Today I’m doing something fun and different…

Live-writing an AI policy with my friend and colleague, Dr. Kate Henry of Honing In!

After listening to the Off the Grid AI series, Kate reached out to ask if I she could hire me to help her write an AI policy. I said no, because I’m not doing 1:1 advising right now… but I proposed that we record a chat about it for the Clubhouse instead!

So in this video and audio episode, you get to join me and Kate as we co-write the first draft of her AI policy for her business. 

Free subscribers can hear our reflections on AI in creative business, and paid subscribers get to come along as we write Kate’s AI policy in real time (with a template for you, too!).

When you join the Clubhouse at offthegrid.fun/clubhouse, you'll get access to over 50 bonus episodes (and counting), curated tech + creative business newsletters, and more. Plus your own private podcast feed, comments threads, and behind-the-scenes updates on the show.

Please join the Clubhouse to support Off the Grid! And find this specific episode here :)


RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for bonus episodes + emails

LINDSAY MACK IS HERE!

And while you’ve probably heard them talk about tarot on their wildly popular podcast…

Today they’re taking us deep behind the scenes of their work to explore:

• How they built their creative tarot business
• The key inflection points that led to successful biz growth
• The realities of being a breadwinner ~in this economy~
• Why they’re finally releasing a tarot deck and book
• & The tarot archetypes carrying Lindsay through this busy season

 
Tune in, then get a copy of Tarot for the Wild Soul and the Soul Tarot deck. (affiliate links)

You can also hear Lindsay on my tarot podcast later this week! Find my tiny tarot practice on Apple, Spotify, or wherever you like to listen.

 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails
 

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

“My constant longing to be without social media is actually a longing to be in deeper connection with the world.”

River Selby was born in Los Angeles and grew up in the Pacific Northwest. They worked as a wildland firefighter for seven years, and their debut memoir, Hotshot: A Life of Fire, was published in 2025 by Grove Atlantic.

Today, River joins me to talk about the realities of being an author from a working class, no-safety-net background — and how that has shaped their relationship to social media.

Together, we explore:

• The gifts (and perils) of refusing to niche down
• How to quit performing & projecting on social media
• What to do when compare & despair becomes unavoidable
• How financial insecurity might impact your social media options
• Why many authors have to hire publicists (but we couldn’t afford to)
• Ways social media impacts your financial well-being
• Why we have to stop commodifying books

 
 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails
 

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

If you’ve been paying attention around here…

You likely know that next week I’m teaching a new intensive called COME TO CLASS!

It’s a 3-day workshop on how to teach online with confidence and care, and it’ll guide you through everything I’ve learned in 20 years of teaching — with a special focus on how learning to teach can help you improve your sales.

One of the bonuses that COME TO CLASS students get is behind-the-scenes conversations with my favorite online facilitators and course creators, and today I’m thrilled to bring you one of those conversations totally for free!

Tune in to hear the brilliant teacher and Notion designer Podge Thomas and I discuss:

• How Podge fell in love with teaching — even though she hated school
• Why studying metacognition is the secret to better classrooms
• How to stop recreating the harms of traditional education models
• What to do when a student says “I don’t get this”
• Why your teaching style doesn't have to be for everyone

 
If you like this conversation, sign up for COME TO CLASS! It's only $299 to sign up (payment plans available) and registration closes May 30th.
 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

I’ve had SO MANY conversations about the problems with online course platforms.

Mighty Networks vs Circle vs Kajabi vs Teachable — none of us like the existing options, and we’re waiting for someone to build something better.

So today I’ve invited Sally Burns to the show, because she’s building an alternate platform for teaching and learning online — a digital neighborhood called The Portal.

Tune in to hear about:

• Why Sally left corporate e-learning to build The Portal
• How to stop piecing a million tools together to host your course
• The false promises of Online Course Culture™️
• Why we have to break down teacher/student hierarchy
• How The Portal helps you fill your classes — especially if you have a small audience
• What it actually takes to bootstrap a learning platform
• Ways to help old offerings reach new audiences

👉 If you’re excited about The Portal, learn more and join here!

👉 👉 And if you want to COME TO CLASS, here’s your link to sign up. Registration closes May 30th.

 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails
 

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

My monthly-ish series with Nic Antoinette continues!

This time we’re talking about what it means to be “consistent” when you’re running a business in this economy.

We get into:

• How we simultaneously rage against consistency and attribute our success to it
• The relationship between consistency and cultivating trust with your audience
• Ways to build better (for you) rhythms in your business
• What to do when your launch plans line up with a major (horrible) event
• Why it’s important to get off the do-or-die, boom-or-bust, sell-or-go-bankrupt hamster wheel
• Cute baby sheep, gardening and cooking as tiny balms for the present moment

 
LINKS MENTIONED:

• Nic’s newsletter on the baby sheep
• Amelia’s Gentle Business Planning workshop
• Needy by Mara Glatzel (affiliate link)
• Jen Carrington
• Off the Grid episode: Nice, Necessary, Ideal framework
• Off the Grid episode: How to plan a summer sabbatical in 5 simple steps
• COME TO CLASS earlybird list
• COOK90 (affiliate link)

   
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

If you want to build a business around your know-how…

You have to learn how to teach.

In today’s episode, I’m talking about why learning to teach is the best sales “hack” I know — and I’m introducing you to my upcoming spring intensive, COME TO CLASS.

In just 30 minutes, I walk you through:

• Why online courses aren’t ‘dead’ or ‘over’
• How to figure out what you want to teach
• What you need to know about boundaries before you start teaching
• Ideas for nonhierarchical and nonlinear classrooms
• Why writing a syllabus is like writing a sales page
• & more!

Tune in then drop your email right here for access to earlybird pricing through May 1st. Can’t wait to see you in class!

 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails
 

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

Today I’m very excited to share a workshop on gentle business planning — AKA how I make ambitious plans for my biz while also healing my burnout!
 
In this audio (and video!) workshop, I walk you through:

• Why we’re always planning (even when we think we’re “behind”)
• My 6 tenets for Gentle Business Planning
• List-making prompts for the season ahead in your work
• How to turn reflective prompts into a clear marketing & sales calendar
• & How I use the Nine To Kind Digital planner to organize my projects

 
Tune in here to hear my 6 tenets of Gentle Business Planning. Then head to the Clubhouse to enjoy the entire workshop. The recording is free for everyone this week only and available to paid Clubhouse supporters forever. 

Paid subscribers also get an edited audio version of the workshop AND a Notion doc with all the prompts to make this process super easy to do any time.

 
So press play for a preview, then head to the Clubhouse to support the show! You can find this specific episode here :)

This is probably my fave conversation I’ve ever had with a therapist.

Today Lauren Ruth Martin, LPC-MHSP is here to talk about the anti-perfectionist planners she created for her company Nine to Kind.

We discuss:

• Why most planners force us into a productivity mindset
• How gentle scaffolding can help us plan without perfectionism
• The therapeutic exercises Lauren included in her planners
• Why we prefer DBT to CBT personally
• How to redistribute your f*cks — instead of trying to care less

 
If you enjoy our conversation, make sure to explore Nine to Kind planners! Get 50% off digital planners with code OFFTHEGRID50 & 25% off analog products with code OFFTHEGRID25. Learn more & claim your discount at: ninetokind.com/pages/offthegrid

 
 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)

We talk a lot about privacy at Off the Grid… but what does that actually mean in practice?

Today I’m joined by Patricia Egger, Head of Security at my fave privacy-focused tech company Proton. 

Together, we have a non-technical-person-friendly conversation about:

• Why Proton insists on ‘privacy by default’
• The difference between online privacy & security
• Why we love Proton Mail & want you to use it (affiliate link)
• What it actually means when emails/messages are encrypted
• Proton’s Born Private initiative (& how to claim a $1 email address for your kids)
• Why AI has major privacy problems

 
RESOURCES + LINKS

👋 Download the FREE Leaving Social Media Toolkit

🌐 Get on the Interweb waitlist for creative business courses + community

💓 Join the Clubhouse for exclusive bonus episodes + emails
 

 
COMMUNITY PARTNERS
🎙️ Ready to take your podcast (or podcast dream) from burnt out to standout? Come to the Drop the Mic Podcast Unsummit to learn from indie podcasters who've made that leap. Hard-won lessons, messy truths, and creative tricks for using your podcast to build trust, grow your brand, and connect with the people who actually matter. September 29-30. RSVP for $10 here (affiliate link)