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17 contributions to Anthill Club
How would you make $100 from your newsletter
I had the Monetization Q&A this morning. It was a small group (3 people aside from me) so we had fun just casually chatting, bouncing off ideas, and then sharing our mutual dislike of Substack (or rather the people who run it). In any case, @Megan Justice, who is happy with her tax filing business, but also has a newsletter on the side for people who are interested in learning about Megan's work, mentioned she'd like to make at least $100 consistently from her newsletter. This was humbling and reminded me of a book I read recently by Travis Sago, Fans & Fortunes Formula. In it, Travis reminds us that while we, the expert business owners, often look at the bigger picture (how to make six figures), our audience isn't necessarily there. Like Megan... she's not trying to make a six-figure blogging business. She already has a successful business that keeps her busy... but she also enjoys having her newsletter on the side, and thinks it would be nice to make some money off it. So... my question to all of you: How would you make $100 consistently (say every week) from a small newsletter? I have my ideas that I shared with Megan, but I'd love to crowdsource a few if you have thoughts?
2 likes • 14d
Just ask the audience. Send a single email that says "I'm thinking of offering something small and useful to readers, here are 3 options I'm considering, which one would you buy yesterday." A few angles I've seen work for someone in Megan's spot: A short paid newsletter inside the free one. Free version stays casual, paid version goes deeper on the tax filing side with actual tactics or templates. $5 to $10 a month from even 20 readers covers the goal. A single evergreen product that solves one specific problem her readers have. Like a template pack or a checklist or a swipe file. Sell it once, link it in every newsletter footer, let it earn quietly in the background. Sponsored mentions or recommendations. Even small newsletters can charge $50 to $100 a mention for tools or services genuinely relevant to readers. Two a month gets you there with no product creation.
Multiple subscriptions...?
I have a lot of respect for folks who run multiple subscriptions. One is hard enough.... But some people do it pretty well. Like... look at Travis Sago. I talked about him a few times recently, and even mentioned one of his books in my emails... Fans and Fortunes Formula... which inspired me to create some of my own recent low-risk, low-effort, quick win offers, which I'll be workshopping with you guys on the 21st (sign up here if you haven't yet, btw.) Now, Travis runs multiple subscriptions simultaneously, and somehow that works. In fact, I think he has offer overlaps, AND some people may even subscribe to at least two Skool groups.... Anyway, the idea of multiple subscriptions has been bouncing around in my head, and I needed an outlet, so here you go. I personally do not have the bandwidth to create a second subscription under the same business, not yet, anyway. But I was thinking if it would be worthwhile to maybe consider a separate subscription, outside of The Side Blogger. Speaking of subscriptions... I've also been reading a book called Retention Economics by a guy named Thomas Lalas (who is, for some reason, a member of the Vault... probably because he wanted to support my business... oh well...🙃)... and it has me daydreaming about multiple subscriptions.... I'm also wondering if I should ask him to come have a chat with my members about subscriptions and retentions... no promises tho... considering I haven't even talked to him, and he may very well not want to... but yeah, anyway... just thinking out loud. All that said... are there any of you who already have a membership or subscription business? If not, are you planning to start one? And if you already do, thoughts on multiple subscriptions???
Multiple subscriptions...?
5 likes • 19d
The multiple subscription thing works when each one serves a distinctly different buyer or a different stage of the same buyer's journey. Travis pulls it off because Royalty Ronin and his mojo mastermind aren't competing with each other. They're serving people at different levels of awareness or different goals entirely. The question worth asking before adding anything isn't "could I build this" it's "am I leaving people behind who want to go further with me and have nowhere to go." If the answer is yes then a second tier makes sense. If people are churning from your current subscription for reasons you haven't solved yet, adding another one won't fix that.
What do you look for in potential partners?
I've had a difficult time selling the Most Profitable Funnel live training happening on Wednesday. But I'm still preparing for it because, historically speaking, I sometimes get a bunch of sales on the very last day. So, with that in mind, a question for you: What do you look for in potential JV partners and their lists? I used to think I could just pick any list, and as long as I get new subscribers, I'd be fine. I can sell to them down the road. But I'm starting to reconsider this method. Now I look for lists with these qualities: - List owners who sell offers priced around the same as my own offers - List owners who send at least one email per week or more - List owners who write similar emails to my own (story-based, infotainment, etc.) - List owners who regularly sell to their lists If you run JV partnerships, do you have your own rules for who you partner with? I'd love to know!
5 likes • Apr 27
Your four criteria are solid. The one I'd add that most people miss is buyer recency. A list of 50,000 people where the last promotion was eight months ago is a completely different asset than a list of 8,000 where someone bought something last Tuesday. The second thing I look for is whether the list owner actually believes in what they're promoting or is just mailing for commission. You can usually tell from their email style. Their subscribers can tell too and it affects conversion. One more worth adding is the relationship between the list owner and their audience. Some people have built genuine trust and their recommendation carries real weight. Others have burned their list with too many promotions and their endorsement is basically noise. You can often sense this by joining their list for a few weeks before you approach them.
Share your stuff!
I don't want people link-spammin' this group, but every now and then, I want you to share what you're working on. A new offer? An old offer you want some eyeballs on? Your newsletter? Something else? Today's your day to share :)
Share your stuff!
4 likes • Apr 24
How to acquire niche subreddits for $0 https://docs.google.com/document/d/e/2PACX-1vTFI59sOGpvNji8AoHaHafz2ELnkr_ffrIQp8uF769m0JFxt0vVngdrRPjqCA2uqMnSJnl3ryni3gc4/pub
Weekly Content Pledge (April 19 - 25)
Rules: → Sunday: I make a new post for the week → Participants: Share your content goals (blog posts, emails, social posts, essays... whatever writing-adjacent goals you plan to accomplish during the week, and need accountability for) → During the week: Share progress or lack thereof throughout the week so the rest of us can either congratulate you, motivate you, or (only if specifically asked for) crack a whip or whatever you need to get you back on track → Saturday: Report results. We will continue this for as long as there's sufficient interest. Now, let's begin!
Weekly Content Pledge (April 19 - 25)
3 likes • Apr 19
I will make one post a day on my socials.
2 likes • Apr 23
@Maliha M Made 3 posts in last 3 days.
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Honey Syed
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Joined Feb 2, 2026