The 8 Email Rules I Actually Live By
Iâve sent millions of emails.
And Iâve tested everything:
â : Subject lines that crushed
â: Flows that tanked
â : Campaigns that increased pipeline
â: Messages that were ghosted
Iâve run big sends, daily newsletters, cold outbound, nurture flows, and everything in between.
The flashy design tips? Meh.
The âbest send timeâ hacks? OVERRATED.
What actually moves the needle?
The fundamentals.
Done well. Repeated consistently. Written like a real human. Old-school.
So I put together the 8 email rules I actually live by…the ones I wish someone gave me when I first got started.
1ïžâŁ. Every email is someoneâs first
This is the mindset shift that changed everything for me:
Treat every send like itâs the first email someoneâs ever getting from you.
Because for someone… it is.
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Doesnât matter if itâs week 72 of your newsletter.
If a new subscriber lands on that email and itâs full of inside jokes, half-context, or random rambling?
Youâve already lost them.
Hereâs how I handle this:
đ„: Start strong.
Assume 0 context. Lead with value in the first 2 lines. Preview text matters more than you think.
đ„: Link to a greatest hit.
Give them a path to explore. A banger post. A viral thread. Something with social proof.
đ„: Avoid the âyou already know thisâ trap.
No acronyms without explanation. NOTHING TRICKY. Clear > clever.
If you can hook the new readers AND keep the OGs engaged… thatâs how you build a real email brand.
Your job isnât just to get the click.
Itâs to earn the second 1.
2ïžâŁ. Kick people off your list
This one hurts marketersâ feelings⊠but saves their deliverability.
Not everyone deserves to stay on your list.
If someone hasnât opened your last 10 emails. Theyâre not your audience anymore.
Theyâre dead weight. And worse: theyâre dragging down your entire send performance.
Hereâs what I recommend:
đ„: Run a re-engagement flow every 60â90 days.
Nothing fancy. Just:
âStill want these? If not, no hard feelings.â
(And mean it.)
đ„: Make unsubscribing easy.
Stop hiding it in size 8 font. If they donât want to be here, you donât want them here either. BYE!
đ„: Segment your active audience.
Track opens, clicks, and replies. Prioritize sending to the ones who are actually engaging.
đ„: Stop chasing vanity list size.
10,000 active subs > 100,000 ghosts.
Let your list breathe. Clean it up.
Email is about attention, not accumulation.
And a clean list = higher open rates, better placement, and actual results.
Side note: I had a great convo about this exact topic with a few marketers at Digital Summit last year. If you want to meet people whoâve actually tested this stuff (and steal some smart playbooks), Iâd seriously consider going.
They extended the Denver Early Bird pricing through Monday night, and you can stack another 20% off with MILLENNIALS20.
3ïžâŁ. Use read time in your pre-header
This oneâs underrated. But it works every time.
People donât open emails they think will take too long.
Theyâre in line for coffee. Half-scrolling, half-texting.
You need to make it feel easy to read.
Hereâs what I do:
đ„: Add a read-time cue to your pre-header or first line.
â[2-min read]â
âQuick tip you can use today.â
âSkimmable + actionable. No fluff.â
đ„: Set the right expectation upfront.
It builds trust. Makes your emails feel approachable. And preps the reader to actually finish it.
đ„: Test tone and timing.
Sometimes âreal quickâ outperforms â2-min read.â
Other times, specificity wins:
â4 bullet points. One game-changer.â
People are busy. Your job is to make the decision to open feel easy.
Tell them itâs quick. Then deliver.
Thatâs how you get opened again next time.
4ïžâŁ. Personality > Personalization
Letâs be honestâŠ
Nobodyâs impressed by âHey {{FirstName}}â anymore.
Thatâs not personalization. Itâs a merge tag.
If your email sounds like it was written by a robot, it doesnât matter if you nailed the name.
Hereâs what actually works:
đ„: Â Write like youâre talking to 1 smart person.
Not a list. Not an audience. A friend.
đ„: Inject YOUR personality.
If youâre funny, be funny.
If youâre blunt, be blunt.
People donât connect with brands. They connect with what they like.Â
đ„: Â Talk about stuff they care about.
Personalization isnât about fields. Itâs about relevance.
Know their problems. Share your take. Be useful. Be honest.Â
đ„: Â Drop lines that show you get them.
âYouâre probably already crushing Q4, but hereâs a wild test that worked for usâŠâ
^ That line works better than any merge field.
Bottom line?
Donât fake personalization.
Be human. Be specific. Be someone worth hearing from.
5ïžâŁ. Ask open-ended questions
You know what inboxes love?
Replies.
They boost deliverability. They signal value. They build real relationships.
And the easiest way to get them?
Ask better questions.
Hereâs how I do it:
đ„: End more emails with a question.
Open-ended. Conversational. Easy to answer.
âWhatâs your #1 growth channel right now?â
âTried anything lately thatâs actually working?â
âReply and tell me your hot take on this.â
đ„: Avoid yes/no questions.
âDo you like this?â = dead end
âHow would you use this?â = opens up convo
đ„: Make it feel personal.
Use your voice. Make it sound like something youâd ask a friend over coffee.
đ„: Ask early in the lifecycle.
Get them to reply in the first few emails. It trains engagement and boosts inbox placement long-term.
The best emails feel like conversations. Not broadcasts.
So stop talking at your list. Start talking with the PEOPLE on your list.
6ïžâŁ. Skimmable = Sellable
You could write the best email of your lifeâŠ
But if it looks like a brick of text?
Nobodyâs reading it.
People scroll fast. They skim. They scan.
And your formatting either helps⊠or gets you skipped.
Hereâs how to make your emails skimmable (and still sell):
đ„: Break up your paragraphs.
1â2 lines max.
Every new idea = new line.
đ„: Use headers and bolding to guide the eye.
Make it easy to spot the big takeaways at a glance.
đ„: Bullet points > walls of text
Especially for tips, examples, or value stacks.
đ„: Add more white space than you think.
Let your ideas breathe. Cramming = confusion.
đ„: Design for the scroll.
Assume theyâre on their phone, on the go, half-paying attention.
If your email doesnât look easy to read. It wonât get read.
Great formatting = higher engagement.
Period.
7ïžâŁ. The best hook wins
Your subject line is your 1st conversion.
If it doesnât grab attention?
Nothing else matters.
No oneâs reading the fire CTA you buried in paragraph four.
Hereâs how I write subject lines that ACTUALLY get opened:
đ„: Make them curious.
Leave a loop open. Hint at the value. Make them want to click.
âThis small change 3xâd our reply rateâ
âYouâre probably missing this đâ
âWhy I deleted 14,000 subs last weekâ
đ„: Write 10+ subject lines per email.
Best one usually shows up around #6. Maybe #9.
Treat it like headline writing â because it is.
đ„: Avoid the obvious.
âMarch Newsletterâ = no thanks
âProduct Updateâ = they’re gonna scroll right past you
đ„: Use pattern interrupts.
Break expectations. Use lowercase. Use a period. Use 1 emoji. Just enough to stand out.
đ„: A/B test, but donât overthink it.
Testing helps â but only if youâre already writing good options.
Subject lines are the hardest part of the email.
Because they do the heaviest lifting.
Spend time on this.
Test. Tweak. Obsess a little.
Your opens depend on it.
8ïžâŁ. Be useful or be funny (ideally both)
The truth most marketers forget:
Youâre not just competing with other brands.
Youâre competing with memes. Group chats. TikToks. Calendar invites. Dinner reservations.
If your email isnât helpful or entertaining⊠ouchie.
Hereâs the filter I run before I hit send:
đ„: Is this actually useful?
Can someone read this and do something better because of it?
Did I give a framework, idea, or insight that makes them say âDamn, thatâs goodâ?
đ„: Did I make it fun to read?
Add energy. A metaphor. A meme. A punchy 1-liner.
People remember the email experience just as much as the info.
đ„: Do I sound like a person?
Drop the jargon.
The best emails read like a DM from your smartest (and funniest) friend.
đ„: Would I forward this to a teammate?
If the answer is no. Rewrite it.
If youâre not educating or entertaining, youâre probably annoying.
Be one. Be the other. Be both. Just donât be boring.
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