New Workshop added!
Microsoft's new rules in effect May 5, 2025
➞ Time-sensitive question for course creators, coaches, + email marketers...
How much are you counting on people getting your emails?
If your answer is "Well yes... I really am counting on that"...
THEN WE NEED TO TALK
Everything you know (and don’t know) about email marketing has changed…
Google and Yahoo shook the email world with a new deliverability *rule book* in early 2024, making it harder to get your emails into the inbox.
→ And if you use email to both connect with your audience and to sell your offers, there's nothing more important than that.
Then in early 2025, Microsoft rolled out their own new inbox rules— and they’re being extra spicy about it.
Pop Quiz:
Then these changes affect you.
Here's the situation:
Google changed the email deliverability rules and how senders can get in the inbox
Yahoo followed suit
Microsoft was already a pain in the ass, but they're ramped things up even more (so ditto for them)
If you don’t follow the new rules, your emails could go to spam (and won’t get out)
OR… they won’t be delivered at all
Following the rules isn’t as cut-and-dry as it sounds… especially if you already have a list and are emailing using a borrowed reputation
For best results, things need to be done carefully and in a certain order
Enforcement is already underway... so if you're just learning this now, time is of the essence
But you...
... don’t understand WTF any of it means
... want to avoid it (desperately)
... need email to make an income
... feel pressure to do "something"
... don't know what that "something" should be
If you're blocked from emailing your subscribers, nothing else matters...
You know how they say email has the highest ROI of all the marketing channels?
All the money, time, effort, and strategy you have spent on list growth, lead magnets, paid ads, copywriting, launches, evergreen funnels, flash sales, Manychat, etc, etc…
None of it matters if you can’t reach your current (and future) subscribers in their inbox
But hey... here's some good news
You can still jump in and implement these changes… and make all of those other “marketing things” worth doing.
A little bit of time spent now to make sure you'll still be seeing ROI on alllll the other strategies you've been implementing? Easy decision.
How good will it feel to:
- Understand *enough* about deliverability to unclench your buttcheeks, satisfy the email overlords, and make sure your emails get seen
- Stop trying to decipher incomplete information from your ESP, slogging through snooze-fest tech articles, or panic-binging overly dramatic YouTube videos (that all seem to contradict each other)
- Have simple and bite-size trainings with clear instructions that you can fit into your already busy life
- Get your questions answered asynchronously, so you don’t have to sit around for your turn on a long drawn-out Zoom call
- Build a solid reputation on your own domain, so that when you send emails, Google knows you’re one of the good ones
- Be chillin’ when your peers (and competitors) are trying to figure out why their open rates are slippin'
- STILL be the one with your emails consistently landing in the inbox, getting opened and read by your subscribers
… without slogging your way through a giant course or needing to hire someone on Fiverr— who may (or may not?) know what they’re doing— every time you need to tweak something.
This isn't only about your authentication
(don’t worry → we will)
You'll also get the inside scoop on all the best practices and essentials of deliverability so you can actually understand WTF is going on...
… and feel confident that your emails will still be a main source of income for you in 2025 and beyond.
Before you bail on this Chrome tab,
hear me out...
I know you want to do this right now about as much as you want a root canal. Your gut instinct is to ignore (and avoid) the whole thing and pretend it’s not a big deal (... some people might even be telling you it’s no big deal).
The thing is... you can’t ignore this. 'Cause Google, Yahoo, and Microsoft? They don't discriminate. They make the rules, and they apply to all businesses → big and small. What worked in early 2024, definitely doesn't work in 2025.
And if you dwell on it too much, it can feel like the game is rigged against solopreneurs and small businesses. But look at it this way…
You are in the best scenario to make this work to your advantage. Why?
For one… you’ve scrolled this far down the page (hi! 👋). You understand this is a big deal, and you’ve already decided to learn more about it…
(that's a bigger deal than you think it is)
And two… inboxes are going to be a cleaner, calmer place due to these changes. And you have a clear chance to stand out.
→ Connecting and building relationships is what we do best, and your people need you to show up for them.
Last year caught a lot of people off guard.
This year? It’s more of the same... just sneakier 👀
But you? Nah, you’re all good.
Your emails are landing, your subscribers are engaging, and you're making sales...
because you got your setup sorted the smart way—before things got messy.
BOOM. DONE. Bring it, 2025.
(Actually… 2025, please be chill. We’re all tired. 'k thanks.)
Have we met? I'm Cheryl Rerick
I’m an email marketing strategist, automation engineer (aka super tech-nerd), and creator of the Automate and Chill® method. I'm high-key obsessed with helping you make more passive sales, free up hours each week, and create a life-proof business… all with your emails.
If you’ve ever met me, you know that I really truly care about the real-life humans on my email list – and I also love our bubble of an online community of course creators, coaches, and creative entrepreneurs ( ← y’all are my people).
As an EmailSmart Certified Deliverability Expert, when I heard about the changes to email deliverability and how they were going to affect… well, everyone... I knew I had to sound the alarm to my village of internet friends.
In November 2023, I started looking at the emails I get in my own inbox from lists I’m subscribed to, and I noticed OVER 80% were not in compliance with the new rules. Even from some of the biggest names in the email marketing space (ahh the stars… they’re just like you!)
That’s when I realized I needed to move quickly to prepare as many people as possible. Because I know, for most of us, email marketing quite literally puts food on the table.
I reached out to my good friends Adrian and Evan at EmailSmart— the real OG's of deliverability— and they were immediately onboard to help. Together, we mapped out a series of workshops to help you implement the most critical updates quickly and easily.
What started as a fast response to help people stay compliant has grown into one of my most-loved programs: a go-to reference for long-term deliverability that people keep coming back to (and recommending like crazy).
I was ~shooketh~ by how many platforms, experts, and marketers were skipping these foundations.
So I built the resource I knew the industry was missing...
WORKSHOP SERIES
Deliverability Unboxed
Your guide to getting emails seen in 2025’s new inbox era
What you need to know for deliverability across Google, Yahoo, and Microsoft
In this workshop series, we’ll unbox the most urgent, most important things to make sure you’re compliant with Google and Yahoo's updates → including the latest guidelines from Microsoft
I know this stuff might feel intimidating and overwhelming. And that’s the mind frame I had as I planned out this workshop series for you… it's designed to be easy to implement and fit into your already busy life.
THE FORMAT:
- Pre-recorded and available on demand
- Short, actionable sessions
- Speed and playback control and closed captioning
- Choose which workshops are relevant for you
- Tutorials for every major email platform
- Submit any questions you have, and scroll the Q&A bank of other people's questions
WORKSHOP 1
Google & Yahoo's New Era
What you need to know to navigate the new email changes with confidence
What are they doing, and why are they doing it? (spoiler: it’s not to make your life harder, even though it feels that way)
How email really works behind-the-scenes
Where your responsibility lies as an email marketer
WORKSHOP 2
Unboxing Your Email Street Cred
What's your score? How to check your domain reputation (and see if you have one yet), so you know where you're starting from
Not everyone is in the same boat, so in this session we’ll look at your situation and make a plan
Setting up Postmaster Tools
Getting a clear on this before authenticating will set you up for a smoother transition
WORKSHOP 3A
The Trustworthy Domain
Choose this workshop if you're starting from scratch with a new list or new domain, have a fairly small list, and want to establish a good reputation from the start...
Building a stellar email reputation on your own real estate (when it comes to your digital reputation, your domain is all you have)
Domain Warm-up: go from a "nobody" to a trusted sender in the eyes of Google
Optional: Setting up Google Workspace as your business inbox - with guest teacher Dara Sklar
WORKSHOP 3B
Domain Reputation Bootcamp
Choose this workshop if you have an established list, a larger list, or a list you rely on financially...
As a power user, making changes may feel higher risk and you want to handle it with great care (← I gotchu)
Switching from borrowing your ESP’s reputation (not having DKIM), to establishing your own domain as a trusted sender
How to plan a gradual, safer transition
Data tracker sheet, so you can keep eyes on your most important numbers
Show Google you're the BOSS, and open for business
WORKSHOP 4
Certified Senders Only
Your easy guide to email authentication the right way, to meet the new standards
Never done it? We'll set up your new records together (it's not hard when you have the formula)
Think you’re already authenticated? We’ll double-check (because trust, Google will be checking for you)
Finally, understand what the heck DNS is and how it works
SPF: publishing your "approved sender's list"
DKIM: creating your "wax seals" and secret keys
DMARC: setting your "contingency plan"
Tech tutorials for most major DNS hosts and Email Service Providers
WORKSHOP 5
Sender Success
What to watch to keep your reputation with Google in good standing
Set up reporting for unauthorized use of your domain
Understand how to read DMARC reports
Set notifications to watch blocklists
Feel in control of your own sender reputation and digital security
WORKSHOP 6
Keeping It Clean
Managing subscriber engagement for Google's new era
Re-engagement campaign planning
List scrubbing for a long-term healthy and active email list
Make a list hygiene policy and create your SOPs (so you always know what you need to do, when you need to do it)
*NEW WORKSHOP* effective May, 2025
Microsoft Enters the Chat
Microsoft released their own guidelines (effective May 5), and they did not come to play...
Why “reply-to” address mismatches are going to quietly send you to Outlook/Hotmail junk folders (esp. important for Go High Level users)
How Microsoft is factoring engagement into inbox placement—and what to do if your list is quiet
How to check if your domain is compliant (and what to fix if it’s not)
Simple adjustments you can make now to stay visible in Outlook and Hotmail inboxes
So you'll probably have questions...
Listen... pretty much *nobody* has extra time to be dealing with Google's sh... nanigans 👀 right now, least of all you.
→ I'm going to do us all a favor and answer your questions asynchronously. Which means no having to sit through hours and hours of Zoom calls. (*exhale* )
Each workshop will have a form to submit your questions, and then I'll add a Q&A Bank to each one. You'll get your own questions answered AND benefit from what others ask...
... all without having to comb your hair, scooch the pile of Amazon boxes out of your Zoom background, or show up on camera in an awkward time zone.
PROTECT YOUR EMAIL LIST with
Deliverability Unboxed™
$497
Only $197
Access to all 6 On-Demand Workshops
- Multiple short and actionable sessions in each workshop
- Checklists + worksheets
- Q&A Bank
- Submit your questions
BONUSES:
- Recorded Q&A Session with founders of EmailSmart
- Free Email Health Check with the EmailSmart Software (for compatible ESPs)
🎉 PLUS, ALL NEW BONUSES: 🎉
- Microsoft Rules Update for May 2025
- + Replay of Cheryl’s LIVE Mid-Year Deliverability Breakdown for 2025.
The Mix Tape Guarantee
When you enroll in the Deliverability Unboxed Workshop Series, you'll be learning essential foundations for email marketing that will benefit you for years to come.
Take 7 days and watch the first 2 workshops... and if you feel like you're not in the right place, then shoot an email over to [email protected] with the subject line “WTF Cheryl??” and we’ll hit the 'ol rewind button.
** If you're under the age of say... 35, the rewind button was when we'd put a cassette tape into a boombox to listen to music, and when you wanted to go back to the beginning, you'd push the rewind button and sit and wait... oh nevermind. What I mean is that I'll give you your money back if it's not for you.
It's a confusing mess out there, y'all...
- A lot of people have been talking about this, and I've seen super confusing and conflicting advice... especially from the ESPs
- People who are not experts are sharing about it all over the internet (and spreading misinformation)
- This is why I partnered with the BEST in the deliverability industry to bring you this workshop series at an accessible price so you can implement the very BEST practices (and not just skate by on the bare minimum)
- Because I know you need to get your emails through to make a living and put food on the table
And our online bubble of course creators, coaches, and digital service providers— as solopreneurs and small businesses— has the most to lose.
Ahh I see you have have some questions...
(it'd be weird if you didn't)
missed the free webinar about the 2024 changes?
you can still catch it on demand here:
You need this if...
Fast forward 3 months...
Your peers are either purposefully ignoring this, or they're still struggling to figure it out, trying to decipher random and confusing advice from a multitude of arguing online voices, spread across 37 Chrome tabs…
And you? You’re chillin’.
“Oh yeah… I did that already with Cheryl’s help. I’m sending emails like normal, launching and making offers”
→ Hmm… sounds to me like you should probably forward this page to your friend…
So instead you can high-five each other over the sales you’re making from your emails.
Let’s get this done and dusted so you'll still be getting Stripe notifications for the rest of 2025 and beyond…
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