
Your weekly dose of retention strategy, actionable insights & exclusive industry news. From the minds of email experts @ecomchasedimond & @yojimmykim
Joined October 2024
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$220,000 is given away at every Commerce Roundtable.
@iamshackelford and I started this idea just 2 years ago..
One of the ways we keep the energy high and break up the talks is by doing high value giveaways.
Now someone has to pay for the giveaways, so we allow sponsors to share a short ads (instead of tech led panels)
After the short "youtube pre-roll" style ad, all brands and agencies are qualified to participate in the prize afterwards (only if you are in the content room, 30 second count down starts)
Not only is it effective, it keeps the audience locked in.
Over the years, we've given out a bunch of the typical Macbooks, ipads, meta glasses and such .. but also spice it up with 9AM giveaways of big value trips: Mexico, Hawaii, World Cup, etc..
And of course some great DTC brand products as well: Ridge, Hexclad, Lomi, Yeti, Away, Battlbox, Meatery, and much more
Plus our famous $100,000 Shared Sweeps giveaways we do on BOTH days to supercharge your business into Q4.
On Sept 21-22, we're back for our 2nd event of the year, our main event: San Diego with 750+ expected of the best DTC and eCommerce Founders, Operators, Executives, Marketers, and agencies!
- You get 2 content packed days
- Enjoy the most unique location... Literally ON the water
- The best networking experiences
- Focused on educational keynote presentations and not a bunch of tech talks and panels
- The BEST conference food you'll experience GUARANTEED
- $220k worth of actual giveaways (F1 Trip, Hawaii vacations, Apple products, Pizza Ovens, Cookware, Meta Glasses and much more)
- A constant stream of snacks combined with good vibes
- Sunset Happy hour with multiple "alternative" drinks
- Great partner hosted events all night!
Learn more: commerceroundtable.com
And if your wondering what kind of tactical, practical keynotes to expect, here's our speaker lineup:
Led by the best MC in the space: @iamshackelford
@ezrafirestone, oVertone
Christian Toetzke, HYROX
@TaylorHoliday , Common Thread Collective
@EricRausch, New Standard
@ecomchasedimond, eCom Email Marketer
@KalebMattice, Gains in Bulk
@jacob_posel, Indigo AI
Devyn Pukteris, Sweat Pants Agency
@bryandstarck, Customer Conversations
@spencepawliw, Evolve Meta
Evin Catlett, Skull Candy
@RytisLauris, Omnisend
@jordantwestecom, Social Commerce Club
Kyle Yeoman, Groove Life
@voids_jannik, Voids AI
@itslukeaustin, Common Thread Collective
@ChereneAubert, Growth Capital
Eric Venn-Watson, MD, Seraphina Therapeutics
@BrettCurry, OMG Commerce
Abdurahim Shodmonov, Primal Queen
@alexrudolphh & @TylerBrechbiel, TBAR
Umar Shaikh, Nest Marketing
With special live streaming happening all day via @ecommcowboy (@chrislukehall & @colindougherty)
And special on site pod recordings by @CommnThreadCo
This is our 4th year and we've got some major changes and surprises for the event and it's going to be the best one yet!
@CommerceRound San Diego is on Sept 21-22 and tickets move quick!
With ~60% of tickets sold, we're expecting to sell out for our 4th year in a row.
Don't miss out on the community event of the year, beautiful sun, great people, great content, and great food.. it's gonna be a great time.
Go learn more at commerceroundtable.com
We'll see you in San Diego!
eCom Email Marketer retweeted
Most AI subject-line lists are fake variety.
You ask for 20 options. The wording changes. The reason to open stays the same.
I get better variation by splitting the work into two passes.
First, ask for five distinct angles:
• direct value
• the problem or trigger
• an objection the email resolves
• proof that earns belief
• a curiosity gap the email actually closes
Then ask for four subject lines inside each angle.
For every option, make the model show:
• why the reader should care now
• which source detail supports it
• any credibility or claim risk
That gives you 20 options built from five genuinely different ideas.
The full brief is in the image.
Shortlist the two or three that best fit the email, then test them when you can.
AI can find email angles fast.
It can also invent the evidence behind them.
That’s why I make it show its work.
A useful customer review might contain the trigger, failed alternatives, objection, desired outcome, and the exact words the customer uses.
I ask the model to turn those signals into five distinct angles. For each one, it has to show:
• the relevant source phrase
• what the customer explicitly stated
• what the model inferred
• what proof is still needed
• a subject line, opening, and CTA direction
If the review does not support an angle, it has to return:
NOT ENOUGH EVIDENCE.
The brief is in the image.
Add one review, your campaign goal, and your approved claims.
Then use the output as raw material for the email. Shape it to fit your brand, keep the customer’s meaning intact, and verify every claim before sending.
eCom Email Marketer retweeted
AI can find email angles fast.
It can also invent the evidence behind them.
That’s why I make it show its work.
A useful customer review might contain the trigger, failed alternatives, objection, desired outcome, and the exact words the customer uses.
I ask the model to turn those signals into five distinct angles. For each one, it has to show:
• the relevant source phrase
• what the customer explicitly stated
• what the model inferred
• what proof is still needed
• a subject line, opening, and CTA direction
If the review does not support an angle, it has to return:
NOT ENOUGH EVIDENCE.
The brief is in the image.
Add one review, your campaign goal, and your approved claims.
Then use the output as raw material for the email. Shape it to fit your brand, keep the customer’s meaning intact, and verify every claim before sending.
Back in my car sales days the phone was the whole job.
New calls, check-ins, and the follow up "Hey Marcus, still thinking about that Tahoe?"
Whiteboards tracking dials, managers asking why your headset wasn't on.
That stack is dead now.
The script is a prompt, dialer is a workflow, CRM logs everything.
Ecom evolved the same way… except for the phone.
The conversation at the moment someone almost bought has been frozen since I was on a dealership floor.
Hire a call center or skip it.
DTC skipped it.
Then I saw @OutcraftAI.
It calls abandoned checkouts within minutes, handles the hesitation, then decides on its own whether the next touch is a text, an email, or a callback tomorrow.
I went in skeptical.
I've heard enough bad AI calls to know what bad sounds like.
This wasn't that.
Hear one yourself >> go.outcraft.ai/checkout-reco…
🤝 Paid partnership
eCom Email Marketer retweeted
The most useful prompt I use for AI email copy tells it not to write the email yet.
If I give AI a product page and ask for a draft, it has to fill in too many gaps at once: the audience, offer, objections, proof, voice, angle, and structure.
That is usually where the generic copy starts.
I make it build the brief first.
I give each source one job:
• Past brand emails: voice and phrasing
• Reviews, support tickets, and surveys: customer language and objections
• Product pages and approved claims: facts and proof
• Emails from other brands: structure and inspiration only
• Campaign context: segment, lifecycle stage, offer, and one clear job for the send
You do not need a giant dataset. Start with the strongest material you have. A handful of specific reviews is more useful than a giant dump of vague ones.
For outside examples, I usually search:
• inboox.ai (I co-founded it)
• milled.com
• reallygoodemails.com
• emaillove.com
Then I ask AI to return:
• The audience, lifecycle stage, offer, and job of the send
• The customer promise
• The problem or desire behind the send
• The main objection
• The proof it can support, with a source for every claim
• The voice and phrases to preserve
• Three possible angles
• Anything important that is missing or uncertain
My first instruction is simple:
“Build the brief. Cite the sources. Flag what’s missing. Do not write the email yet.”
I review the brief, correct the assumptions, and choose the angle. Then I ask for the draft.
I would rather catch a bad assumption in the brief than after the whole email has been written.
The worst part of marketing is writing creative briefs.
No one reads them.
But everyone pretends they did.
AI can write a brief that actually gets used.
Here's the prompt:
"You are a designer who hates reading long briefs. Write a creative brief for [project] in 100 words or less. Use bullet points. Start with the one thing that must be true for this to work. End with what happens if we get this wrong."
An example with a brand supplement:
Must be true: Customer can read this on a phone while walking
The vibe: Doctor's office but make it friendly
The risk: If this looks too salesy, they'll delete and unsubscribe
One sentence to steal: "Your joints shouldn't sound like rice krispies"
Long briefs are security blankets.
Short briefs get work done.
AI is good at being short because it has no ego to protect.
eCom Email Marketer retweeted
Klaviyo raised its SMS pricing yet again, and Omnisend just cut theirs.
There's not necessarily a villain in that. They're catering to different brands now, and it's worth knowing which one you are.
Klaviyo's gone full enterprise. While @omnisend has gone the other way, into email and SMS for both small and mid-size brands.
Here's the part I feel for people on, though.
Almost nobody picked wrong. You chose the right platform three years ago, but the platforms themselves have changed since.
And now migrating sounds worse than the invoice. I get it. I put off the same decision for far too long.
But if every text has turned into a debate about whether it's worth the money, the bill is setting your strategy. I've watched good programs get complacent that way.
You don't have to switch today. But I highly recommend pulling quotes for your list size on both platforms, so you know where you stand. It will only take you a few minutes to do this.
→ omnisend.com/?utm_source=cha…
🤝 Paid partnership
eCom Email Marketer retweeted
The most dangerous sentence in marketing is four words long:
“Make it go viral.”
So I turned it into a game.
You get one clean post, six stakeholders, and 60 seconds to chase virality without destroying the brand.
Can you reach 70 virality and keep 70% trust?
Play for free:
thebiggestad.com/play/make-i…
Drop your score below.
Why do events always offer the worst food?
Boxed lunches, pre-packaged salads, wraps.. it's not what you want in a long day of learning and networking.
At Commerce Roundtable, we take incredible pride in delivering food that is delicious.
On Sept 21-22, we'll continue to deliver on that promise by hosting 750+ expected of the best DTC and eCommerce Founders, Operators, Executives, Marketers, and agencies
- You get 2 content packed days
- Enjoy the most unique location... Literally ON the water
- The best networking experiences
- Focused on educational keynote presentations and not a bunch of tech talks and panels
- The BEST conference food you'll experience GUARANTEED
- $220k worth of actual giveaways (F1 Trip, Hawaii vacations, Apple products, Pizza Ovens, Cookware, Meta Glasses and much more)
- A constant stream of snacks combined with good vibes
- Sunset Happy hour with multiple "alternative" drinks - Great partner hosted events all night!
With ~60% of tickets sold, we're expecting to sell out for our 4th year in a row.
Don't miss out on the community event of the year, beautiful sun, great people, great content, and great food.. it's gonna be a great time.
Get the deets: commerceroundtable.com
eCom Email Marketer retweeted
Every brand I audit now has the same AI video tools sitting in the stack.
Same avatars, same rooms. The feed learns to skip that pattern faster than anyone can refresh the creative.
The one input a competitor cannot copy is a real person who actually used the product.
🤝 Paid partnership
3 months ago, I sold my 1st company, Skio, for $105M cash.
Now my 2nd company, Icon, just raised $30M to launch something the world has never seen.
For $1000, we make 6 human creator ads (no AI, 100% real).
We find creators, ship products, write scripts, & edit videos.
It's risk-free:
- Full refund if you don't love your ads.
- You don't pay until you review 6 scripts.
- Unlimited human revisions.
Today, Icon introduces the world's first Agency.
We're not building a normal agency:
- We bought a $12M domain.
- We're backed by Founders Fund and OpenAI + Google DeepMind leaders.
It’s impossible to hire a creative team like ours for even $30K/mo:
- Creative Directors who've worked with $100M brands (IM8, Obvi, Ridge). They update our format library daily based on winning ads (street interviews, skits, & 20+ more).
- 12+ scriptwriters with $80M in Meta adspend.
- 200+ in-house editors who've edited 100K ads.
One more thing...
We're giving away our internal Google Drive with 1000 winning ads that have driven $100M+ in revenue.
You can make $100K copying these ads if you know what you're doing.
Want the Google Drive?
1. Retweet this post.
2. Comment "icon".
3. DM me this post’s link & I'll DM you back with the Google Drive.
[Bonus] Get 3 free human creator ads if you do the above and we end up working together.
eCom Email Marketer retweeted
10 years deep on email. Paid is the channel I hear is working from every client and the one I've under-invested in personally.
This weekend I put together a full Meta creative test package for a $3.2M apparel brand in about two hours using Perplexity Computer.
🤝 Paid partnership
Blenders found a simple way to make a plain-text SMS feel unmistakably theirs. 💬
Their signature "//" shows up send after send, giving even a plain-text SMS a recognizable piece of the brand. And we especially liked seeing it on one of the first drops with Jordan, their newly appointed "Chief Content Officer."
"Underpromise and overdeliver" is cowardly marketing.
It sounds humble.
But underpromising means you're aiming low.
And overdelivering means you're hoping the customer notices.
Here's what braver brands do, especially the ones with high status: They promise something specific and unusual.
Then deliver exactly that.
Because high status brands don't need to impress you with surprises.
They earn trust through precision.
When a luxury brand says "Your order will arrive tomorrow by 10am" and it arrives at 9:47am, you don't think "wow they overdelivered".
You think "of course they did. They're that brand"
Example:
A pasta brand could say "Delicious Italian pasta made with love".
Instead they said: "This pasta cooks in exactly 6 minutes. Set a timer for 360 seconds. When it beeps, it's done. Overcooking is impossible."
That's a specific claim.
It's testable.
And when it's true, the customer trusts everything else you say.
The exercise: Find one claim you're currently being vague about. Make it numeric and testable.
"High quality" becomes "lasts 400 washes"
"Fast shipping" becomes "arrives before Thursday if you order by 2pm"
Then deliver exactly that.
Eyeing your next move? These brands are hiring. 👀
Fresh email and CRM openings from brands hiring right now.
MANSCAPED: linkedin.com/jobs/view/44543…
Fleur du Mal: linkedin.com/jobs/view/44512…
Victoria's Secret & Co.: linkedin.com/jobs/view/44536…
Filson: linkedin.com/jobs/view/44402…
Oliveda International: linkedin.com/jobs/view/44514…
Maxima Apparel (Pro Standard): linkedin.com/jobs/view/44079…
Dr. Squatch: linkedin.com/jobs/view/44535…




















