Anna Gibson spent years on autopilot—smoking weed throughout her day, feeling the weight of a “demon on her back,” watching her writing disappear into unproductive fog. She knew she wasn’t doing anything. She’d smoke on the clock at her retail job. She’d look at her bag and see paranoia staring back. For someone who’d been writing professionally for over a decade, the creative paralysis was destroying not just her productivity, but her happiness.
Then something shifted. After discovering Josh’s newsletter, she made a decision that would transform everything. Today, over 60 days sober, Anna writes 3,000 words every morning—finishing entire articles before most people start their workday. She’s built “For the Masters: AI Creative Mastery,” a newsletter dedicated to helping mid-career creatives close the gap between the excellence they can see and the work they can actually make. But her approach isn’t about AI replacing creativity—it’s about using it as a thinking partner while protecting the authenticity that makes your work yours.
This conversation explores how sobriety creates the clarity necessary for deliberate practice, why removing what numbs us might be the most important creative decision we make, and what happens when you stop running on autopilot and start building work you’ll be proud of in five years.
Show Notes
[00:00] - The Demon on Your Back: Anna’s Story with Marijuana
Anna’s substance of choice wasn’t alcohol—it was marijuana, legal and easily accessible in Michigan
She describes addiction as feeling like “a demon on your back”—doing things you don’t want to do, experiencing paranoia, caught in a cycle of unproductivity
Coming from a family with a history of drug issues, she was a “late bloomer” who started heavily after moving out three years ago
The creative cost was devastating: she couldn’t work, couldn’t get it done, would smoke throughout her entire day
Key insight: “People don’t take it as seriously because it was weed, right? And for whatever reason, people don’t think it’s as bad, but it was literally destroying my happiness. It was destroying my productivity and it was destroying my life.”
[07:00] - The Immediate Transformation: From Fog to 3,000 Words
Within days of getting sober, Anna went from creative paralysis to writing 3,000 words every morning
She now finishes an entire article before most people start their workday
The shift wasn’t gradual—it was immediate and dramatic
Sobriety revealed that her creative potential had been there all along, just obscured
Key insight: “I write 3,000 words a morning now, which is insane. I literally finish an article a morning. Every morning.”
[11:30] - The Taste-Skill Gap: Why Mid-Career Creatives Get Stuck
Anna identifies the core frustration of mid-career creatives: you can see what great work looks like, but you can’t consistently make it yet
This isn’t a talent problem—it’s the taste-skill gap, where your refined taste outpaces your execution
Most creatives at this stage either break through or burn out
The gap doesn’t close through validation or understanding—it closes through years of deliberate, focused practice
Key insight: “You’re at the exact moment where most mid-career creatives either breakthrough or burn out. Virginia Woolf felt this at 33. Miles Davis felt this at 28. The difference wasn’t talent: it was which path they chose next.”
[15:45] - AI as Thinking Partner, Not Replacement
Anna’s mission is helping creatives use AI without losing their authentic voice
She teaches five core practices: gap audits, edge practice, constraint experiments, volume cycling, and reverse-engineering protocols
The focus is on extracting frameworks from masters and building systematic skill development
AI should augment craft, not replace it—it’s a tool for analysis and ideation, not for drafting
Key insight: “I don’t want your 30 years, 40 years, 20 years, 10 years, five years of experience creatively to go down the drain because you used AI and now you don’t know how to not use it.”
[21:00] - Finding Your Limits: The Authenticity Boundary
Anna learned the hard way that letting AI draft for her stripped away her voice
She experienced a crisis moment where she felt like she couldn’t write without AI after using it extensively
Her personal boundary: AI never does first drafts—it has to be her from the start
She now only uses AI for idea generation, prompt creation, and occasionally grammar checks (though even that can “take some sauce out”)
Key insight: “I am never again going to have AI do a draft for me ever first pass. It has to be me. And then from there, I kind of went to a stage where I allowed AI to improve my draft, but I still didn’t like the output. So now I just write it and I improve it on my own.”
[26:00] - The Hundred Prompts: Sobriety’s Creative Abundance
Since getting sober, Anna has created over 100 AI prompts for creative development
She’s building a library of tools to help others close their taste-skill gap
Her Substack offers one free prompt per article, with more extensive prompts behind a $20/month paywall
Future plans include opening a community space and offering one-on-one sessions
Key insight: “I’m sitting on probably like a hundred prompts being sober, just having more to do. I’m sitting on a hundred prompts and just waiting for the right time to send them out.”
Key Quotes
“It was literally destroying my happiness. It was destroying my productivity and it was destroying my life.” - Anna Gibson
“I write 3,000 words a morning now, which is insane. I literally finish an article a morning. Every morning.” - Anna Gibson
“I don’t want your 30 years, 40 years, 20 years, 10 years, five years of experience creatively to go down the drain because you used AI and now you don’t know how to not use it.” - Anna Gibson
“I am never again going to have AI do a draft for me ever first pass. It has to be me.” - Anna Gibson
“I’m sitting on probably like a hundred prompts being sober, just having more to do.” - Anna Gibson
Resources Mentioned
For the Masters: AI Creative Mastery - Anna’s Substack newsletter focused on helping mid-career creatives achieve mastery through deliberate practice and AI-enhanced learning
The Taste-Skill Gap Framework - Anna’s approach to understanding why mid-career creatives can see excellence but struggle to execute it consistently
Five Core Practices for Closing the Gap:
Gap audits (identifying where the gap is widest)
Edge practice (deliberate work at skill limit)
Constraint experiments (forcing skill development)
Volume cycling (building reps systematically)
Reverse-engineering protocols (studying what you can see but can’t do)
AI Prompts Library - Anna offers free and paid prompts for creative development, including reverse-engineering tools and 2-week gap-closing plans
Where to Find Anna Gibson
Ready to Remove Alcohol as a Barrier to Your Greatest Work?
Anna’s story demonstrates what becomes possible when you strip away the fog and commit to showing up fully present. From creative paralysis to 3,000 words a morning. From scattered effort to deliberate practice. From autopilot to intention.
If you’re sensing that something’s holding you back—whether it’s alcohol, substances that numb your edge, or patterns you can’t quite name—you don’t have to figure it out alone.
The Sober Creative Method™ is a 90-day program specifically designed for creatives who want to unlock their full potential by removing alcohol as a barrier. Through personalized coaching, proven frameworks, and a supportive community, you’ll build the clarity and creative momentum Anna describes—without compromising your authenticity or waiting years to close the gap between the work you can see and the work you can make.
Curious about your next step? Let’s talk. Coaching, community, or clarity—it all starts with a conversation.
Thank You
A heartfelt thank you Corie Feiner, Noelle Richards, and many others who joined us live for this conversation, and to Anna Gibson for her vulnerability, wisdom, and commitment to helping creatives build work they’ll be proud of. Your presence and engagement make these conversations possible.
What’s Next
The Sober Creative is more than a newsletter—it’s a movement of individuals reclaiming their creativity by choosing clarity over coping.
The 31-Day Alcohol-Free Reset starts on January 1st.
If you want to see what your creativity feels like without alcohol in the way, this is your moment.
🎯 Take the Clarity Quiz: This assessment reveals certain areas where alcohol may be the exact thing that is quietly sabotaging your creative potential. It’s free and only takes a few minutes.
✍️ Read the Essays: Stories and strategies for building a clear, creative, and intentional life.
🎙️ Join Clear Conversations: Honest talks with creative professionals navigating the intersection of sobriety, self-discovery, and breakthrough work.
💬 Curious about your next step? If you’re sensing that something’s holding you back, but you’re not sure what—reach out. Coaching, community, or clarity—it all starts with a conversation.
✨ The Sober Creative Method™ is a 90-day journey to remove alcohol as the barrier to your greatest work.
Each step forward is an act of becoming.
Thanks for walking this path with me.
Josh
☕️ Support the Sober Creative: If a subscription feels like too much at the moment but you’d still like to support the work here, you’re welcome to contribute in any amount. Consider it a coffee in support of clarity, creativity, and what’s being built at The Sober Creative.
P.S. Missed previous episodes? Browse the Clear Conversations archive to explore more conversations with creative minds in sobriety.
