32 Comments
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MagickMica's avatar

Timo.

I ended up reading this.. I started.. liked what I read.. and kept going.

I agree with a lot of what you said.

The DM thing. Hmm. Yes.. I could tell you stories. . . .. .

=) The subscriber chat is something I been wanting to do.. I think being on the love side of it vs being fearful is the way to go.

I want to activate my subscriber chat.. That to me would be a more public form of the DM system and less likely to require more heavy monitoring. And I wonder about the details.. I need to dive in.

āœØšŸ’«ā­ļø

Thanks!

MM

Timo Mason🤠's avatar

Sounds like you have a lot of good thoughts, now it is important to take action on them Mica! :D

Duncan The Sage's avatar

I enjoy listening to this article. Self-promoting can indeed kill your growth on this platform. Nowadays, I try to use notes and DM messages to engage with people.

Timo Mason🤠's avatar

That’s the way to go. :D

How is the strategy working for you so far? :)

Duncan The Sage's avatar

I been spending time dm people about their work. Replying to their comments as well

Timo Mason🤠's avatar

that’s the way to go. :D

Mark Kennedy's avatar

Sorry for all of the ?s, but I just noticed something when attempting to DM all of my newest subscribers. Some of them have accounts to which a message cannot be sent as a DM via the Substack app. While I could email such people, that might be a bit obtrusive. In any case, what's the deal with this?

Timo Mason🤠's avatar

The idea of the subscriber chat is to connect with the ones specifically that are active on Substack, and to use this feature ā€œlike a whatsapp group chatā€ which wouldn’t be really possible in any way over mail.

Mark Kennedy's avatar

Got it. That's what I thought, too. I wonder why that checkbox is there. In any case, I'll ignore it.

Timo Mason🤠's avatar

Sounds good, Mark, thank you a lot for these great questions. :D

Mark Kennedy's avatar

Likewise. Thanks for the great suggestions -- including tips on how to leverage ChatGPT to analyze KPIs and suggest tactics.

Timo Mason🤠's avatar

Sure, a lot more great suggestions to come in the future. :)

While im here, any wishes on what topic you want to hear my suggestions on for future articles. :)

Mark Kennedy's avatar

Per some of my correspondence from yesterday, perhaps a primer on picking keywords to optimize SEO, etc. For example, what's the difference between discovery keywords, distribution keywords, and topic consistency in terms of keywords. Also, how many keywords are enough for a particular article. Finally, how come keywords are not used for notes.

Mark Kennedy's avatar

Regarding Jenny Ouyang's approach to using the subscriber chat, which is something that I plan to emulate beginning now, I noticed that there is a little checkbox to "Send as email." If I include a short message in the subscriber chat to provide a "behind the scenes" take on why I wrote a particular article that I just posted yesterday, wouldn't checking this box and sending yet another email about the new post be overkill? For today's chat I am choosing not to check that box, but what is your recommendation?

Timo Mason🤠's avatar

Yes I agree that’s overkill, only for a big announcement it makes sense. :)

Mark Kennedy's avatar

Thanks for sharing these practical tips. While I'm already doing some of them, going to give the rest a try!

Timo Mason🤠's avatar

Nice. :D

Which ones are you planning to try out? :)

Mark Kennedy's avatar

DM new subscribers+ Utilize the community chat functionality to showcase a "behind the scenes" fact about a recent post. BTW, I have a question for you. I have been listing hashtags at the bottom of every Substack post for quite a while. I also upload a separate list of keywords and phrases before publishing each piece. Are the hashtags at the bottom of each post of any value within Substack? Of course, I also use them to introduce each new post on other social media platforms like LinkedIn, X, and FB. Also, for the longest time I did not understand how hashtags are different from keywords (e.g., #NaturalDisaster vs. "natural disaster" as a keyword).

Timo Mason🤠's avatar

Im 95% sure that hashtags on Substack don’t help with anything, because otherwise this wouldn’t be the first time im hearing about this Substack feature. :)

Jenny Ouyang's avatar

Thank you for this piece Timo!

I'm still in the phase feeling intimidated to dm every one subscribe to me.

And that list of don'ts are gold.

Timo Mason🤠's avatar

Thank you for reading! :D

What intimidates you about it, do you think you are annoying them?

Mark S. Carroll's avatar

Timo, I agree with your core warning: bot engagement becomes corrosive the moment it pretends to be a person. That’s not automation, that’s deception.

But I’m going to push back on the blanket ā€œnever.ā€ If a creator is upfront that a bot is handling first touch or triage, I think it can be fine, even helpful. A clearly labeled assistant that says ā€œI’m an AI helper, here’s what I do, and I’ll escalate to the humanā€ is a boundary, not a betrayal.

And honestly, it can even be fun if the bot has an intentional personality that matches the brand. Imagine a clearly labeled concierge bot that talks like Peter Lorre in Casablanca. If your newsletter vibe can carry it, that kind of playful transparency could make engagement faster and more memorable. The key is alignment plus disclosure. Never cosplay. Always receipts.

Timo Mason🤠's avatar

You know any examples?

Mark S. Carroll's avatar

Naw. Really thinking more hypothetically but you’d probably need two whole separate profiles to do it right

Timo Mason🤠's avatar

Yeah I thought so to, and I guess a full AI profile, would probably go against Substack's guidelines.

Mark S. Carroll's avatar

True. I’ve a single link in my menu bar that goes to an entirely different website (CollaborateBetter.us). There you can interact with an AI šŸ¤– agent but you are no longer on Substack

Jurgen Appelo's avatar

Good tips. I added a few to my To Do list.

Thanks!

Timo Mason🤠's avatar

Nice, which ones you added? :)

Jurgen Appelo's avatar

The chat-per-article idea and the DM new subscribers.

Katherine Ellis's avatar

Hey! šŸ‘‹ Just wanted to share my latest post with you, I think you’ll enjoy it:

Read my latest post šŸ‘‡

https://subshacks.substack.com/p/free-vs-paid-substack-subscribers?utm_source=share&utm_medium=android&r=3e3djw