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The Holiday Headstart - Podcast

The Holiday Headstart

Do you want to make the holidays magical and memorable but life gets in the way and things end up feeling stressful instead of special?

You’re in the right place. Co-hosts Emily and Heidi are two sisters and former elementary school teachers who have cracked the code on how to keep up with all the annual holidays, events, and day-to-day to-dos. 

They’ve learned how to bring their experience and planning in the classroom into their personal lives - and now they want to share their best tips with you.

Tune in weekly to learn how to work just a little at a time so the days that you look forward to most don’t get sacrificed to the busyness of daily life. They’ll talk holiday planning (hello, Christmas!), traditions, and ordinary days too…because those should feel just as significant!

Whether you’re a mom or not, this podcast will give you the headstart you need to not only plan unforgettable moments, but enjoy them too!

Follow along on Instagram @theholidayheadstart.

Kids & Family Parenting Education Self-Improvement How To
Update frequency
every 8 days
Average duration
22 minutes
Episodes
36
Years Active
2024 - 2025
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Your September Holiday Reset: The 5 Tasks That Matter Most

Your September Holiday Reset: The 5 Tasks That Matter Most

Feeling behind on your holiday prep? Don’t worry—you’re not alone, and September is the perfect month to hit reset. In this episode of The Holiday Headstart Podcast, we’re taking a step back from our…

00:23:48  |   Wed 10 Sep 2025
5 August Tasks to Make Your December So Much Easier [Episode 34]

5 August Tasks to Make Your December So Much Easier [Episode 34]

August is the sweet spot for getting ahead without the pressure. This month, we're sharing five practical tasks that will make your December so much smoother: from coordinating gift exchanges early t…

00:23:50  |   Tue 26 Aug 2025
33. The Back-to-School Roadmap for Busy Moms

33. The Back-to-School Roadmap for Busy Moms

What if instead of white-knuckling your way through supply lists and schedule changes, you could actually feel prepared, maybe even excited, for the new school year?

We're taking our proven 10-step ho…

00:29:19  |   Tue 12 Aug 2025
32. 5 Tasks for July to Save Your Sanity in December

32. 5 Tasks for July to Save Your Sanity in December

In this episode, we're sharing five gentle ways to get ahead on holiday prep while you're still enjoying those pool days and popsicles. From stocking up during back-to-school sales to finally startin…

00:22:23  |   Wed 30 Jul 2025
31. 5 Holiday To Dos You Can Check Off in June

31. 5 Holiday To Dos You Can Check Off in June

We're six months out from the holidays. It’s too early for tinsel, but we’re just in time for some smart prep! In this episode, we share five simple tasks you can tackle now to make December feel a w…

00:21:55  |   Sat 28 Jun 2025
30. The Easiest To Do List: 5 Ways to Plan Christmas from Your Couch This May

30. The Easiest To Do List: 5 Ways to Plan Christmas from Your Couch This May

Welcome to the 100 Days of May—also known as May-Cember, the month that feels like it never ends! In this episode, we’re talking TV Tasks—easy, screen-friendly activities you can do on your phone whi…

00:26:21  |   Wed 28 May 2025
29. How Knowing Yourself Better Can Bring More Joy to Your Holiday Planning

29. How Knowing Yourself Better Can Bring More Joy to Your Holiday Planning

In this episode of Holiday Headstart, we dive into how understanding yourself through Gretchen Rubin’s Four Tendencies framework can completely change the way you plan for Christmas—and reduce your s…

00:30:03  |   Sat 26 Apr 2025
28. 5 Tasks To Do in April to Get Ahead for Next Christmas

28. 5 Tasks To Do in April to Get Ahead for Next Christmas

We’re back with five more simple tasks to help you chip away at holiday prep throughout the year! Whether you’re just joining us or have been following along, these tips are designed to make the holi…

00:26:21  |   Wed 09 Apr 2025
27. Do These 5 Easy Things in March to Get Ahead for Christmas!

27. Do These 5 Easy Things in March to Get Ahead for Christmas!

Planning ahead for Christmas can feel overwhelming, but small steps now can make the holiday season smoother and happier. In this episode, we’re sharing five practical ways to get ahead on holiday pl…

00:19:49  |   Wed 19 Mar 2025
26. Easy Festive Traditions You Can Try For St. Patrick's Day [Episode 26]

26. Easy Festive Traditions You Can Try For St. Patrick's Day [Episode 26]

Hey friends! In this episode of Holiday Head Start, we’re sharing a fun roundup of St. Patrick’s Day ideas—some from our own childhood traditions and some fresh inspiration from others. The beauty of…

00:20:09  |   Wed 05 Mar 2025
25. Why You Should Write Yourself a Permission Slip for Upcoming Holidays

25. Why You Should Write Yourself a Permission Slip for Upcoming Holidays

Ever feel like you need permission to set boundaries, take up space, or just be yourself in tough situations? In this episode, we’re diving into one of Brené Brown’s most genius ideas—permission slip…

00:24:12  |   Wed 26 Feb 2025
24. How To Decide if Your Holiday Traditions Still Work For You

24. How To Decide if Your Holiday Traditions Still Work For You

Traditions make the holiday season feel magical, but they can also lead to stress and overwhelm. In this episode, we’re taking a step back to evaluate which traditions are truly meaningful and which …

00:22:26  |   Wed 19 Feb 2025
23. 5 Easy Tasks To Do in February to Get Ahead for Next Christmas

23. 5 Easy Tasks To Do in February to Get Ahead for Next Christmas

In January, we shared five simple ways to get ahead on your Christmas prep (check out Episode 20 if you missed it). Today, we’re continuing the momentum with five simple tasks you can tackle in Febru…

00:21:46  |   Wed 12 Feb 2025
22. Easy Valentine's Day Traditions To Start With Your Family This Year

22. Easy Valentine's Day Traditions To Start With Your Family This Year

Welcome back to Holiday Head Start! Today, we’re sharing a roundup of Valentine’s Day traditions—some we’ve loved for years, and some fun new ideas we’ve gathered along the way. From Secret Cupid exc…

00:29:49  |   Tue 04 Feb 2025
21. Top 10 Tips for Planning a Holiday Class Party

21. Top 10 Tips for Planning a Holiday Class Party

Every year since 2001, we’ve been knee-deep in the joys (and chaos!) of holiday class parties. After two and half decades, we’ve collected invaluable insights to help make class parties fun and manag…

00:31:06  |   Wed 29 Jan 2025
20. 5 Things You Can Do in January to Get Ahead for Next Christmas (Seriously!)

20. 5 Things You Can Do in January to Get Ahead for Next Christmas (Seriously!)

Christmas may feel far away, but it’s never too early to start getting ahead. In this episode, we’re sharing five easy tasks you can tackle in January to set yourself up for a smoother, more joyful h…

00:19:56  |   Wed 22 Jan 2025
19. You Did It! Now What? 5 Themes to Help Plan the Year Ahead

19. You Did It! Now What? 5 Themes to Help Plan the Year Ahead

The holidays may be behind us, but that doesn’t mean the work stops. We're here to keep the holiday spirit alive while planning ahead for a stress-free and joyful year. From meaningful, memorable tra…

00:19:51  |   Wed 15 Jan 2025
18. The Big Holiday Debrief Episode: What Went Well and What Didn't

18. The Big Holiday Debrief Episode: What Went Well and What Didn't

Christmas is officially behind us, but before we get too far into January, we're pausing to reflect on the holiday season we just experienced. In this episode, we share our highs and lows, lessons le…

00:44:41  |   Wed 08 Jan 2025
17. Holiday Pep Talk: New Year, Same You

17. Holiday Pep Talk: New Year, Same You

Can you believe we’ve stepped into a brand-new year? As we kick off this year, we’re here with a pep talk that skips the pressure to reinvent yourself and instead invites you to start from where you …

00:06:35  |   Wed 01 Jan 2025
16. Holiday Pep Talk: The Magic of the Week After Christmas

16. Holiday Pep Talk: The Magic of the Week After Christmas

Merry Christmas! You did it! We're here with a special post-Christmas pep talk to help you embrace the sweet, quiet magic of the time after the holidays.

Now, you’ve arrived in the quiet, magical in-b…

00:06:23  |   Wed 25 Dec 2024
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