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Explore every episode of the podcast Your Win-Win Teacher Business

Dive into the complete episode list for Your Win-Win Teacher Business. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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1–32 of 32

TitlePub. DateDuration
5. Clocking out with confidence01 Jan 202500:12:53

Do you feel confident at the end of your workday that you’ve spent your time wisely? How do you know that you focused on the most important tasks and moved closer to your big picture goals? How do you determine when you’ve done “enough” and can step away from your desk? I’ve got some thoughts, so let’s explore this topic together.

In this episode, you'll meet my office assistant, Focus Toast.

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4. Is this a CEO task?01 Jan 202500:11:19

Whether you are a student in my course or a client on my roster, you’ve probably heard me ask you to reflect “Is this a CEO task?” I can’t think of a topic more important to unpack during our launch episodes. 

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3. My Win-Win Project Management Story01 Jan 202500:10:51

Welcome back to Your Win-Win Teacher Business. In episode #3, I’m sharing the story of how I fell in love with supporting other teacher businesses behind the scenes and why it’s a win-win for my life today.

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2. My Win-Win Teacher Business Story01 Jan 202500:12:52

Welcome back to Your Win-Win Teacher Business. In episode #2, I’m sharing the story of my own teacher business so we can continue getting to know each other. Running a business is a rollercoaster of highs and lows so I’ll share about seasons when it has been a win-win for me, and seasons when it wasn’t. 

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--> Let's chat business on Instagram @teacherjaniceva

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1. My Win-Win Teaching Story01 Jan 202500:09:27

Welcome to the very first episode of Your Win-Win Teacher Business. In episode #1, I’m sharing the story of my teaching career so we can get to know each other. I’ll share about seasons when teaching was a win-win for me, and seasons when it wasn’t. 

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0. Welcome to Your Win-Win Teacher Business19 Nov 202400:01:51

This is YOUR business. Are you being a good boss to yourself? 

I’m Janice Cook and I work with teacherpreneurs to help them recalibrate their business systems and schedules so THEY are in control. My business is a win-win and I see my TPT seller clients achieve a workweek that is profitable, productive, and peaceful. I want YOU to have a win-win business too!

If running your business WAS fun and exciting at the start but now you feel like you’re on a hamster wheel of chaos, please know you are not alone (and that you don’t have to feel this way forever). 

Tune in every Monday morning for a pep talk to start your week off strong. 


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6. Capacity06 Jan 202500:11:14

You can search high and low for productivity hacks and end up right where you started. You’ll hear me talk about capacity a lot on this podcast so let’s take a moment and really lean into that word with curiosity. 

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9. Transitioning from a 20 hour workweek to a 5 hour workweek | Kristina Harrill's Story27 Jan 202500:31:19

Kristina Harrill from Sweet for Kindergarten is sharing her win-win teacher business story today. Her work schedule ebbed and flowed over the years as her family grew, but she kept her goal top of mind and used it to prioritize what tasks fit in her current season of life.

Connect with today's guest:
https://www.sweetforkindergarten.com

https://www.instagram.com/kristinaharrill

https://www.teacherspayteachers.com/store/sweet-for-kindergarten-kristina-harrill

Kristina is a former Kindergarten teacher turned stay-at-home mom to three little ones. With a background in early childhood development, she is passionate about helping parents and educators nurture young minds through play, exploration, and hands-on learning. She believes that building fine motor skills, encouraging creativity, and fostering a love for learning during the early years lays a strong foundation for future success.

Kristina started Sweet for Kindergarten after years of working in the classroom, where she discovered how powerful simple, engaging activities can be for young learners. Now, she shares practical ideas, resources, and tools to make early learning fun and meaningful for both parents and teachers. From hands-on phonics ideas to simple fine motor activities, her goal is to support little ones in growing the skills they need to thrive in school and beyond.

On this journey, she loves sharing a glimpse into her life as a mom of three, along with the brands her family loves, learning activities, and tips for parents. Whether you're preparing your child for Kindergarten or just looking for ways to make playtime purposeful, Kristina will help simplify early childhood development—one fun activity at a time!

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--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

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--> Let's chat business on Instagram @teacherjaniceva

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8. Ideal Workweek20 Jan 202500:10:26

In episode #8 we’re diving into the world of scheduling by zooming out to look at our ideal work schedule for the week.

Set up your schedule for success TODAY with my DIY course

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--> I'd love to support your business

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--> Do you have a win-win story to share with the teacher business community?

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--> Let's chat business on Instagram @teacherjaniceva

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7. Lessons from Zen Guitar | Business Book Club13 Jan 202500:08:31

Welcome back to Your Win-Win Teacher Business. This is our first episode in the Business Book Club series and as you likely saw in the title, today’s book is called Zen Guitar.

Grab your copy of Zen Guitar here (affiliate link):
https://amzn.to/40i1jyG

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

11. Lessons from 12 Week Year - Business Book Club10 Feb 202500:11:22

Welcome back to Your Win-Win Teacher Business. This is our second episode in the Business Book Club series and as you likely saw in the title, today’s book is called 12 Week Year.

Grab your copy of 12 Week Year here (affiliate link):
https://amzn.to/3EpxZyA

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

10. Did your planner change your life yet?03 Feb 202500:08:02

Welcome back to Your Win-Win Teacher Business. In episode # 10 we’ll be talking about planners for work tasks. Which one did you choose for the shiny new year and how is it serving you?

Check out the recently updated FREE PREVIEW of my favorite planning tool today:

https://janice-s-site-3363.thinkific.com/courses/DIY-Asana-Systems-For-Teacherpreneurs


These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

14. Financial Systems and Tax Season Reflections03 Mar 202500:17:49

If you’re like me, you might have that tax preparation information hot off the presses. Let’s talk about some systems you can put in place now that this financial information is available to you as a teacher business owner.

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

13. Balancing Customer Requests Alongside Your Capacity As A Creator | Caitlyn Mink's Story24 Feb 202500:56:36

Caitlyn Mink from The Itsy Bitsy Classroom is sharing her win-win teacher business story today. She shares about how customer requests help her feel connected to those she serves as a creative and also the challenges that she navigates in determining her product creation capacity.

Connect with today's guest:
https://www.instagram.com/theitsybitsy.classroom/

https://www.teacherspayteachers.com/store/the-itsy-bitsy-classroom

Caitlyn is the educator and artist behind The Itsy Bitsy Classroom. She began her journey as a Teacher of the Deaf and Hard of Hearing, working as an Early Intervention Therapist. Since then, she's held various roles, from Preschool Curriculum Support and Kindergarten Teacher to teaching College Sign Language Courses. Now, as a stay at home Mom, she creates ASL clipart and resources and designs creative printable activities for her TPT shop! When she's not creating, she loves spending time outdoors, reading, working on other creative projects and spending time with her husband and two boys.

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

12. Recurring Tasks17 Feb 202500:11:46

When I check off a recurring task in Asana and it automagically holds space on my calendar for Future Me I could squeal with joy. . . and I want you to feel that way about your business planning tool too. Let’s think of some ways you can leverage recurring tasks inside your business.

Check out the recently updated FREE PREVIEW of my favorite planning tool today:

https://janice-s-site-3363.thinkific.com/courses/DIY-Asana-Systems-For-Teacherpreneurs

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

29. The pressures of running a teacher business | BONUS Listener Q&A09 May 202500:06:48

If your teacher business life feels like a pressure cooker, here's the first question we need to find clarity on in order to fix it.

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--> I'd love to support your business

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--> Do you have a win-win story to share with the teacher business community?

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--> Let's chat business on Instagram @teacherjaniceva

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28. 10 Ways I'm Preparing For Summer05 May 202500:23:21

The formula for a perfect summer will ebb and flow over time, but reflecting in these 10 areas always leads me in the right direction. 

If you need support setting up your summer schedule for success or building a strong back to school schedule to return to when summer ends, dive into my DIY course or come join me for a strategy call.

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

19. It Never Hurts To Ask | BONUS episode - Win-Win Storytime Series04 Apr 202500:09:51

In this bonus episode, I’m taking a walk down memory lane and reflecting on the journey of another teacher business owner I’ve had the honor to work with. 

Client A.A.H. bravely asked for the services she needed and advocated for what she needed and I wanted to share her story today because I think it’s an important reminder that it never hurts to ask.

Book a strategy call today: https://www.cookfamilyresources.com/work-with-me/


These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

18. It's Up To Us To Design Our Dream Life | Branda Villacob's Story31 Mar 202500:37:54

Branda Villacob from The Relevant Collective is sharing her win-win teacher business story today. She reminds us that no one is going to come and save us and it is up to us to design the day, week, and life that we dream of. I know you'll enjoy hearing her tips about time tracking and capacity in this guest conversation.

Connect with today's guest:
https://www.therelevantcollective.com/

https://www.instagram.com/therelevantcollective/


Branda is the email copywriter, launch strategist, and chocoholic behind The Relevant Collective. She writes strategic copy for former-teachers-turned-business-owners who channel their skills from the classroom into thriving service and product-based businesses. She's all about turning your pie-in-the-sky goals into reality.

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

17. Spring Cleaning Small Steps - Small Business Owner Edition24 Mar 202500:18:24

At this time of year it can be hard to focus on work, especially if you work from home. It seems like once the weather shifts we get that spring cleaning itch. We want to open the windows to air out the winter germs, grab a big black trash bag, and get All The Things in order in our physical spaces. Let’s talk all things spring cleaning today - small business owner style.


Take a closer look at the Naptime Kitchen Home Reset Audio Course here: https://naptimekitchen.com/the-home-reset/


These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

16. Seven Systems to Skip the Summit Overwhelm17 Mar 202500:23:36

I’m so grateful how virtual summits and online conferences make professional learning accessible. But if we aren’t careful they can cause overwhelm and even have the potential to drive our progress towards the big important goals off track. It’s taken me time to develop systems to help me make the most of these virtual learning opportunities but today I’m sharing my summit systems with you.


These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

15. Lessons from Obsessed: Building A Brand People Love From Day One | Business Book Club10 Mar 202500:22:57

Welcome back to Your Win-Win Teacher Business. This is our second episode in the Business Book Club series and as you likely saw in the title, today’s book is called Obsessed: Building A Brand People Love From Day One 

Grab your copy of Obsessed: Building A Brand People Love From Day One here (affiliate link): https://amzn.to/4jwFC6C

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

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27. Creating SOPs and Actually Using Them | BONUS Listener Q&A02 May 202500:06:45

Why should we create SOPs and how do we build a habit of actually using them? I'm so glad you asked!

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--> Let's chat business on Instagram @teacherjaniceva

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26. Follow the data as you diversify | Samantha Heil's story28 Apr 202500:36:06

Samantha Heil from Samantha in Secondary is sharing her win-win teacher business story today. When the TPT dashboard showed signs of change, she saw the opportunity to be creative and serve the market in new ways that felt like a win-win. 

Today's episode talks about listening to what customers need (as their needs naturally change and evolve over time). Samantha shares advice about networking, leveraging data, and managing her capacity over time to make the most of what is working (which also caring for her creativity so she doesn't burn out).

Connect with today's guest:
https://www.samanthainsecondary.com

https://www.instagram.com/samanthainsecondary

Samantha Heil is the founder of Samantha in Secondary, a resource hub for secondary ELA teachers and media specialists. Since 2012, she’s been dedicated to helping educators save time and spark a love of reading in their classrooms through engaging, standards-aligned materials. A former classroom teacher herself, Samantha brings over a decade of experience into every resource she creates. She’s also the host of the Creating Joyful Readers podcast, where she shares practical tips, literacy strategies, and book recommendations to help educators foster lifelong readers.

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--> Let's chat business on Instagram @teacherjaniceva

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25. Digital organization, SOPs, and Workflows - Oh My! | BONUS Listener Q&A25 Apr 202500:06:43

These terms get tossed around a lot, but what do they actually mean and why do we need to know about them? Let's dive into this listener question together.

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24. 3 Reasons Taking A Vacation Might Feel Hard21 Apr 202500:12:07

 Welcome back to Your Win-Win Teacher Business.  In episode number 24, we'll be talking about three reasons taking a vacation might feel hard as a teacher business owner.

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--> Let's chat business on Instagram @teacherjaniceva

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23. Intrigued and curious about Asana? 2 free steps you could take | BONUS Listener Q&A18 Apr 202500:05:28

If you're curious if Asana might be able to solve a problem inside your teacher business, I've got some free steps you can take to learn more.

Hop on my coffee chat calendar HERE.

Take a look at my free course preview HERE.

Watch the guest training mentioned in this episode HERE.


Do you have a question that you'd like to hear answered in a future episode?

Ask your question HERE.

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

22. Lessons from The Secret - Business Book Club14 Apr 202500:18:14

Welcome back to Your Win-Win Teacher Business. This is our fourth episode in the Business Book Club series and as you likely saw in the title, today’s book is called The Secret.

Grab your copy of The Secret here (affiliate link).

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

21. One Connection Point and the Power of Community | BONUS episode - Win-Win Storytime Series11 Apr 202500:08:08

In this bonus episode, I’m taking a walk down memory lane and reflecting on the journey of another teacher business owner I’ve had the honor to work with. 

Client B.B.F. felt ready to take a step in a new direction for her business and while it was scary, she found someone inside her network that she trusted and let them help her close the gap in an area she was curious about so that she could find clarity towards the next right step. 

I wanted to share her story today because I think it’s an important reminder that we have some great resources already in our network of friends and connection can be a powerful tool we forget to leverage.

Book a strategy call today: https://www.cookfamilyresources.com/work-with-me/

These show notes may contain affiliate links.
I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

Apply to be a guest here

--> Let's chat business on Instagram @teacherjaniceva

Reach out on Instagram here

20. Resets and Maintenance Are Part of Business07 Apr 202500:09:19

Welcome back to Your Win-Win Teacher Business. In episode #20 we’re talking about the ongoing business maintenance tasks and systems resets that are a completely normal part of being a successful teacherpreneur.

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30. Lessons from Profit First - Business Book Club12 May 202500:25:57

Welcome back to Your Win-Win Teacher Business. Today's episode is part of our Business Book Club series, and the book we'll be discussing is called Profit First.

Grab your copy of Profit First here (affiliate link).

These show notes may contain affiliate links.
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31. Focusing On Needle Movers and Growth With Multiple Income Streams | BONUS Listener Q&A16 May 202500:08:11

Build multiple streams of income, they said. But how do we prioritize our time to truly move the needle? Great question!

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I may receive commissions for purchases made through links in this description.

--> I'd love to support your business

Learn more here

--> Do you have a win-win story to share with the teacher business community?

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--> Let's chat business on Instagram @teacherjaniceva

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