- Grow π§ Monetize
- Posts
- π© Check Gmail separately, every single day
π© Check Gmail separately, every single day
The November mistake I see every year

Every November, I watch the same thing happen.
A publisher sends three times a week all year.
Then Black Friday arrives.
Twice a day. The whole list. Including people who have not clicked anything since spring.
The revenue forecast looks great.
The inbox has other plans.
Putting "Black Friday" in the subject line does not give you permission to suddenly change everything about how you send.
More emails. Less engaged subscribers. All at once.
And now you are troubleshooting deliverability during the one week you were counting on most.
Finally, a Monday that doesnβt feel like one.
Imagine a Saturday where you're not catching up on the CRM you didn't touch all week.
HubSpot's new self-updating CRM doesn't wait for you to log back in. Friday's calls are already logged. The deal that needs a nudge Monday morning is already flagged. The automation you set up once keeps running without you thinking about it. None of it needed you over the weekend.
Customers are already seeing it pay off: 45% more deals closed. Finally, you start Monday caught up, not behind.
*Ad
The volume you want in November has to be earned in October.
If you are planning to send more during Black Friday and Cyber Monday, there are three things to get right:
Raise frequency with recent clickers first. They are the people already giving you a reason to send again.
Watch each inbox provider on its own, especially Gmail. Averages hide the provider that is quietly falling apart.
Widen the audience only after the extra sends are working. Expansion comes after proof, not before.
Here is the ramp, step by step.
Step 1: Give your clickers the extra sends
Your Base Sending Segment covers recent clickers, recent openers, and new subscribers.
For the extra sends, build a separate segment using only the click criteria from your BSS.
Your regular sends keep going to the full BSS. The additional sends go to this new clicker segment.
Start with one extra send this week.
Then look at what happened.
Did they keep clicking? Did complaints stay in check? Did delivery hold?
If those signals stay healthy across several sends, add another.
If engagement starts to slide, hold where you are.
A decent open rate does not answer the question you are actually asking. You want to know whether people still respond when you show up more often.
Every extra send has to earn its place.
Step 2: Give Gmail its own daily check
While you ramp, check Gmail, Yahoo, and Outlook every day.
Separately.
Your overall numbers can look healthy while one provider is quietly collapsing. If Gmail is a big slice of your list, that blended average can hide a very expensive problem.
Track clicks, complaints, and delivery errors by provider, and keep Google Postmaster Tools in the daily routine for Gmail.
If complaints climb or delivery slips, pause the added volume. Pull it back if you need to.
Let the signals settle before you push again.
Your promo calendar does not get to overrule what the inbox is telling you.
The goat-herding company that hedged a wage law
For US businesses with big payrolls. Western Grazers in California hedged a state wage-law change on Kalshi. If a new rule would raise your costs, you can hold a position that it passes, so the payout offsets the hit. Federally regulated, from a few dollars.
*Ad
Step 3: Widen the click window, a little
Once your clicker segment is handling the higher frequency, bring in people who clicked a bit less recently.
A bit.
Widen the click window in both your BSS and the separate clicker segment, and use the same window in both. That keeps your click criteria consistent across regular sends and extra sends.
Leave the opener and new-subscriber filters alone for now.
Hold frequency steady while you test the expansion.
Watch clicks per send, and watch click rate too as the audience grows. More total clicks can hide weaker engagement when you are mailing more people.
Run a few sends. Review. Adjust.
If performance holds, widen a little further.
If it slips, tighten the click window back up in both segments.
You turn the dial based on what happens after you send. You do not crank it to max because November is getting closer.
Step 4: Bring openers in last
This is where people get impatient.
They see a big pool of recent openers sitting outside the segment and start counting how much more they could send.
But an open still does not prove anyone read your email.
Apple's privacy features and automatic image loading can make a subscriber look active without a human doing anything.
Those ghosts do not become more valuable because it is Black Friday.
In my BSS setup, there are two opener filters. Leave both alone until your clickers are stable at the higher frequency.
Then loosen one.
Run a few sends. Check clicks per send, click rate, and Gmail performance.
If everything holds, test loosening the second.
If performance slips, tighten back up.
Change one thing at a time.
If you add sends and loosen both opener filters at once, you have built a problem you cannot cleanly diagnose.
Was it the frequency?
The extra subscribers?
Both?
You want that answer before your biggest revenue week, not during it.
When your support agent gets it wrong, who's accountable?
Every agent handling refunds, account changes, or tickets needs three answers: what it can pick up, what it's allowed to do, and when it hands back. Running Agents in Customer Work is four conversations on agentic AI in customer ops. Register now, four Tuesdays, 10 a.m. PT.
*Ad
Build for attention, not exposure
Imagine every publisher stopped asking how many people opened, and started asking how many people meaningfully engaged.
That one shift changes everything you evaluate. Which acquisition sources create actual readers. Which welcome funnels activate subscribers. Which content drives repeat engagement. Which subscribers are helping or hurting your deliverability.
You stop chasing vanity metrics and start chasing attention. And attention is what advertisers, sponsors, and customers ultimately pay for.
The publishers winning over the next five years will not have the biggest lists. They will have the highest engaged audience density. It is already true in podcasting, where the creators wiWhat to do before Friday
Build a separate clicker segment using the same click window as your BSS.
Send one additional email to that segment this week, while your regular sends keep going to the full BSS.
Record clicks per send, click rate, complaints, and delivery, broken out by inbox provider.
That first send is your benchmark. Compare the next few extra sends against it, and give yourself more than one campaign's worth of results before raising frequency again.
Keep an eye on your regular BSS sends too, so you can see how the added volume affects the whole program.
Once performance is consistently healthy, test a wider click window in both the BSS and the clicker segment, holding frequency steady.
By mid-November, you want to be sending at a pace your readers respond to and the inbox providers have had time to get used to.
Then Black Friday is not a shock to the system. It is just the next step in a pattern that already works.
Ramp in October so November looks normal.
Hit reply after your first extra send and tell me how your clickers responded. I want to see who is starting the ramp this week.
GM.



