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Compulsive curiosity, or, how I built an infinite idea machine Gift details on the subscriber portal Portal link in the archive nav The physicists who convinced Fermilab to send Brazil's emails First, add no friction: How micropayments lost and subscriptions won Filter subscribers and automations by source Automations, rebuilt What email will look like in the future Filter subscribers by bounce date and reason Email could have been X.400 times better Three features are moving behind the paywall Firewall changes and improvements Put your name and voice into your company newsletter Simplified email address settings Subscription wall Inboxes were overwhelming before we'd even named them The US government tried really hard to screw up email Public postmortem: database connection exhaustion Ask a nerd: what is the best way to unsubscribe from newsletters? Bookshop.org embeds Email was into agents before they were cool Passwordless login Rename metadata keys in bulk A spring cleaning for our legal docs Ask a nerd: what happens when you click the spam button? Passkey support for two-factor authentication How Buttondown's API versioning works Safer defaults for the email creation API How to send email to space How we enabled Content Security Policy for everyone Recovery codes for two-factor authentication Filter sent emails by engagement rate How we migrated to TypeIDs without breaking clients How we check every link in your email Use newsletter metadata in your emails Should we bring back email exploders? Sort and filter by open and click rates Custom click tracking domains More newsletter settings in the API Revamped replies Custom email templates for everyone Simplified cancellation Ask a Nerd: Does email length affect deliverability? The changelog, reborn Swedish localization Forwarding an email is not always straightforward Public descriptions for tags OpenAPI spec for archives How Rodrigo brings a humanistic view to consumer technology Survey responses on the web How Brandon Lucas Green shares his music and supports artists Subscribers can come from anywhere. Even another newsletter platform's form. Your newsletter's archives are more valuable than your list Better tag self-management Smarter automation filters Granular API keys New design settings pages Snippets Ask A Nerd: How does newsletter cadence affect deliverability? Starred views More ways to customize your archives Inbox filtering Mastodon follower analytics Ask a Nerd: What are good open, click, and response rates for an email newsletter? How we migrated our database to PlanetScale Two new archive themes Custom buttons now work in Markdown mode Ask a Nerd: Does attaching files to your newsletter hurt deliverability? Seline and Tinylytics support Unban subscribers Announcement bars for your archives Bang paths, source routing, and how email trips were planned Public postmortem: archive downtime 2025 disposables.app Russian localization Ask a Nerd: Can you improve email deliverability with a personal domain? More locale options How we interview customers at Buttondown Bluesky analytics Reply to conversations Minimum viable complexity How Jeffery Hicks goes behind-the-scenes in his newsletter Changes to our stack in 2025 2026: Emails What the hell is a UTM? TK reminders in the editor Randomize survey answer order Why we insourced analytics Scroll sync in the editor How Kelly Jensen uses Buttondown to discuss key library issues 2026: Archives How Jamie Thingelstad uses Buttondown to explore tech topics Improved filters Keeping feature creep at bay Content Security Policy in archives Open source Sniperl.ink Auto-activating RSS reader subscriptions What the hell is ActivityPub? Gift subscriptions
Your first fifty subscribers
Justin Duke · 2024-08-30 · via

A newsletter subscriber is worth 10x more than a website visitor. You have no way to tell a website visitor anything after they've left your site. No way to show them your newest project or announce a special discount. Unless you use (shudder) retargeting ads. When someone gives you their email address, though, that’s a commitment to listen.

Years before Ryan Holiday published his first bestseller, he had a newsletter. It started with 50 friends before exploding to 250,000 subscribers a few years later. Writing about that journey, he argued “Building an email list is the single best way to communicate with your audience, period. Better than Facebook, better than Twitter, better than ads. Because you own it. …no one can get in the way.”

Some of the list’s growth was thanks to a single line at the bottom of emails encouraging people to forward to them their friends. But signups through Holiday’s website were always the best way to establish “a relationship of mutual trust and opt-ins.” And as long as you have something worth saying or selling, the same goes for your site.

Ask early, ask often

Everyone with a website and an email newsletter needs a signup form for the latter on every page of the former. Full stop. On the homepage, the form should be above the fold, visible before visitors begin scrolling. This is true for anyone with a personal website, from software developers to self-published authors to corgi photographers.

Go to Cassidy Williams’s website and the first thing you’ll see is:

“Hi! I’m Cassidy, and I like to make memes and dreams and software! I’m a startup advisor and investor, developer experience expert, open source-er, and meme-maker on the internet. I enjoy building mechanical keyboards, playing music, hanging out with my family and friends, and teaching in my free time. You should subscribe to my newsletter.”

The signup invitation is high on the page but, crucially, after she introduces herself.

Elliot Jay Stocks does something similar on his website, describing his expertise before asking for the signup:

*“Hello, I’m Elliot—a designer, author, and typography enthusiast. You might know my work with Google Fonts & Adobe Fonts, or the magazines 8 Faces & Lagom. Sign up to my newsletter.”

He doesn’t stop there. Elliot also has a newsletter signup form above the fold on every page of his website. His portfolio page. Blog. Contact and About me pages. The page dedicated to his podcast and his masterclass. Every one of them.

The goal isn’t so much to get people to sign up as soon as possible. Not many folks would sign up for Love is Blind: Email Newsletters (I’m down if you are, Netflix). They first want to vet creators before giving them a coveted spot in their inbox. Instead, the idea of Ask Early, Ask Often is making sure that there’s always a signup form in sight, no matter what page they’re on, the moment they’re ready.

Make the forms on your homepage and elsewhere small and unobtrusive. A single email field if you can manage it, maybe including spots for first and last names. That should be low-profile enough to avoid annoying site visitors jumping around from page to page.

Ideally, each form would also have its own ID, allowing you to track where each signup came from. You might find that one page is responsible for the lion’s share of submissions and replicate whatever makes it better than the rest.

Hype the particulars

If website visitors are worried that your emails are all desperate pleas to buybuybuy or navel-gazing introspections, they’re not going to sign up via the minimalist forms on your homepage et al. They need assurances (and corgi photos).

Ryan Holiday always had a page on his site outlining the newsletter. But it wasn’t doing much heavy lifting until he gave it a facelift, adding “a clear explanation of what the list was, why people should sign up and what they’d get out of it. It [did] wonders for the number of new subscribers.” All it took was a few lines about the newsletter cadence, contents, and commitments to readers.

For instance, every email from Cassidy Williams includes an Interview Question of the Week, which she explains on her newsletter details page. Below that she promises not to spam subscribers’ inboxes and links to an archive of previous newsletters. In less than 100 words, she gives website visitors everything they need to decide whether or not to join the list.

Below the context and details of what to expect, you might include a nod to the people who love your emails. On author and photographer Craig Mod’s signup page, the What Members Have to Say section does double duty as evidence of the newsletter’s popularity and descriptions of Mod’s style and tone. It’s often called “social proof” and can also come in the form of subscriber totals or average subscription length. Anything that establishes credibility and makes a signup feel less risky.

Then, a newsletter details page needs a signup form. Although not necessarily the same one you use elsewhere. Visitors who made it to this page are less likely to be put off by a form (what else did they think they’d find?). So you might add fields that ask subscribers to indicate their preferences and automatically add tags based on their answers. That would help you segment your list, sure, but also reinforce the personalization and specificity of what’s on offer.

An author, for example, might ask subscribers if they want bi-weekly book updates or less frequent book launch emails. Or if they only want emails about a specific series, genre, or character. Seeing the thing they want listed as an option makes the form that much easier to fill out.

At the end of the day, every page of your website should carefully encourage visitors to sign up for your newsletter. For the people who are interested but unconvinced, you have a newsletter landing page with all of the details they might want.

Meet them halfway

Now matter how much urgency you inject into your website’s language, some people just aren’t ready to “Sign up now” or “Join today”. So give them an option with less commitment. Link to a video or PDF excerpt from a course or a book you’re selling, no email signup required, with a reminder about the newsletter tagged onto the end. Or invite visitors to sign up for a series of five automated weekly emails with a promise to stop there unless they opt for more. They aren’t committing to anything long term, and yet they haven’t walked away entirely. Something for everyone!

Like most self-promotion projects, “get more newsletter signups from website,” can seem pretty straightforward before unraveling into an open-ended, neverending mess. There are countless ways you could go about it. First, focus solely on making sure every page of your site has a signup form. Nothing fancy, just Name, Email, and a Subscribe button.

On the homepage and anywhere else that makes sense, toss in a 1-2 sentence pitch just above the form.

Next, create a dedicated newsletter page with 100-200 words worth of details about the newsletter, and a form that has a few get-to-know-you questions.

Finally, add some free ungated (i.e., not behind a form) resources (book excerpts, video explainers, infographic cheatsheets, etc.) and slap a link to your newsletter on the final pages.

All that, plus a few pictures of your dog, will almost certainly move the needle.