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Teachers Make the Leap is a show that empowers educators to embrace the possibilities of online business. Kristin and Hillary are two former teachers turned online business owners who have created flexible work schedules, exceeded their teaching incomes, and built thriving businesses that keep them fulfilled and excited to show up for their clients. If you dream of finally leaving teaching to be able to make your own schedule and increase your earning potential, join us each week as we explore real ways to get there through online business.
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In this interview-style episode, Hillary shares with Kristin what it's like coming back to her business after 3 months of maternity leave. She shares how she's feeling emotionally as well as what she's doing to get back into the groove and start bringing in more projects. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an episode of Teachers Make the L...
Kristin and Hillary reflect on their intentions for 2025, sharing what they want more of in the New Year, how they can be more fully themselves, and in what areas they want to grow. Full Questions to Guide Intention-Setting What do you want more of in the new year?How can you be more fully YOU in 2024? And what's holding you back?What is no longer serving you in your life? And what do you want instead?What single thing could you do this coming year to feel more intentional about how you spend...
Listen here for a quick update on what you can expect from us in 2025. We're looking forward to more conversations and more great content for the Teachers Make the Leap community. <3 Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts. And to stay in the know about all...
In this episode, Hillary and Kristin have an honest conversation about managing a business during major life transitions. Hillary shares her experience being on maternity leave with her second child, discussing the complex emotions of stepping away from business while caring for a newborn. Meanwhile, Kristin opens up about making significant pivots in her business model and the challenges and rewards of decision-making as a solo entrepreneur. Want to ask Kristin and Hillary a question? Click ...
In par two of their year-end reflection series, Kristin and Hillary dive deeper into the challenges, learnings, and transformative moments that shaped their 2024. From navigating business evolution to finding comfort in discomfort, they share honest insights about their entrepreneurial journey. Hillary's Year-End Reflection Questions: What was an unexpected joy this past year? What was your favorite book you read this year? What was your favorite movie or TV show? What worked ...
Join Kristin and Hillary for part one of their annual reflection episode where they unpack the unexpected delights and simple pleasures that made 2024 special. From sunny afternoons on coffee shop patios to international adventures, they're sharing the moments—and the books—that shaped their year. Hillary's Year-End Reflection Questions: What was an unexpected joy this past year? What was your favorite book you read this year? What was your favorite movie or TV show? What work...
Join Kristin and Hillary as they take a look back at their most favorite and beloved episodes from their first full year of podcasting! From heartwarming guest interviews to candid business discussions, they're sharing the conversations that shaped Teachers Make the Leap in 2024. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an episode of Teache...
In this episode of Teachers Make the Leap, Derek Pollard shares his unexpected journey from earning a PhD in Poetry to founding Constellar Creative, where he helps financial advisors tell compelling stories through content marketing. Key highlights: How poetry and financial marketing share surprising connectionsTransferable skills from academia that create magic in businessDerek's POET framework for content marketing successWhy academic credentials carry unique value in the business worldBuil...
In today's episode, you'll meet Danielle Bouchard, a former elementary teacher and reading specialist who transformed her career while on maternity leave. Danielle shares her journey from classroom to copywriting, revealing how she built a successful business serving motherhood and family brands. Listeners will discover: Why Danielle left teaching after a decade in educationHow she turned her maternity leave into a business opportunityTips for maximizing productivity during nap timesWhy minds...
After sharing their challenging client stories last week, Kristin and Hillary reveal the flip side—their most fulfilling client relationships that made them fall in love with copywriting. In this episode, you'll learn about: Working with industry leaders who become friendsHow ideal clients respect your expertise and pricingThe joy of seeing your copy succeed in the real worldBuilding long-term relationships beyond just projectsPlus, discover how finding your dream clients can help shape your ...
Ever had that pit-in-your-stomach feeling when opening an email from a client? In this candid episode, Kristin and Hillary pull back the curtain on their most challenging client experiences and the powerful business lessons they learned along the way. They share: A detailed story of receiving harsh feedback and how to handle it professionallyWhy ignoring red flags can lead to difficult client situationsThe importance of trusting your gut when something feels offHow setting clear boundaries tr...
Building a business doesn't have to feel like a constant grind. In this episode, Kristin and Hillary explore practical ways to infuse more joy and fun into your entrepreneurship journey, even during the challenging parts. Key Topics: The importance of "holding things loosely" and letting go of rigid expectationsPractical strategies for tackling resistance-inducing tasksHow changing your environment can transform your work experienceMaking tedious tasks collaborative and enjoyableBringin...
Think time is your biggest obstacle to building a successful copywriting business? Think again! In this episode, Kristin and Hillary break down the four major roadblocks that actually hold new copywriters back – and more importantly, how to overcome them. Whether you're just starting out or feeling stuck in your journey, this episode provides actionable strategies to push past common obstacles and build momentum in your business. Key Topics: Moving past the "Can I do this?" mindsetHandling ot...
In this episode of Teachers Make the Leap, Kristin and Hillary share 4 reasons why teachers make incredible copywriters — and how teachers naturally develop skills inside the classroom that lend themselves to professional copywriting. They're also sharing why copywriting was such a great alternative career path to teaching, as opposed to traditional 9-5 employment. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an up...
In this episode of Teachers Make the Leap, Kristin and Hillary pull back the curtain and share exactly what they did in their first 3 months of starting their businesses to be able to start working with clients and earning money in less than 90 days. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an episode of Teachers Make the Leap, subscribe n...
In this episode of Teachers Make the Leap, Kristin and Hillary share their thoughts on how to recognize when you're truly too busy to fit building a business — which is no small feat — into a busy teaching schedule, and when you can spot opportunities to make time for your business-building journey. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an ep...
In this episode of Teachers Make the Leap, Kristin and Hillary unpack the only 4-5 expenses new copywriters really need to plan for to start and run a successful business online. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer it on an upcoming episode of Teachers Make the Leap! To make sure you never miss an episode of Teachers Make the Leap, subscribe now wherever you listen to podcasts. And to stay in the know ...
In this episode of Teachers Make the Leap, Kristin and Hillary share what you can do to start building experience as a copywriter when you're starting from zero. They cover what you can do in the 'consuming' phase of the learning process as well as what you can do in the 'doing' phase to start applying what you know. By following these steps, you can be ready to work with clients in as little as 2 to 3 months! Want to ask Kristin and Hillary a question? Click here to submit your question to t...
In this episode of Teachers Make the Leap, Kristin asks Hillary all about her experiences prepping for maternity leave. Hillary shares what she did (and what it was like) to prepare for her first maternity leave in 2022, and how her experience has been different this time around. (In case you didn't know, Hillary is expecting her second child at the end of September, 2024!) Tune in to hear how Hillary spent 9 months building a team to keep her business running so she could enjoy 3 months of ...
In this episode of Teachers Make the Leap, Hillary and Kristin discuss the exact steps they would take to reach $10K months if they were starting their copywriting businesses from scratch in 2024. They cover strategies that will help new copywriters differentiate themselves from other copywriters, find their initial clients, and work up to $10k months within a year to 18 months. Want to ask Kristin and Hillary a question? Click here to submit your question to the podcast. We'll answer ...
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