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The Newsletter Checklist
Chapter 2 of 32 Preview

Why Start a Newsletter Now

9 min read

Every year since about 2018, someone has confidently told me the newsletter market is saturated and the good moment to start has passed. I heard it when I started AI For Developers. I still hear it now, in 2026, from people who watched someone else's newsletter cross 40,000 subscribers and assume the door closed behind them. It didn't. The reasons to start a newsletter in 2026 are different from the reasons in 2018, but they're arguably stronger, and most of the people telling you it's too late haven't actually looked at what changed.

You own the list, nobody else does

This is the argument you've heard, so I'll keep the setup short: a social platform can change its algorithm, get bought, get banned in a country your audience lives in, or just decide your content isn't what it wants to promote this quarter, and your reach evaporates without you doing anything wrong. An email list doesn't work that way. If you have someone's email address and they opted in, you can reach them tomorrow regardless of what any platform decides. I've watched creators with millions of followers on a social platform get less traffic from a single post than I get from a mid-sized newsletter issue, because reach on social is rented and reach in an inbox is closer to owned.

Picture the actual mechanics of what happens when a platform changes its algorithm. A creator who built an audience of 200,000 followers on a short-form video platform wakes up one morning to a feed redesign that deprioritizes accounts in their category. Their view counts drop by half within a week. Nothing about their content changed. Nothing about their audience's interest changed. The only thing that changed was a ranking decision made somewhere they have no visibility into and no vote on. That creator has no recourse, no appeal, and no way to reach the people who used to see their posts, because those people were never actually theirs to reach. They belonged to the platform's graph, on loan.

Now picture the same scenario for a newsletter. The platform hosting your newsletter could theoretically do something disruptive too, change its pricing, get acquired, shut down a feature you rely on, and I'll get into that real risk later in this chapter. But the actual list of subscriber email addresses is exportable. If you're on a platform that lets you leave with your list intact, and most of the serious ones do, the relationship survives even a platform-level disaster. That's the structural difference that doesn't exist on social. Reach on social can be revoked by someone else's decision. An email list can only really be lost by you, through bad deliverability practices or simple neglect.

What's changed since 2018 isn't this argument, it's how visible the consequences have become. Every major platform has had at least one moment in the last few years where creators watched their reach collapse overnight for reasons outside their control. That's not a hypothetical anymore. It's a pattern enough people have now lived through personally, or watched happen to someone they follow, that the argument for owning your distribution doesn't need to be made from theory. It can be made from recent memory.

The distribution math actually works in your favor now

Here's the part that surprises people who think the newsletter space peaked years ago. Substack's Notes feature and its Recommendations system have made it meaningfully easier to grow a newsletter from zero in 2026 than it was in 2020, when your only real growth levers were social media traffic and word of mouth. Recommendations, where other writers point their subscribers at your newsletter directly inside the platform, is now the primary growth engine for newsletters under 10,000 subscribers on Substack, more than paid acquisition or search. That's a structural advantage that simply didn't exist a few years ago, and it changes the early math for a new writer considerably. You're no longer entirely dependent on your own following to get your first few hundred subscribers. You're dependent on writing something good enough that other writers with adjacent audiences want to vouch for you, which is a lower bar to clear than building an audience from nothing on your own.

Beehiiv took a different approach and built an actual advertising marketplace directly into its platform, so a newsletter with a few thousand engaged subscribers in the right niche can start generating sponsorship revenue without ever cold-emailing a single potential sponsor. I'll go much deeper on what these two approaches mean for your choice of platform in chapter 5, but the point worth registering here is narrower: both of these are genuinely new pieces of infrastructure. Neither existed in this form when most of the "the newsletter boom already happened" advice was written, which is a big part of why that advice is stale.

None of this means growth is automatic, and I don't want to oversell it. It means the infrastructure for growth and monetization is more mature than it used to be, which lowers the floor for a new, unknown writer with something worth saying. A newsletter that would have taken two years of grinding through cold outreach and social posts to reach a few thousand subscribers in 2020 can realistically get there faster now, provided the writing and the positioning, which is the entire subject of the next chapter, actually hold up.

AI changed the economics, and not the way people assume

The common worry is that AI makes it trivially easy for anyone to spin up a newsletter, so the market floods with low-effort content and yours gets lost in it. Some of that is true. The volume of AI-assisted newsletters has gone up, and you will occasionally see one that's obviously generated, generically confident, oddly repetitive, saying nothing a person with real experience in the topic would say. But volume was never the scarce resource in this market, attention and trust were, and those got scarcer as AI content got cheaper to produce, not less scarce. A newsletter where a real person with real judgment tells you what to pay attention to is worth more now than it was when that same judgment was harder to fake at scale.

What "judgment" actually looks like in practice is worth being concrete about, because it's easy to nod along with the idea and not change anything about how you actually write. It means having read enough of the underlying material, tried enough of the actual tools, sat through enough of the actual meetings, that you can say something a generic summary can't: this particular tool is worse than its documentation claims for this particular use case, this trend everyone's excited about is going to matter less than people think, this older approach that fell out of fashion is still the right call in this specific situation. I built AI For Developers by reading constantly and writing my own notes on what actually mattered in a fast-moving space, and the value was never in covering more ground than anyone else. It was in being willing to say a specific, sometimes unpopular thing clearly. That's not something volume can replace, and it's not something a reader can get from a summary of five other newsletters stitched together, however competently the stitching is done. If anything, the flood of generic AI content makes a newsletter with an actual point of view stand out faster than it would have five years ago, because the contrast is more visible now than it used to be.

"Doesn't email have the same platform risk?"

This is the sharpest version of the pushback I get, and it deserves a real answer instead of a dismissal. Yes, your email service provider is still a platform. Substack, beehiiv, Ghost, and Kit are all companies that could change their terms, raise their prices, or in the worst case shut down. That risk is real and I'm not going to pretend an email newsletter is somehow immune to platform risk in general.

The difference is what happens after. If your newsletter platform disappears, you export your list, sign up somewhere else, and send your next issue to the same people within a day or two, assuming you kept your list exportable and your deliverability practices clean, both of which I'll cover in later chapters. If a social platform's algorithm deprioritizes you, there's no export button for the audience relationship. The follow graph doesn't travel with you. That's the actual asymmetry: not that email is risk-free, but that the failure mode is recoverable in a way the social media failure mode isn't.

The honest counterarguments

I'm not going to pretend there's no downside beyond platform risk. Inbox fatigue is real. The average person subscribes to more newsletters than they read, and unsubscribing costs one click, less friction than it takes to mute an account on most social platforms. Competition in popular categories like AI, marketing, and personal finance is genuinely fierce, and you will be one of many newsletters covering adjacent ground. If your only plan is "write about a popular topic," you will struggle, because popular topics are exactly where the noise is loudest, and I'll go deeper on how to avoid that trap through actual positioning, not just topic selection, in the next chapter.

There's also a time cost that gets understated in most "start a newsletter" pitches. This isn't a channel that rewards a burst of initial effort and then coasts. It rewards showing up on a schedule for longer than feels reasonable before the results are visible, and if you're not honest with yourself upfront about whether you can sustain that, you'll burn out around issue fifteen the way a lot of people do. I cover what that sustainability actually requires in chapter 14, but it's worth flagging here as a real cost, not a footnote.

The newsletters that still break through share a pattern: a specific angle a generalist can't easily copy, and consistency that outlasts everyone who quit after issue twelve. Most people who start a newsletter stop within a few months, not because the format failed them but because they expected fast results and got slow, compounding ones instead. AI For Developers didn't grow because any single issue went viral. It grew because I kept showing up with something useful, issue after issue, until the compounding caught up with the effort.

What "now" actually means

Starting now doesn't mean the market is empty. It means the tools for growth and monetization are better than they've ever been, the bar for standing out through genuine voice is lower than the doom-and-gloom take suggests, and the only real disadvantage is the one that's always existed: most people quit too early to find out if it would have worked. The decisions in the rest of Part One, your niche, your reader, your actual goal for this newsletter, are what determine whether you're one of the people who breaks through or one of the people who quits at issue twelve having never really tested whether the idea worked. If you're waiting for a moment when the market feels less crowded, that moment isn't coming. The moment that matters is whether you have something specific enough to say and the patience to say it consistently. That's the actual gate, not timing.

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Finding Your Niche and Positioning