Teachers Make the Leap
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.
Episodes
87 episodes
Setting Intentions for 2025
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...
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28:11
Minisode: Updates for 2025!
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
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2:19
Navigating Business Through Life's Big Changes: A Candid Conversation
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 ...
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18:33
Year-End Reflections Part 2: Embracing New Growing Pains
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 h...
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24:12
Year End Reflections Part 1: Biggest Joys, Best Books, and Would-Watch-Again Shows of 2024
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 sha...
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31:32
Our Favorite Episodes of 2024: A Year in Review 🎧✨
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 th...
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17:52
From Poetry PhD to Financial Marketing: How Derek Pollard Found Success in Business
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 ...
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47:14
From Reading Specialist to Copywriter: How Danielle Built a Business During Maternity Leave
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 succ...
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33:08
Dream Clients Do Exist: Real Talk About Client Relationships Part 2
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 ...
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22:00
The Good, The Bad, and The Boundaries: Real Talk About Client Relationships Part 1
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 t...
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24:08
How to Have More Fun in Your Business-Building Journey
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...
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23:53
4 Sneaky Obstacles to Watch Out for When You're Just Starting Out
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 ove...
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22:51
4 Reasons Teachers Make Excellent Copywriters
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 cop...
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22:09
What It Really Takes to Start Earning Money Copywriting in 3 Months
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...
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25:39
'Will I really have time to start a copywriting business while teaching?': Our Honest Thoughts
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 opport...
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22:55
The Only 5 Start-Up Costs New Copywriters Need to Plan for in Their First Year of Business
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.
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17:25
How to Get Started as a Copywriter When You Don't Have Any Experience (Yet)
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 wel...
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19:10
How Hillary Prepares for Maternity Leave as a Business Owner
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 ...
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21:03
The Exact Steps We Would Take to Go From Zero to $10K Months in 2024
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 he...
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33:22
When to Say Yes to 'Non-Ideal' Clients (and When to Say No!) in Your First Year of Business
In this episode of Teachers Make the Leap, Kristin and Hillary discuss potential grey areas of choosing when to work with 'non-ideal' clients — especially in the first year or so of business. They also discuss a few non-negotiable red flags to ...
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25:46
How Corrie Became a Copywriter After 15 Years in the Classroom
In this episode of Teachers Make the Leap, former high school English teacher Corrie Myers shares her journey from the classroom to founding her own copywriting business. Discover how Corrie leveraged her 15-year teaching career to...
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27:30
Summer Office Hours, August 2024 (Part 1)
On this episode of Teachers Make the Leap, you'll get an inside look at Summer Office Hours. This summer Kristin and Hillary are hosting free open office hours to the teachers on their email list where they come and ask questions about copywrit...
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40:34