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How to write a great milestone post

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How to write a great milestone post

Tips from writers on how to celebrate an anniversary or milestone with your readers

Jun 30, 2023
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How to write a great milestone post

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A milestone post ideally serves as both a manifesto and marketing. It’s an opportunity to reflect on your journey on Substack and put forward your vision for the future. Plus, writing a milestone post can encourage sharing and generate new subscriptions and upgrades to paid. 

Whether you’re celebrating your first 100 signups or four years of writing your newsletter, in this post we’ll cover how to make your milestone moment have maximum impact by following six components:

  • Thank your readers

  • Share your lessons

  • Offer a peek at your dashboard

  • State your vision

  • Encourage new subscriptions and upgrades

  • Share everywhere

Thank your readers

Now is a chance to acknowledge those who have been on the ride with you and helped you get to where you are now. Some writers even thank subscribers by name, and any collaborators or staff who worked hard to make the newsletter happen. 

On the first anniversary of

Peak Notions with Laura Kennedy
,
Laura Kennedy
remembers the job loss that started it all and her gratitude for how far she’s come:

Today, I’m grateful. To you, if you’ve subscribed (or even read this far). To the friends and family in my life who facilitate my writing, despite it being a reprobate and preposterous way to make a living for someone born, as I was, into a single-parent family and all of the bleak statistical outcomes which are invariably the socioeconomic destiny of people who originate where I did. Anyone with a lick of sense would have become an accountant or studied the law or devoted their time to OnlyFans. I’m grateful also to everyone who has ever fired me (whether or not I made it impossible for them to do otherwise, as I sometimes did). I’d do it all again to get here.

Read more:

Peak Notions with Laura Kennedy
“We’re Going to Have to Let You Go”
In celebration of the fact that, as of today, Peak Notions is a year old and more than 2000 people have subscribed, I’m sharing a discount code on paid subscriptions. If you subscribe now, the discounted price is yours forever (even if I have to increase prices in future). Thank you for a year of supporting my work and ensuring that I can keep doing it…
Read more
6 months ago · 31 likes · 15 comments · Laura Kennedy

Share your lessons

Knowing about the work that goes into your publication can help subscribers better understand its value and feel invested with more than just their dollars.

In a candid look back on her four years of newsletter writing,

Anna Codrea-Rado
pens some deep insights into her personal creative process as the media landscape, and her own goals and demands, have shifted, along with the changing names of
A-Mail
:

I changed the newsletter’s name for a THIRD TIME. This time to A-Mail because I just wanted something vague enough to accommodate my ever-changing interests. I limped along, sending a handful more newsletters, but I was out of steam by then. And it showed in my emails.

Read more:

A-Mail
Reflecting on my four years on Substack
Welcome to A-Mail. I’m Anna Codrea-Rado, a business, tech and culture writer. My current reporting obsession is how work makes us feel. The vibe of this newsletter is somewhere between a reporter’s notebook and an email to a long-distance friend. 15,000+ readers love it. Maybe you will, too…
Read more
5 months ago · 58 likes · 15 comments · Anna Codrea-Rado

After three years of

Investment Talk
and 20,000 subscribers,
Conor Mac
offers 10 lessons every writer could learn from, including being genuine, finding your own voice, less is more, and enjoying yourself:

The best times I have, and the best work I produce, often comes randomly. I might just have an idea one morning and run with it. Conversely, the worst times I have is when writing feels like work. These days I try to optimise for fun. I have, at times, spent days on something and scrapped it because it was boring me to death writing it. If it bores you, it will bore the reader.

Read more: 

Investment Talk
Three Years of Investment Talk
Hey, you are reading Investment Talk. If you’d like to join the 20,000 other readers learning about life, the stock market, and the companies within it, subscribe below. You can check out my other articles and follow me on Twitter too. If you enjoy today’s article, then feel free to share it, it helps a lot. Now let’s begin…
Read more
8 months ago · 68 likes · 56 comments · Conor Mac

Offer a peek at your dashboard

Offering a view of your subscriber stats can create openness and trust with your readers, who are already rooting for you. It can also help foster an open conversation among Substack writers about growth and what’s realistic, and challenge myths about steep spikes in readership.

Helen Redfern
explains in her milestone post that while disclosing the nitty-gritty of her free and paid subscriber numbers felt scary, it ultimately gave a truer sense of her excitement at building a paid subscriber base.

I’m sharing my numbers not for comparison—you might get more or less than me—but to show where I am and what’s possible. Turning our creative passions into a way of earning a living to support ourselves or our families makes us feel like we’re accomplishing something. Or, at least, it does for me. For many years I wasn’t contributing much to the family income, and now that I am, I take great pride in it.

Read more: 

THE RED FERN 🌿 By Helen Redfern
Anniversary Essay: One Year of Behind-the-Scenes from My Substack
With my lack of confidence and fears and imposter syndrome and all that jazz being the way they are - consistently turning up on a project for one year has to be something to celebrate. Especially so when the mental challenges were quite tough at times…
Read more
6 months ago · 12 likes · 6 comments · Helen Redfern

State your vision

In discussing your lessons and stats and thanking your readers, you’ve reflected on where you’ve been and where you’re at. Now let subscribers know about the future. 

What milestone do you hope to celebrate next? How can your subscribers rally around that vision? Don’t be afraid to repeat what you’ve already said. In marketing, “repetition doesn’t spoil the prayer.” 

After looking back on his first year on Substack,

Rob Henderson
looks forward to year two, his plans for paying subscribers, his memoir publication and experimenting with new types of posts:

For Year 2, I’ll continue to write posts covering research in empirical psychology, cultural commentary informed by data and firsthand experience, and personal reflections about social class and upward mobility. You’ll continue to see essays in which I synthesize useful and interesting information about human nature, drawing from modern empirical psychology, as well as from philosophy, history, and my own unique point of view. Once a week, I’ll continue to post a roundup of links, thought-provoking content, and interesting findings. I also continue to take detailed notes on lectures and information-dense podcasts for paid subscribers. I’ll do some more Ask Me Anything threads, too. One thing I’ve been considering is doing an occasional Q&A or maybe some kind of advice column (I recently learned Brits call advice columnists “agony aunts”).

Read more:

Rob Henderson's Newsletter
Thoughts After One Year on Substack (April 2023)
Read more
8 months ago · 209 likes · 20 comments · Rob Henderson

Encourage new subscriptions and upgrades

Milestones are great, shareable moments. Your most dedicated subscribers will want to celebrate with you and help spread the word. Plus, now is a good time to nudge free subscribers to upgrade their subscriptions. There are a few tools that can help you make the most of this growth moment:

  • Buttons help draw readers’ attention to the most important action, whether it’s to share, pledge, subscribe, or upgrade. If you include a subscribe button and a reader is already subscribed, we’ll automatically update it to say “pledge” for free publications and “upgrade” for publications with paid subscriptions. 

  • Subscriber referrals allow publications with free or paid subscription options to reward subscribers for spreading the word about your Substack. Any share button that a subscriber clicks in a post counts toward their referrals. 

  • Discounts can help motivate free subscribers to upgrade to paid. You can create urgency by offering it for only a limited time. 

Lee Tilghman
used the one-year anniversary of
Offline Time
to rebrand her newsletter, launch a reader survey to help steer its future direction, and offer a new perk for paying subscribers in the form of first access to events and workshops. She also included a detailed breakdown of the subscriber tiers and a sneak peek at planned future posts.

Read more:

Offline Time
Welcome to Offline Time
The first Substack post I ever sent was on March 2, 2022. Twelve months, 69 articles, 19,000 subscribers, a book club, and hundreds of paid subscribers later, I’ve reached the one-year mark of this n…
Read more
9 months ago · 49 likes · 13 comments · Lee Tilghman

Share everywhere

Sharing your milestone on Notes and social media is another great way to connect with more Substack writers, source new readers, and maximize the moment. 

Tweet the news:

Share it on Notes:

Read more: How to share on Instagram, Twitter, and other social media platforms

Need more inspiration? Take a look at some recent milestone posts from Substack writers:

  • How I Write and Grow Refactoring in 2023 ✏️ by

    Luca Rossi

  • 10,000 techno sapiens by

    Jacqueline Nesi, PhD
     

  • One year of Slowpoke by

    Carson Ellis

  • 6 months of Cosmic Kudos! by

    kimia madani

  • Year 1 of Submission by

    Kevin LaTorre

  • On meeting the 100 subscriber milestone by

    J.M. Elliott
    ,
    The Problematic Pen

For more reflection posts from Substack writers, check out our previous milestone roundups here. 

Did we miss a good milestone reflection post? Share the link, or tell us what you’re celebrating, in the comments.

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