All Episodes

Caroline's first solo unfiltered episode! 😱 Recorded while tidying the art room 😂...We're both more excited about business than we've been in years Leaning into AI with curiosity instead of fear has been one of the best decisions we've madeGoing back to work full-time in January was intentional (work fills my creative bucket, which makes me a better mom)Walking away from WAIM Unlimited after 8 years was a leap of faith, but it wasn't a growth edge anymoreRole split: I'm leading content/design (vibecoding.to, Instagram, TikTok, UI for SceneRoll + Teachery), Jason's leading productFound a fun NotebookLM → Canva workflow for reelsLeon at 6 months is the best stage yet, her personality emerging, smiles, laughsHonestly might be the happiest I've ever been, trying to soak it in and stay present instead of disappearing into the laptop!

Unfiltered episode recorded on a Sunday walk while Leon naps:Haven't felt this excited about building since iWearYourShirt in 2009Claude Code (especially the Mac app) has been a game changer (way beyond what Lovable could do for us)Built an autonomous Teachery blog engine in ~2 hours: 3 articles/day, Telegram updates, auto-publishedAlso built a content digest that turns voice memos into tweets and newsletters that sound like meMade my first real commit to Teachery's codebase! WOW!The tension: endless ideas, not enough hours, still wanting to be a present dadPrediction: 2026 creative output will be 10-30x any previous year. Does it feel that way to you too?

Trying a new thing with our podcast! We're going to record and release unfiltered episodes.On my walk this morning I had some thoughts about Teachery I wanted to share:Where the business startedThe main 3 evolutions Teachery has hadThe big ah-ha moments in 2025 that reignited my passion for TeacheryThe next version of Teachery I'm stoked about (v4.0)The first BIG financial goal I've set for Teachery in a lonnnnnng time!Hope you enjoy and look for more of these episodes from each of us soon 👍👍.

After a few months away, we’re back behind the mic with a real-time life and business update. In this episode, we share what the first four months of parenthood have been like, how our parental leave actually played out, and where our work is headed next.We talk about:Life with baby Leon and what surprised us most in the early monthsHow stepping away from WAIM Unlimited and work impacted usWhat’s happening with Teachery and why it’s entering a new chapterTwo very different paths we’re considering for what we build next—and why we’re tornWhy clarity still comes from action, not overthinkingThis episode is part catch-up, part behind-the-scenes, and part open-ended invitation to follow along as we figure out what the next iteration of our work looks like in 2026.🔗 Leave a comment: https://youtu.be/cbKe5NAzzUE

In this episode, we’re answering a handful of questions about our pregnancy journey so far (36 weeks as of recording!) We talk about everything from favorite (and least favorite) parts, to how Jason’s been helping, to what’s surprised us most along the way.We also chatted about:How we’ve prepared financially for babyWhat it’s been like stepping back from WAIMSome of the more emotional, unexpected shifts we’ve experiencedPlus, a few questions about what work and childcare might look like and the baby’s future citizenship in Portugal.

We just wrapped our last-ever launch of WAIM Unlimited. All while 7 months pregnant, grieving the loss of two family members, troubleshooting a broken-down car, a 5-hour medical snafu, and somehow still exceeding our high goal for our launch. Let’s break it all down.In this episode, we’re going to cover:What actually worked (and didn’t) across email, Instagram, affiliates, YouTube, and moreA surprise takeaway about boosting IG ReelsThe total revenue, MRR, and where we spent moneyHonest reflections on marketing, momentum, and managing real life during a major launchIf you’re curious about what went into a “final launch” of a signature program, the tactics, the lessons, and everything we did to beat our high goal this one is for you.***🚀 Want bigger launches with less stress? Our Calm Launch Formula program can help you plan your next launch in LESS than 2 hours! Sales emails, sales copy, pre-marketing, bonuses, your entire plan ready to go in just ONE sitting. Use code podcastsarecool to get 50% off at wanderingaimfully.com/deal ⚙️ Give Teachery a try today for free! Looking to create online courses with a platform that lets you customize everything? Give our course software a 14-day free trial at teachery.co💌 Want to get a weekly jolt of business inspiration and learn tactics and strategies that can help you increase profits, have more predictability, and feel peaceful with your biz? Sign up for our weekly email at wanderingaimfully.com/newsletter 

This is part three of our 3-part series sharing the real-time updates of our LAST-EVER launch of our un-boring coaching program WAIM Unlimited.As of recording this FINAL installment, we have just 12 hours left in the launch 😱.You’ll get an update on our total sales numbers, what went on the last week (another death in our family 💔), and the final things happening in the last day. 🔗 Track our daily sales: https://sales.waim.co💻 See the coaching session tool: https://preview.waim.co (expires when launch ends)👉 Get all the details on our final launch of WAIM Unlimited: https://waim.co

Since we've been running WAIM, certain questions come up over and over. In this episode, we’re answering the top 10 things we hear most from creative business owners who feel stuck and don't know what to do next.We cover:How to increase sales without feeling pushyHow to get clarity on what you're building and who it's forHow to overcome fear and self-doubt…and 7 more honest, practical questions that we think every solopreneur asks themselves at some point!Whether you're considering WAIM Unlimited or just want some grounded guidance, this episode is packed with the real stuff.👉 Get all the details on our final launch of WAIM Unlimited: https://waim.co

This is part two of our 3-part series sharing the real-time updates of our LAST-EVER launch of our un-boring coaching program WAIM Unlimited.As of recording this second installment, we are 1 WEEK post-launch and have 1 week to go! (This is the "Sahara Desert" part of the launch.)You’ll get an update on our total sales numbers, how our boosted IG content is doing, and our adjusted plan for the next week due to a death in the family 😢.Hope you enjoy this and we'll share one more real-time update episode on the last day of the launch.🔗 Track our daily sales: https://sales.waim.co👉 Get all the details on our final launch of WAIM Unlimited: https://waim.co

With AI rapidly multiplying the amount of content flooding every platform (40m vertical videos PER DAY 😬), we’re facing an era where information is no longer scarce... it’s commoditized. So what actually becomes more valuable in a world drowning in content? In this episode, we share the three human skills we’re doubling down on in the year ahead. These are core skills we believe will stand out more than ever:Storytelling: The shift from tip-based to narrative-driven content, and why holding attention is now a superpowerTransparency & Building in Public: Why your lived experience (even failures!) is your best differentiator in the age of generic contentPersonality & Weirdness: As sameness increases, novelty becomes magnetic and showing up imperfectly is your edgeIf you’ve been wondering how to stay relevant (and energized!) as AI transforms everything, we hope this chat offers a grounded, creative direction to move forward with.🤠 If you want to join us for the years to come and get an inside look at how we're continuing to build calm creator businesses during the wave of AI, learn more about WAIM Unlimited: https://waim.co

If you love hearing the behind the scenes of a product launch, then you are going to thoroughly enjoy this 3-part series for our LAST-EVER launch of our un-boring coaching program WAIM Unlimited.As of recording this first installment, we are 24 hours post-launch and have 2 weeks to go!You’ll get to hear how our pre-launch waitlist went, where 44% of sales have come from so far, and how close we are to our initial low goal already.Hope you enjoy this and we’ll have two more of these episodes!🔗 Track our daily sales: https://sales.waim.co👉 Get all the details on our final launch of WAIM Unlimited: https://waim.co

If you’ve ever felt like you’re already behind in the world of AI (or like you need to try every new tool just to keep up) you’re not alone! In this episode, we introduce the idea of slow-learning AI: a calm, intentional approach to staying curious without getting overwhelmed. We share specific strategies we’re using to create boundaries, focus our energy, and integrate tools that actually serve our business goals (instead of just distracting us with new shiny objects).Don’t bury your head in the sand if you are curious about AI. Take a few of our practical tips from this episode to create constraints and put YOU in the driver’s seat of educating yourself on your own timeline.***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

Are digital product launches dead? Not at all! But in 8 years, we’ve noticed a few changes and we wanted to share what we’ve seen firsthand. How many sales emails matter? Do you actually need launch bonuses? Is there value in using AI to write sales page copy or does it sound too… AI?Here’s what we cover in this ep:Why pre-marketing matters more than ever (and how to start sooner)The power of “carrots” and launch events to drive urgencyWhy inboxes are cluttered and what to do about itHow specificity and social proof are becoming non-negotiableWhy it's easier than ever to execute a launch (doesn’t mean sales are easy)Whether you’re prepping for a big product launch or rethinking how you sell altogether, this episode will help you show up with more intention, strategy, and confidence.***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

We are many months away from 2026 and the big shift in our Wandering Aimfully business, but we wanted to pull back the curtain and share how we ideate business ideas BEFORE they see the light of day.This episode, we hope you get to hear how we brainstorm, how we go back and forth, and when we get excited (or not) about a potential new idea.In 2026, we’re going to shift from monthly coaching to building tools using AI no-code platforms (like Lovable). These are a handful of the ideas we might embark on. Let us know if one or two resonated with you!🔗 Try Lovable “vibe coding” https://waim.co/lovable 🎥 Screenstudio video app https://bit.ly/jasonscreenstudio ***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

With AI taking off like wildfire, algorithms shifting like crazy, and tactics expiring faster than ever… what actually still works in 2025? In this episode, we’re cutting through the chaos to ground you in what remains true in online business today. If you feel like you're fighting a current right now, you're not alone! We cover...The three foundational things that still drive results (and always will)From dwindling blog traffic to the decline of vague offersHow to adapt to fast-moving trends without burning out or losing focusAnd three calm truths to anchor you when everything feels uncertainWhether you're feeling the pressure to "keep up" or just want to know how to stay calm with your business right now, we hope this ep helps ya!✨ This episode pairs with our new email series The Future-Proof Creator: wanderingaimfully.com/newsletter⏳ Our LAST EVER enrollment of our WAIM Unlimited program is a few weeks away, get on the VIP Waitlist: wanderingaimfully.com/waitlist

If you’re like us and using GPT (or Claude, etc) on a daily basis, then you have an AI that is gaining context about you constantly. With that in mind, we decided to ask AI to come up with questions they thought would be compelling for us to answer!In this episode, we have two AI Speakers joining us to ask us questions about our businesses, content creation, and our lives. The AI voices were created using Descript and the questions were created via ChatGPT.We thought this was SUPER interesting and very fun to see what things stood out to the artificial intelligence we spend time interacting with daily.***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

We’re one month into our return to Instagram after a 3-year break, and in this episode, we’re pulling back the curtain on what’s working, what’s not, and how we’re approaching Instagram in a way that actually feels good (and sustainable). Spoiler: we’re not here to growth-hack, we’re here to experiment, stay aligned with our business, and TRY to enjoy the content creation process.We cover:What our first month back looked like (formats, topics, opt-ins, and spaghetti-throwing)Surprising lessons from low-effort Reels and a spur of the moment carouselWhy we’re pivoting to a focused content series, 40 Days of Launch Prep, and how we’re using storytelling as strategyA behind-the-scenes update that we’re already a bit behind on our Month 2 plan, but we’re moving forward!How to reflect on your own content strategy and find what fits your seasonIf you’ve been thinking about returning to social or just want to create in a way that’s more creatively fulfilling, this one’s for you.🤳 Follow our IG journey: https://instagram.com/wanderingaimfully ***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

With just a few months to go before our Tiny Zook 🐣 arrives (!), we’re sharing how we’re approaching parental leave—not as a step-by-step guide, but as a real-time snapshot of our intentions, plans, and mindset. Whether you’re expecting, planning a business sabbatical, or just curious about building more space into your business, this one’s for you. Here’s what we covered:The values guiding our decision to take this time seriously: calm, presence, rest, and bondingOur loose timeline, including a pre-baby wind-down and giving ourselves permission to take the rest of the year off starting in AugustWhat business adjustments we’re making now (like our final WAIM launch and Teachery transition)The emotional and logistical prep we’re doing behind the scenesWhat we’re still figuring out—and why we’re okay not having all the answersThis season of life is calling for softer schedules, deeper presence, and more trust in the unknown. We hope this episode encourages you to honor your own rhythms—whatever chapter you’re in.📺 Shows we’re loving: White Lotus, The Jackal, The Pitt🍿 Movies we’re loving: Taking of Pelham 123 and Companion***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

This is the second part of our discussion about retiring our WAIM Unlimited coaching program. We are going to do ONE final enrollment period in a few months and we answer some of your questions about this decision.The questions we answered in this ep:How are we feeling confident when it comes to the money side of this decision? Do we have savings? Other skills we can fall back on? Are we freaking out about this at all?Monthly coaching has been so valuable for our customers, why would we stop doing it?We talk about running a “calm business” does this completely change how calm things will be for us?Why should someone buy WAIM Unlimited during this last chance to purchase? Hope you enjoy hearing us discuss more of the real-time decision-making and thought process to this big shift in our business! ***😏 If you’ve been thinking about using Teachery to build your online courses, take advantage of our Lifetime Deal at https://teachery.com/limited-time 💌 Want practical tips to help you grow your creator business-without burning out? Join our Growing Steady newsletter and every Monday you'll get 3 actionable tips for growing a Calm Business—one that is predictable, profitable, and peaceful: https://wanderingaimfully.com/newsletter 

See what we're up to: https://wanderingaimfully.com/nowTry Teachery for free: https://teachery.co