until next week.



CASE STUDY: Blueprint Of A $10m Online Education Business:

  • Business model blueprint
  • Product ecosystem
  • Team structure
  • Evergreen sales strategy
  • And much more

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