Earning $10,000 an Hour with the World’s Worst Email Copy

Last weekend I traveled to Austin to meet up with my business partner John Sonmez and 250 other entrepreneurs for the first-ever “SumoCon.” The conference was hosted by the team from AppSumo, and I have to say I was impressed by the caliber of the people I met. (The annual revenue of the businesses at […]

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What is the Best Time to Send an Email Blast?

Back when I was commuting into Pittsburgh every day, I used to hate Friday afternoons with a passion. I worked on the 57th floor of the tallest building in the city. And every Friday at 3 p.m. I’d wander over to the window and see the great weekend exodus already underway. There are many great […]

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How To Validate Your Product Idea (And Get Paid In The Process)

This week a programmer named Eddy hit me up about testing out a piece of software he’s prototyping. I won’t go into too much detail in case he moves forward with it, but basically it’s a tool for “scraping” email addresses to put together lists of potential prospects that you can reach out to. We […]

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The ‘Sniper’ Mindset for Emails that Convert

“During the stalking portion of our training, you’re not graded on your first shot. You’re graded on your second. In other words, once you’ve fired, can you be seen?” Chris Kyle American Sniper What image comes to mind when you hear the word “sniper”? Usually I think of a tough-looking dude with a huge rifle […]

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How to Do Cold Email Outreach Without Looking Like A Spammer

Right now I’m getting harassed (virtually speaking) by this guy named Matt. Matt apparently created the best infographic EVAR about WordPress plugins. And he (or more likely, his virtual assistant) keeps spamming me to share it via the contact form on my site. So far I’ve just ignored the emails, but one more and I’ll […]

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Case Study: What Does ‘Homework’ In Email Courses Do For Sales?

My short take on giving “homework” in email courses is: DON’T DO IT! Almost no one actually follows through on your assignments, and you’re just adding guilt and stress to your subscribers’ lives. Subscriber Ed calls me out though: Interesting. So you’re suggesting a “pure info” course with no homework? And yet, on Simple Programmer, […]

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Should You Assign ‘Homework’ in Your Email Course?

The other day I read a news story about a teacher who banned homework in her classroom. She sent the students home with a note that said, “Studies have failed to prove that homework improves performance. Spend time together as a family and go to bed early instead.” So what about email courses? Does homework […]

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Would Your Emails Survive an ‘Inbox Massacre’?

Right now I’m wrapping up this 30-day boost-your-productivity challenge. One of the first assignments was to do a massive “inbox purge”—unsubscribing from all the email lists that aren’t bringing immediate value. I unsubscribed from something like 90-100 lists! Nutso. I highly recommend this exercise. You can think much more clearly when your attention isn’t being […]

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How Much Email Is ‘Too Much’ for Your Subscribers?

The other day I got this email from a subscriber named Galit that made me laugh: I am loving this series! I’m curious, though, the first few emails seemed to be about an email course then this one is about running a giveaway. If these are, by chance, two different drips, is there a way […]

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How to Avoid the Gmail Spam Penalty Box

A buddy of mine named Adrian is worried he’s trashed his email list: I have a quick question for you. Are you doing anything to keep your email list healthy, such as using Drip’s “Pruning” feature? My list has gotten pretty big and I’m pretty sure it’s hurting me when I do large broadcasts. Some […]

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How to Deal with Haters on Your Email List

A couple of weeks back I sent an email with the (admittedly provocative) subject line: “I don’t want your stupid product” And a few minutes later some guy named Areeb fires back: “I don’t want your stupid newsletters either!” A few years back, a reply like this would have bugged me all day. I still […]

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Should I Hire a Pro Copywriter for My Email Marketing?

Subscriber Rick asks “Should I write my own emails or hire a pro copywriter to do it for me?” He explains: You might not know who I am, but I’m a big fan of your writing. Your emails that you send out every day are nice and seems like your always there in my inbox […]

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The Telltale Sign of a Doomed Home Page

Here’s a dilemma that comes up a LOT: Pete runs a business creating church management software. His software automates and streamlines dozens of administrative processes—from keeping track of members’ tithes and offerings to keeping tabs on the kiddos during summer day camp. And precisely because this software is so powerful, it’s a struggle to focus […]

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How Channeling Your ‘Inner Fish’ Leads to More Sales

Not long ago I decided I wanted to introduce my boys to one of my favorite childhood hobbies: fishing. Since I haven’t gone fishing since high school, we took a trip to the nearby Field & Stream outdoor emporium to stock up on all the necessary gear. Walking into the fishing section is really overwhelming. […]

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Stop Confusing ‘Marketing’ with ‘Greed’

I feel a rant coming on here. First some quick background. One of my goals for this year is to finally get myself into a fitness routine that I enjoy and can stick with long term. The approach that I’m trying out right now is called “gymnastics strength training.” I’m basically following a (modified) version […]

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