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What happens when you go from CEO of an ed-tech company to a stay-at-home mom to launching a business that helps teachers leave the classroom? Lisa Harding joins Rachael to talk about her unexpected leap into entrepreneurship—and how she went from supporting teachers inside the system to empowering them to find freedom outside of it.

In this conversation, Lisa shares how she overcame the fear of judgment, the ethical questions she wrestled with, and why she felt morally obligated to help teachers transition out of the classroom with support, strategy, and a whole lot of heart.

We also dive into:

• What sparked Lisa’s career shift (hint: it wasn’t about being her own boss—at first)
  
  
• The imposter syndrome she faced, even after leading a company as CEO
  
  
• Why teachers make incredible employees and entrepreneurs
  
  
• The surprising power of supportive community during any big life transition
  
  
• Her advice for teachers who are scared to make the jump—or unsure if they even should
  
  

Whether you’re a burned-out teacher, a quiet entrepreneur, or someone wondering what else is out there—this one’s for you.

🔗 Resources Mentioned:

• Teacher Career Transition Academy
  
  
  
• Free Career Directory with 200+ career options for former teachers: Grab it here.
  
  
• Facebook Group for Career Transitioning Teachers: Check it out here
  
  
  

🧠 Connect with Lisa Harding:

• Instagram: @teachercareertransitionacademy
  
  
• Podcast: Beyond the Classroom
  
  
  

📬 Like this episode?
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Thanks so much for listening! Don't forget to subscribe so you don't miss an episode. Episodes now drop on the second Wednesday of each month, with some bonus episodes dripped in between.

Stay connected with your host, Rachael, on the 'Gram: @rachaelwritingcopy

Subscribe to Rachael's weekly newsletter: The Real Deal Digest

Is your DIY copy not converting like you want it to? Take this quiz and get some answers on how to fix it: What's Your Copywriting Blindspot?

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In this episode of Do What You Want, we explore life, death, and everything in between with certified death doula Jill McClennen, host of the Seeing Death Clearly podcast. We talk about:

• Why preparing for death doesn’t make it arrive sooner—and how that superstition can create chaos later on.
• Jill’s powerful “aha moment” that led her from bakery owner to death doula after caring for her grandmother.
• What it’s like to start a business in a niche most people avoid thinking about—and how she makes it approachable
• Her experience supporting a client through New Jersey’s Medical Aid in Dying law and why language matters.
• The unseen chaos families face when there’s no plan: healthcare proxies, passwords, and last wishes left unspoken.
• How facing death has changed the way Jill lives—more present, more grateful, and more intentional.
• The balance between following a soul-calling and making a sustainable living—and why choosing stability doesn’t mean failure.

You can learn more about Jill her business at www.endoflifeclarity.com

Listen to her podcast here: Seeing Death Clearly

Jill's YouTube: End of Life Clarity

Thanks so much for listening! Don't forget to subscribe so you don't miss an episode. Episodes now drop on the second Wednesday of each month, with some bonus episodes dripped in between.

Stay connected with your host, Rachael, on the 'Gram: @rachaelwritingcopy

Subscribe to Rachael's weekly newsletter: The Real Deal Digest

Is your DIY copy not converting like you want it to? Take this quiz and get some answers on how to fix it: What's Your Copywriting Blindspot?

Send us a text

In this powerful episode of Do What You Want, I’m joined by Maria Gabriela Guevara, a former pharmacist turned Ayurvedic practitioner who helps women navigate perimenopause, burnout, and midlife transitions with compassion, clarity, and ancient wisdom.

We dive into what happens when your body starts sending signals you can’t ignore—and how those whispers (or full-on screams) can become your greatest guides in life and business.

Whether you’re a health coach, holistic practitioner, or simply an entrepreneur craving more alignment, this conversation will help you reframe burnout, rethink your relationship with aging, and trust the power of doing things differently.

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Maria's IG: @intuitive_ayurveda

Get Maria's Starter Kit at https://www.intuitiveayurveda.com/starterkit

Thanks so much for listening! Don't forget to subscribe so you don't miss an episode. Episodes now drop on the second Wednesday of each month, with some bonus episodes dripped in between.

Stay connected with your host, Rachael, on the 'Gram: @rachaelwritingcopy

Subscribe to Rachael's weekly newsletter: The Real Deal Digest

Is your DIY copy not converting like you want it to? Take this quiz and get some answers on how to fix it: What's Your Copywriting Blindspot?