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:

1. What was an unexpected joy this past year?
2.  What was your favorite book you read this year?
3.  What was your favorite movie or TV show?
4.  What worked out in your favor this year?
5.  How satisfied were you with your work this year? What did you enjoy and not enjoy?
6.  What was the biggest thing you learned about yourself?
7.  What was your biggest challenge this year?
8.  What is one magical moment that made you feel alive or grateful or joyful?
9.  What are three adjectives you would use to describe 2023?
10.  What will you choose to remember 2023 for?

Grab a journal and your favorite drink and enjoy some focused time of reflection on the year past. 

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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:

1. What was an unexpected joy this past year?
2.  What was your favorite book you read this year?
3.  What was your favorite movie or TV show?
4.  What worked out in your favor this year?
5.  How satisfied were you with your work this year? What did you enjoy and not enjoy?
6.  What was the biggest thing you learned about yourself?
7.  What was your biggest challenge this year?
8.  What is one magical moment that made you feel alive or grateful or joyful?
9.  What are three adjectives you would use to describe 2023?
10.  What will you choose to remember 2023 for?

Grab a journal and your favorite drink and enjoy some focused time of reflection on the year past. 

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 Teachers Make the Leap, subscribe now wherever you listen to podcasts.

And to stay in the know about all the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 connections
• Transferable skills from academia that create magic in business
• Derek's POET framework for content marketing success
• Why academic credentials carry unique value in the business world
• Building a successful business while maintaining your teaching spirit

Connect with Derek:

• LinkedIn: Derek Pollard
• Website: ConstellarCreative.com
• Email: [email protected]

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 education
• How she turned her maternity leave into a business opportunity
• Tips for maximizing productivity during nap times
• Why mindset shifts were crucial for Danielle's career transition

Plus, learn how Danielle uses her teaching background to serve family-focused brands and educational businesses.

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 friends
• How ideal clients respect your expertise and pricing
• The joy of seeing your copy succeed in the real world
• Building long-term relationships beyond just projects

Plus, discover how finding your dream clients can help shape your business direction and niche.

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 professionally
• Why ignoring red flags can lead to difficult client situations
• The importance of trusting your gut when something feels off
• How setting clear boundaries transformed their businesses
• Why letting go of challenging clients often leads to better opportunities

Plus, discover why getting negative feedback doesn't mean you're bad at what you do - and how to use these experiences to grow stronger as a business owner.

Stay tuned for Part 2 where Kristin and Hillary dive into their BEST client experiences!

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 expectations
• Practical strategies for tackling resistance-inducing tasks
• How changing your environment can transform your work experience
• Making tedious tasks collaborative and enjoyable
• Bringing creativity and play into your business practices
• The value of authenticity over maintaining a "professional persona"

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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?" mindset
• Handling others' opinions about your new venture
• Breaking free from perfectionism paralysis
• Shifting from scarcity to abundance thinking

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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.

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 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 the exciting things we’re doing to help more teachers leave the classroom to become their own bosses, follow us on Instagram at @teachersmaketheleap or join our online newsletter by visiting www.teachersmaketheleap.com.