Here’s a bit of some Email Guidance I wrote someone recently, about launching a newsletter. They were wondering if they should plan out what to write, and I started riffing on stories:

But think of three stories you like telling people. Or even three stories that involve the wonderful people in your orbit. It all comes back to you, right?

The people you’ve worked with. Recorded with. Performed with. So many people!

BECAUSE then you can send that newsletter to those people! Re-connect, catch up, laugh together about it.

Maybe follow that energy. Instead of thinking about what you’ll write, think about who. Who lights you up? Who made you happy? Who’d you make memories with?

Because if you’re writing from a place of joy and good memories, it’ll probably be easier for your audience to connect with, you know? I mean, you gotta write the music for yourself first, right? Same could be said for a newsletter – write around the good energy of the people you’ve met, and the stories you’ve created with those people.

For artists of all types, it’s very easy to get stuck in this broadcast mode of talking the things we do, and who we are. We are interesting people, of course, but writing about ourselves is HARD. It never feels good, right?

Which is why I suggest writing about other folks in your creative orbit. Weave that into your newsletter, and see what unfolds.

Substack is a busy place these days, and I’m definitely taking full advantage of the Live functionality to talk to interesting people.

Last Monday I got talking to 

Chuck Marshall. I didn’t leave that call thinking about NEW SUBSCRIBERS or engagement, but rather, “wow, Chuck is a cool guy, I’m glad we got to chat!”

Little did I know that magic would happen afterwards.

This from 

Bree Stilwell:

All these fricking live videos lately, it’s just soooo much. When I saw Seth Werkheiser pop in though, while folding laundry and feeling loose, gave it a shot.

What happened next is exactly why I think most of us are here, fighting our way through the noise and toward real life connections with other creatives.

I watched this video, learned a little about this cool dude and his local music, arts and beer newsletter, and, that we live in the same town.

I dm’d immediately, met him and his amazing partner-in-all-things Brenda for coffee just days later, and the bond has been set. Good works to follow, and friendships I didn’t have last week.

Says Chuck in his latest post:

“We met on Friday morning for coffee over at York Food and Drink. Meeting Bree and talking about her background and passion for art was a blast. She also shared thoughts on her project, which is yet another source of inspiration. She’s looking to build a third space for all kinds of creative folks. Most importantly, including those that are what I’ll call ‘creative curious.’”

This is what I’m talking about, friends; use the internet as a tool, not a destination.

As Bree said in a follow up comment, “it’s so completely crucial to use this platform, and others like it, as peripheral tools to make shit happen in real life, in our communities, and for lasting effect.”

If that takes shape as a Zoom room or a supper club or an email thread, then do it. Make sure it’s sustainable, and it feels good, with the right people.

Ditch the social media feeds and their algorithmic grief machines, and just fill your day with good people instead.

Hey! I spoke with Cody Cook-Parrott about NEWSLETTERS, so this video is packed with some ideas that you could use for your own projects:

Segments!

Using lead magnets!

Creative bothering (Cody came up with that one during this interview)!

Flodesk

Zapier

Cody’s Newsletter class

Substack’s Recommendations

Teenage Wrist email (web version)

“Marketing is a creative practice.”

“Creative bothering”

Cody has since left Substack, but pretty much everything here in this video interview holds up!

Sean Reid was a guest on one of our recent Escape Pod Zoom calls, and he dropped the phrase “artfully cacophonous,” which led to some good laughs!

He talked about all the toys and other fun items he collects, and I was reading the part of Austin Kleon’s ‘Show Your Work’ where he talked “Don’t be a hoarder,” and I’m so glad Sean isn’t hiding his fun decor – I think you’ll appreciate this interview!

“I spend a lot of time desperately trying to be childlike and not childish,” Sean

Some ideas we hit on during the course of our chat:

• People are always sending signals, and these signals can tell a story and create connections with others (read my post ‘What signals are you sending?’).
• Maintaining a sense of childlike wonder and approaching life with “beginner’s eyes” is a good way to ward off cynicism, and crucial for creativity and continuous learning
• Connecting with others, whether through online communities or local meetups, provides energy, support, and opportunities for collaboration
• Sean said “just make some shit” – creating things simply for the joy of it is 1000% valid, all without focusing on any potential financial return

A big theme to leave with here with this episode is the importance of engaging with good people, and getting into conversations that provide energy and inspiration

You’re a one person team, I get it. But the marketing team needs a week off.

This week we’re not looking for more subscribers. We’re gonna put “growth” on hold this week.

Instead, your job is to get your sales team making sales. Your shipping team making your paying customer happy. Your front office team working smarter and more efficiently.

YOUR SALES TEAM: Can you send an email and get 5% of your fans to click something? Anything?

If you emailed your fans and said, “next 10 people to email me will get an exclusive demo MP3 of my next single,” would 20 people reply?

If you marked down something 25%, would it spur even one sale?

Would 20 people who already exist in your current creative universe take the time to hit reply?

Figure out how to motivate 20 people to do something. Anything.

YOUR SHIPPING TEAM: I ordered a hat from someone I’ve been following for years. It showed up in a plain box, and shipped from an “order fulfillment company” with a name like U.S. Logistics Corp.

I had no idea what this mystery box was on my doorstep until I opened it.

You don’t want your customers to feel bewildered when getting their orders. Your order confirmation emails don’t have to be boring (see how CD Baby did it back in the day).

You don’t have to outrun a bear, you just need to outrun your friends.

YOUR FRONT OFFICE: Set up an actual online store that can be optimized for the 10 people a month you’re serving. Build it today so you can handle 100 people a month a year from now.

Take the photos you’ve uploaded to Instagram and the videos you’ve posted on Facebook and put them on your website. Build a place for your existing fanbase to fall head over heels for your work. Turn it into a place so cool that your fans wouldn’t dare tell their friends to follow you on Instagram.

Reply to the people leaving comments. Reply to the emails already in your inbox.

Make every reply a giant hug.

Write an email that people love to see in their inbox.

YOUR CREATIVE DEPARTMENT: Do you have current photos on your site? A current bio? Are there any broken links in your LINK IN BIO? In your Bandcamp sidebar? When’s the last time you updated your profile photo? Your logo?

Is the design of your online ecosystem coherent or a jumbled mess?Subscribed

Someone emailed me (see below) asking how to get more people to their site without social media, so they could make more sales. A reasonable challenge in the year 2025.

All their fun, flashy, informative videos were on Instagram, miles away from their online store.

They had a nice site, sure – but all the immersive media, the videos, were sitting on Instagram, for 90% of their followers to never see.

I told them to move that cool stuff to their website. Put the sauce next to the sexy ADD TO CART button.

We don’t need more traffic. We need to captivate the people right here in front of us.

Maybe we don’t need more subscribers.

Instead, we need to optimize what we’ve got because just throwing 1,000 more people at a bad set-up won’t help.

1. Stop worrying about the algorithm and include the link. Put in two links. I’d rather 10 people see my post with a direct link than sending 100 people on a wild goose chase to find my link in bio or in the comments. Do everything you can to offend the algorithm.
2. Got an important update for your subscribers? Venue change, running late for a group Zoom chat? Email, don’t post. Not everyone sees your Substack Notes. Heck, most of your subscribers probably don’t even have the app installed. A recent note of mine was seen by 135 of my 6,000+ subscribers – that’s 2.2% of my audience. Send the email, it’s the most direct way to reach your audience. Another excuse to delete your social media entirely.
3. “Do work. Be seen.” Wise words from Rob Cannon (read it here). Don’t “yeah, but” me on this. You have to do the work first. The work must be done. Keep doing the work until the work is better. Then, when the moment is right and you are “seen,” the work will be ready for the moment because you’ve been doing the work. Less worrying about the “seen” part, and more work. Bonus points if you do that work with and around other people (you should host a group Zoom call).
4. Use less tools. Less automation. Less funnels. Less drip campaigns. Less “email blasts.” AI ain’t gonna win because it can’t show up at an art gallery, curate a photo book, book a show, or be a good podcast guest – but you can. Do work that doesn’t scale. Add so much humanity and grace to your work that people question your sanity.
5. BONUS: Be careful sending a “re-engagement campaign” to all your zero and one star folks, because it can lead to a very low open rate email, which can trigger spam flags, and get your sending privileges suspended. Proceed with caution with “list hygiene” here on Substack.

Spoke to Michael Gilbride of Mad Records on Substack Live yesterday (Wed, Mar 5, 2025) and we covered a lot of ground here. Buckle up.

• Directly reaching your audience with an email list
• Building trust in your work and how you present yourself
• Approaching the business side of all this creatively
• Be the Roomba
• Getting back to TALKING again, in person

Investing an hour with other creative people is a good idea.

I host weekly Zoom calls with Social Media Escape Club subscribers. We don’t all work in the same fields, or make the same art, but we still learn from one another, week in and week out. We’re not for everybody, and that’s okay.

Social media isolated us. Facebook and Instagram and Twitter keep us entangled in their products, making it difficult to walk away. They make us believe we’re nothing without them.

Social media is a toxic partner.

It’s time to get back to real life, with real people. To start using the internet as a tool, not a destination.

During last week’s call someone asked about hosting Zoom calls, and the room lit up with ideas, and thoughts, and encouragement.

If you’re an artist, a writer, a photographer, a musician – doing Zoom calls with subscribers is a great way to strengthen your community.

If you’re just looking to get away from social media, Zoom calls can be great to keep in touch with friends and family.

In each case, they’ll be laughter, some tension and silliness, and probably some revelations. The collection of people in Zoom calls can bring answers to questions we didn’t even know we had.

Here’s what I’ve learned from hosting about 30+ video meetings since 2023.

1. Set up a Luma invite, and connect it with your Zoom account. By using Luma, you can limit the capacity of the room. When I started out I limited the size of the room to 8-10 people because – honestly – I wasn’t sure I can emotionally handle hosting that many people on one call. Now my calls hover around 12 or so people each week.
   
   Also, with using Luma, now you’ve got the contact info of everyone who signs up. I did this for months, before I switched my calls to paid-only, but I still invite everyone who signed up for those early free calls. Those 30 people get an invite every week , and they can absolutely unsubscribe if they don’t want to be invited anymore.
2. Don’t just put an invite in your newsletter once and never mention it again. Announce it several times! Put it at the top, in the middle, in the footer – MIX. IT. UP. Do this in the two weeks leading up to your call.
3. Scared of no one showing up? Ask a friend or two (or three) to hop on the call a week ahead of time. Have them sign up via Luma, too, just so you get a feel for the automated emails that Luma sends out, and how it works.
4. Invite another writer / artist / musician on the call, and call it a live interview! This should be someone you’ve spoken with before, whether in person or on Zoom. You don’t want to learn how to interview people live on camera the first time.
5. I learned this from Cody Cook-Parrott; schedule your call for when you have the time and energy for it. Yes, it’s nice to accommodate for time zones and our international fans, BUT… a tired, sleepy host doesn’t do anyone any good!
   
   This also goes for how long your planned call is – 30/45/60 minutes? Do what feels right for you, and how much energy you have.
6. Consider having an intention for each call, at least as a launching point. This could be a recent newsletter you sent, or a media piece that has lot of people talking, and you can lead the discussion around it.
7. Slides? Agendas?! Up to you – I started out with agendas, but calls usually drifted elsewhere after 15 minutes or so. Like I mention above, I usually lead with a main point, and let the vibes take over.
8. The best way to keep the calls interesting is be interesting.
   
   Make sure you’re reading, staying fresh with the current happenings in your field. Also – go outside, get good sleep, drink enough water. How can you care for your community if you’re not your best self?
9. Read Priya Parker’s ‘The Art of Gathering,’ especially the ‘Never start a funeral with logistics’ part. Folks showed up. They took time out of their day to hop on a call. Start on time, think about your opening, and leave the “house keeping” until later in the call.
10. Your audience is counting on you to make space for everyone, so practice cutting people off when they get too chatty. It’s hard, but it’s best for the group.
11. Invite the right people. This is your space. Your baby. You don’t have to invite everyone. Protect your peace, protect your space, protect your guests. Make it as exclusive as you desire. If you’re going to devote an hour a week to bringing people together and creating a positive space, honor your time and sanity and make sure it’s something you’d want to be a part of.
12. Finally – Don’t be afraid to mess up, or stumble over your words. This is what makes us human. AI can write a newsletter, but it can’t build relationships and invite people to chat for 30 minutes on a Tuesday afternoon.

A Zoom meeting can only be as good as the people involved, so be mindful of who’s in attendance. Set the stage, manage expectations, and allow others to seek entrance to your community.