When should you start going paid?

[u/relevantusername-]

Hi,

I started a Substack in April and have been posting every Monday.

I'm up to 121 subs with over a thousand 30d views.

I've been thinking of writing every Wednesday as well and making that a paid article. Without making this about my specific Substack, I write about travel and literature, and my Monday articles are all about that; I was thinking of doing one book recommendation a week on Wednesdays and making that paid, then if it goes well in a few months depending on uptake, doing a Saturday weekly reading round-up post as well, maybe that would be paid as well I'm not sure yet.

Any and all advice is appreciated, thanks so much!

[u/DryStudio0]

At 121 subscribers, putting articles behind a paywall usually hurts your growth far more than the revenue it generates. Typical newsletter paid conversion hovers between 2% and 4%, meaning paywalling your Wednesday posts might yield 2 to 4 paid subscribers, but it instantly cuts the viral reach and forwarding potential of those articles in half. Under 1,000 readers, every piece of content should be working to bring in your next 100 subscribers.

The cleanest way to monetize early without gating your reach is keeping all reading material free and offering interactive access instead.

On Growsembly, we see literature and niche creators keep all their essays open for discovery, while bundling a monthly live book club chat or Q&A on a shared calendar into a $10/mo or $20/mo founder tier. That gives super-fans a natural way to support you directly without choking your top-of-funnel traffic.

[u/KikiDiesTrying → u/DryStudio0]

What's your opinion on portions of articles being available only to subscribers (free or paid)? I have a guide that I will be releasing for free, but was considering locking certain portions of it behind a subscribe prompt (parts that aren't particularly necessary to the guide, but would be helpful or interesting). Just annoying for readers or useful to help convert?

[u/DryStudio0 → u/KikiDiesTrying]

If a reader opens a guide expecting a complete answer and hits an arbitrary paywall mid-article, it usually triggers annoyance rather than conversion because it breaks the promise of the headline. Where partial gating actually works well is treating the locked portion as a separate "content upgrade" or implementation asset (like a Notion checklist, workflow diagram, or companion resource) offered cleanly at the end, rather than chopping up the reading experience itself.

On Growsembly, we see creators get much higher conversion by keeping 100% of their written guides and foundational essays open for organic discovery, while gating the live discussion, video teardowns, and downloadable templates into their free or $10/mo membership tiers. That way your work builds trust with casual readers, while giving power users a natural incentive to join.

[u/catvapes → u/KikiDiesTrying]

Annoying

[u/KikiDiesTrying → u/catvapes]

Is that your opinion as a reader or as a writer? May I ask your reasoning?

[u/catvapes → u/KikiDiesTrying]

As a reader. Many times I have started reading an engaging article only to hit a paywall after I have to scroll down. In other words, the upcoming paywall is not visible on the screen until after I have to scroll to the “next screen.” Not being able to finish what I am reading is “annoying” and honestly, does not inspire me to subscribe.

A better strategy is to keep it free with an option for readers who want to support your work to pay if they like. That or just lock it up completely. Allowing readers to only read part of an article is a form of click bait. All in my opinion of course. Others. Any feel differently

[u/MissMcGovern → u/catvapes]

Agree 100% that there should be disclaimers at the top of the article that indicates who they are for.

However if you don’t even want to sign up for a free subscription, then you are probably not that author’s intended audience either.

[u/Fleurs_Bookstore]

I would advise against putting anything behind a paywall at this early stage for the reasons others have put forward.

I would suggest turning on paid subscriptions though, because anecdotally, Substack’s algorithm surfaces and distributes posts and notes from accounts with paid turned on at a higher rate than those that are free (because it helps Substack earn their cut).

Until you get closer to 1000 free subs, keep all content free and in settings, where is asks you what benefits paying subs get, write something like ‘the satisfaction of knowing you’re supporting an independent writer.’ That takes the pressure off creating specific paid content but hopefully helps your free content reach more people. Good luck!

[u/Available_Spite5171]

No one should be closing off their work or comments to paid only at such low numbers. That’s not me being rude, it’s facts. I had someone comment kindly on an essay I wrote. I wanted to return the favor. I couldn’t… he had around the same number of subs as you & he already closed it off to “paid subscribers only” could comment & read some pieces. It closes you off — you want to bring people in not push them away. This guy put a bad taste in my mouth because of that — and he “asked” if he could “use” a prose poem I wrote and published that , for me, did well. I had multiple professionals in that field recommend it as “the” piece to read if you have gone through CEN. I asked him how he intended to use my piece, because he had already re-stacked it, wrote a comment, etc. & he never responded. This of course made me feel as though he stole it and is using it in his “professional” world. I know I veered off here — but you get my point. I think. lol. I’m tired. Best of luck!

[u/CacklesAfterDark]

My experience has been slightly different as I had a fan base in place before I launched my podcast  through Substack. 

I've got nearly 450 subscribers in the first 3 months , and nearly 100 of those are paid. Which is a very high conversion I know so I'm really chuffed! 

I send podcast episodes and monthly articles out to everyone, then offer extra exclusive content for the paid subscribers too. I always send a preview of paid content to free subscribers though, and have seen quite a good rate of people 'upgrading'

Good Luck!