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Holly Ashby

Holly Ashby is a writer, social media manager, and brand ambassador for The Hideaways Club. Interested in millennial trends, digital nomadism, and the wellness industry, she writes for various publications while helping businesses with content creation and defining their social media strategy.

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Holly Ashby

Holly Ashby is a writer, social media manager, and brand ambassador for The Hideaways Club. Interested in millennial trends, digital nomadism, and the wellness industry, she writes for various publications while helping businesses with content creation and defining their social media strategy.

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Imagine someone telling you: “I finally know what Imagine someone telling you: “I finally know what I want to do with my life.” After months—or maybe years—of feeling stuck. They finally see their strengths. They finally have clarity about what’s next. They finally believe they can make the change. And a conversation with you helped them get there. 🤍 That’s career coaching. It’s not just résumés and interviews. It’s helping someone see possibilities they couldn’t see before—and giving them the confidence and strategy to move forward. You get to build a career helping other people build careers they love. I can’t think of many jobs more meaningful than that. If you’ve ever thought, “I would LOVE to do this,” comment KIT and I’ll send you my free Career Coach Startup Kit.
I did everything I thought I was supposed to do. I did everything I thought I was supposed to do. Got the degree. Built the career. Earned the salary. On paper, I was successful. But there was one problem: I didn’t actually want the life that came with that version of success anymore. That’s a hard thing to admit when you’ve spent years working toward it. But changing your mind about what you want doesn’t erase everything you’ve accomplished. Your experience still matters. Your skills still matter. Everything you’ve learned still matters. For me, the answer wasn’t throwing it all away. It was using everything I’d learned to build something different. That’s eventually what led me to career coaching—and work that felt meaningful, flexible, and much more aligned with the life I actually wanted. Sometimes success isn’t climbing higher. Sometimes it’s finally giving yourself permission to choose a different ladder. 🤍 If you’ve been wondering whether career coaching could be your next chapter, comment KIT and I’ll send you my free Career Coach Startup Kit.
Heads up! Applications opened this week for the fa Heads up! Applications opened this week for the fall cohort of Classy Career Girl Career Coach Certification. It’s been so amazing seeing the progress of our 30 coaches in our program over the last year. Our coaches are already having profitable months in their Career Coaching businesses before the certification program has even ended! How awesome is that! There are limited spots in our next Certification round. I have some people in mind that I will be reaching out to personally, but your first step is to fill out the application. Comment COACH and I’ll send over the application. Talk soon! Anna P.S. Applications for fall will only be open for a limited time. So don’t wait to complete it! We only open twice a year so now is the time!
Want to become a career coach but wondering how yo Want to become a career coach but wondering how you actually make money doing it? 👀 There are 3 main income streams you can build as a career coach: 1️⃣ Individual Coaching — Work 1:1 with clients and help them navigate career changes, job searches, promotions, and more. 2️⃣ Digital Products — Turn your expertise into resources you can sell again and again, like guides, templates, courses, or toolkits. 3️⃣ Group Coaching — Help multiple clients at once through a structured coaching program or experience. And here’s the best part: you don’t have to choose just one. You can start with one income stream and add others as your coaching business grows. ✨ Want help getting started? Grab my Career Coach Startup Kit. It will help you take those ideas about becoming a career coach and start turning them into an actual coaching business. Inside, you’ll get practical resources to help you start thinking through your offer, your clients, and how you’ll make money as a career coach. 👉 Comment “KIT” below and I’ll send you the Career Coach Startup Kit. Which income stream would you start with — 1, 2, or 3?
Anyone else feel like Monday gets so much easier w Anyone else feel like Monday gets so much easier when you know exactly what matters this week? 🙋‍♀️ I’ve been using this simple weekly planning process for years to get everything out of my head, prioritize what actually needs to happen and start the week feeling focused instead of overwhelmed. And I made the exact template I use into a FREE printable for you. Inside, I’ll walk you through how to: ✨ Map out your priorities ✨ Plan the week ahead ✨ Stop letting the urgent take over the important ✨ Make progress on the goals that actually matter to you Because productivity isn’t about doing more. It’s about doing the right things. Want a copy? Comment PLAN below and I’ll send you my free Weekly Planning Template. 👇 And tag a friend who could use a fresh start this week! 🤍
I was successful on paper. Good career. Good salar I was successful on paper. Good career. Good salary. Good education. But Sunday night still came with that pit in my stomach. That’s when I realized success and fulfillment aren’t the same thing. Comment KIT for my career coach start-up kit and learn how to start the best career in the world.
Maybe you don’t need another corporate promotion. Maybe you don’t need another corporate promotion. Maybe the next level of your career isn’t moving UP. For years, we’re taught that success looks like: The next title. The bigger salary. The corner office. More responsibility. But what if everything you’ve learned along the way was preparing you for something different? What if your experience could help someone else find the right career, land the job, negotiate the salary, or finally make the change they’ve been afraid to make? Sometimes the next step isn’t climbing another rung on the ladder. Sometimes it’s taking everything you’ve learned and using it to help someone else move forward. 🤍 That’s one of the reasons I love career coaching. You don’t have to throw away your career experience and start over. You can turn it into your next career. If you’ve ever wondered whether you could become a career coach, comment KIT and I’ll send you my free Career Coach Startup Kit.
Becoming a mom changed what I wanted from my caree Becoming a mom changed what I wanted from my career. It didn’t make me less ambitious. I still wanted meaningful work. I still wanted to make great money. I still wanted to grow and make an impact. I just wanted something else too: More control over my time. I wanted work that could grow around my family instead of constantly asking my family to grow around my work. That’s one of the reasons I love career coaching so much. I can do work that genuinely changes people’s lives AND build a business with flexibility, multiple income streams, and room for the life I want outside of work. Motherhood didn’t make me want less. It made me much clearer about what “success” needed to look like. 🤍 If you’re a mom wondering whether career coaching could give you the meaningful work + flexibility you’re looking for, comment KIT and I’ll send you my free Career Coach Startup Kit.
I did everything I thought I was supposed to do. I did everything I thought I was supposed to do. Got the degree. Built the career. Earned the salary. On paper, I was successful. But there was one problem: I didn’t actually want the life that came with that version of success anymore. That’s a hard thing to admit when you’ve spent years working toward it. But changing your mind about what you want doesn’t erase everything you’ve accomplished. Your experience still matters. Your skills still matter. Everything you’ve learned still matters. For me, the answer wasn’t throwing it all away. It was using everything I’d learned to build something different. That’s eventually what led me to career coaching—and work that felt meaningful, flexible, and much more aligned with the life I actually wanted. Sometimes success isn’t climbing higher. Sometimes it’s finally giving yourself permission to choose a different ladder. 🤍 If you’ve been wondering whether career coaching could be your next chapter, comment KIT and I’ll send you my free Career Coach Startup Kit.
Heads up! Applications opened this week for the fa Heads up! Applications opened this week for the fall cohort of Classy Career Girl Career Coach Certification. It’s been so amazing seeing the progress of our 30 coaches in our program over the last year. Our coaches are already having profitable months in their Career Coaching businesses before the certification program has even ended! How awesome is that! There are limited spots in our next Certification round. I have some people in mind that I will be reaching out to personally, but your first step is to fill out the application. Comment COACH and I’ll send over the application. Talk soon! Anna P.S. Applications for fall will only be open for a limited time. So don’t wait to complete it! We only open twice a year so now is the time!
Want to become a career coach but wondering how yo Want to become a career coach but wondering how you actually make money doing it? 👀 There are 3 main income streams you can build as a career coach: 1️⃣ Individual Coaching — Work 1:1 with clients and help them navigate career changes, job searches, promotions, and more. 2️⃣ Digital Products — Turn your expertise into resources you can sell again and again, like guides, templates, courses, or toolkits. 3️⃣ Group Coaching — Help multiple clients at once through a structured coaching program or experience. And here’s the best part: you don’t have to choose just one. You can start with one income stream and add others as your coaching business grows. ✨ Want help getting started? Grab my Career Coach Startup Kit. It will help you take those ideas about becoming a career coach and start turning them into an actual coaching business. Inside, you’ll get practical resources to help you start thinking through your offer, your clients, and how you’ll make money as a career coach. 👉 Comment “KIT” below and I’ll send you the Career Coach Startup Kit. Which income stream would you start with — 1, 2, or 3?
Anyone else feel like Monday gets so much easier w Anyone else feel like Monday gets so much easier when you know exactly what matters this week? 🙋‍♀️ I’ve been using this simple weekly planning process for years to get everything out of my head, prioritize what actually needs to happen and start the week feeling focused instead of overwhelmed. And I made the exact template I use into a FREE printable for you. Inside, I’ll walk you through how to: ✨ Map out your priorities ✨ Plan the week ahead ✨ Stop letting the urgent take over the important ✨ Make progress on the goals that actually matter to you Because productivity isn’t about doing more. It’s about doing the right things. Want a copy? Comment PLAN below and I’ll send you my free Weekly Planning Template. 👇 And tag a friend who could use a fresh start this week! 🤍

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