Wanting to Stop Pussyfooting Around

Wanting Better B-Roll (Guest Episode with Olivia Bossert)

Eeee guest ep!! We’re so excited to sit down with Olivia, a Vogue photographer who has turned her skills behind the camera into supporting YOU in creating scroll-stopping content confidently and easily. During our chat, Olivia shares how to create content you’re proud of without succumbing to perfectionism, why simplifying your visuals is the key to online success, and alllll the ins and outs of the habits and routines that make up an It Girl’s creative process. We also get into a rich conversation about what content actually converts clients during a launch! If you’ve been wanting to post video content more consistently this conversation will give you everything you need to start hitting publish. TO CONNECT WITH OLIVIA ↓ It Girl Content: https://www.oliviabossert.com/it-girl-content it Girl B-Roll: https://www.oliviabossert.com/itgirl-broll [https://www.oliviabossert.com/itgirl-broll] Instagram: https://www.instagram.com/oliviabosser To get our support in an upcoming next episode, drop your question in the form below! ↓ https://form.typeform.com/to/s5hsLuoI [https://form.typeform.com/to/s5hsLuoI] Get our free Notion dash below! ↓ DOWNLOAD THE DESIRE DASH [https://ohsierracreative.myflodesk.com/desire-dash] Join us in Spain at our week-long retreat (and get a year of coaching and community support, too)! Learn more at cheerstoyournextchapter.com [https://cheerstoyournextchapter.com/]. Connect with Xanthe on Instagram: instagram.com/xanthe.appleyard [https://instagram.com/xanthe.appleyard] Connect with Kaitlyn on Instagram: instagram.com/kaitlynskessler [https://instagram.com/kaitlynskessler] See you next week!!

Wanting Therapy and an OBM

Fresh off our respective trips, we reflect on the different ways we relate to routines and what our travels revealed about our structures at home (a convo you’ll love if you’ve been anxiously anticipating a shift in your schedule this summer!). In our coaching chats, Xanthe shares that she’s finally ready ask for help running her business, and we dig into some of the requirements (and hesitations!) we have for hiring support as we grow. We also coach a listener around how to create curriculum that does justice to their body of work, and whether it’s okay to launch before the product is actually ready. If you have a Q you want us to cover in the coming weeks, drop it in the form below!!  To get our support in an upcoming next episode, drop your question in the form below! ↓ https://form.typeform.com/to/s5hsLuoI [https://form.typeform.com/to/s5hsLuoI] Get our free Notion dash below! ↓ DOWNLOAD THE DESIRE DASH [https://ohsierracreative.myflodesk.com/desire-dash] Join us in Spain at our week-long retreat (and get a year of coaching and community support, too)! Learn more at cheerstoyournextchapter.com [https://cheerstoyournextchapter.com/]. Connect with Xanthe on Instagram: instagram.com/xanthe.appleyard [https://instagram.com/xanthe.appleyard] Connect with Kaitlyn on Instagram: instagram.com/kaitlynskessler [https://instagram.com/kaitlynskessler] See you next week!!

Wanting to Stop Pussyfooting Around

In this week’s episode, we get RIIIGHT into some big conversations about feeling complacent in business, when steadiness can lead to restlessness, and how Xanthe can manage the super cute combination of being both overwhelmed and under-stimulated. We also dig into a super practical discussion around lifestyle content, like what specifically to show in Stories, and where the missing link has been for Kaitlyn developing her new content themes. Expect lots of tips for getting re-inspired, finding more day to day fullfilment, and figuring out wtf to post! Get our free Notion dash below! ↓ DOWNLOAD THE DESIRE DASH [https://ohsierracreative.myflodesk.com/desire-dash] To get our support in an upcoming next episode, drop your question in the form below! ↓ https://form.typeform.com/to/s5hsLuoI [https://form.typeform.com/to/s5hsLuoI] Join us in Spain at our week-long retreat (and get a year of coaching and community support, too)! Learn more at cheerstoyournextchapter.com [https://cheerstoyournextchapter.com/]. Connect with Xanthe on Instagram: instagram.com/xanthe.appleyard [https://instagram.com/xanthe.appleyard] Connect with Kaitlyn on Instagram: instagram.com/kaitlynskessler [https://instagram.com/kaitlynskessler] See you next week!!

Wanting to Start Posting After a Hiatus + to Try New (Fun!) Productivity Rituals

It’s time for MAY WAAANTS and wow, we brought the goods!!! Our lists this month are stacked with practices that will help us stick to our commitments for 2026 and reach some specific goals for the month ahead. The big chats of the day are all about how to return to Instagram after a long break, and reframing the idea of “time tracking” as something that feels like pressure → a container for creative play. We wanna know YOUR want lists, so make sure you dive into the dash below and let us know what you’re wanting in May!! Get our free Notion dash below! ↓ DOWNLOAD THE DESIRE DASH [https://ohsierracreative.myflodesk.com/desire-dash] To get our support in an upcoming next episode, drop your question in the form below! ↓ https://form.typeform.com/to/s5hsLuoI [https://form.typeform.com/to/s5hsLuoI] Join us in Spain at our week-long retreat (and get a year of coaching and community support, too)! Learn more at cheerstoyournextchapter.com [https://cheerstoyournextchapter.com/]. Connect with Xanthe on Instagram: instagram.com/xanthe.appleyard [https://instagram.com/xanthe.appleyard] Connect with Kaitlyn on Instagram: instagram.com/kaitlynskessler [https://instagram.com/kaitlynskessler] See you next week!!

Wanting Instagram Growth + Decisive Action

Ever notice how every time you get close to a goal, some kind of detour or distraction pulls you away from it? Hi, that’s fear, and SAME :). Xanthe gets real about why she’s been letting her energy get pulled away from the things she really wants for her life + business, and Kaitlyn supports her with an action plan that makes it all feel waaaay less scary. Kaitlyn asks Xanthe what her re-entry into Instagram should look like after her season of behind-the-scenes business-ing, and gets advice on exactly what type of content to post if she wants to grow her account in the current online landscape. Side quests include: de-centering your age, inbox boundaries, pitching with confidence, underthinking, taking goals off the pedestal, etc. Don’t create your Want List for May using our free Notion dash below! ↓ DOWNLOAD THE DESIRE DASH [https://ohsierracreative.myflodesk.com/desire-dash] To get our support in an upcoming next episode, drop your question in the form below! ↓ https://form.typeform.com/to/s5hsLuoI [https://form.typeform.com/to/s5hsLuoI] Join us in Spain at our week-long retreat (and get a year of coaching and community support, too)! Learn more at cheerstoyournextchapter.com [https://cheerstoyournextchapter.com/]. Connect with Xanthe on Instagram: instagram.com/xanthe.appleyard [https://instagram.com/xanthe.appleyard] Connect with Kaitlyn on Instagram: instagram.com/kaitlynskessler [https://instagram.com/kaitlynskessler] See you next week!!