This week on the Grow Like a Mother podcast, I’m joined by Rashi Kakkar, a global leadership expert, former management consultant, and founder of the Decks & Diapers newsletter, for a powerful conversation about what happens when the life you’ve built on paper doesn’t match the one you’re actually living.

Rashi shares how she realized that chasing traditional success left her burned out, misaligned, and disconnected from what truly mattered and how she found the courage to pivot, own her story, and lead with authenticity. We talk about ambition, motherhood, identity, and what it means to stop performing and start living.

We talk about:

• The moment she realized success ≠ happiness

• Why she turned down a major promotion to explore joy and curiosity

• The truth about working motherhood (and why she’s not hiding it anymore)

• How Decks & Diapers became a community lifeline during the pandemic

• Leading with empathy in male-dominated spaces

• The difference between glass balls and plastic ones
  

Timestamps:

3:20 – “I always confused success with achievement… which was happiness, right?”

6:10 – When she realized getting the promotion wouldn’t actually make her happy

9:45 – “You can have it all… just not all at once.”

12:00 – Rashi shares the ‘glass vs plastic balls’ metaphor that changed how she prioritizes

16:50 – The origin story of Decks & Diapers and building what she couldn’t find

22:30 – “Being a mom is a feature, not a bug”—why she proudly claims motherhood at work

About Rashi:

As a former consultant, Rashi has advised Fortune 100 clients on complex strategic, operational, and organizational challenges. She has led digital transformations, enhanced organizational effectiveness, and redesigned operating models. Outside of work, Rashi enjoys writing, she authors a bi-weekly newsletter and has published 80+ opinion pieces in leading global publications. She is an avid golfer, a former varsity tennis player, and a newly minted pickleball enthusiast. She is mom to a 5 year old daughter and resides in the Greater Toronto Area with her husband and their mini goldendoodle, Bruce!

Disclaimer: All views expressed are Rashi’s own, and do not necessarily reflect the views of any organization she may be associated with.

Connect with Rashi:

https://linktr.ee/RASHI.KAKKAR

Resources Mentioned:

Decks and Diapers Substack: https://decksanddiapers.substack.com

Subscribe & Review:

If you enjoyed this episode, don’t forget to subscribe, leave a review, and share it with a fellow mom who could use this message. Your support helps the podcast reach more women like you!

Follow Jill Wright:

🌐 Website: www.jillwright.ca

📱 Instagram: @growlikeamother

✨ Ready to shift from busy to productive? Start here → Get the Time Magic Planner

📱 Connect with me on IG: @growlikeamother🌐 Explore all resources: www.jillwright.ca

Ever feel like your to-do list is running your life? In this episode, Jill kicks off a mini-series unpacking the Time Magic Framework with a focus on one incredibly effective tool: Eat Your Frog.

You’ll learn how this weird-but-wonderful productivity method can help you get more done (with less stress), reduce mental load, and actually create space in your schedule, especially if you're a neurodivergent mom or business owner who struggles with procrastination.

Jill shares practical, ADHD-friendly strategies you can apply today using this simple shift in how you start your week - and your day. Plus, she gives a peek at what’s inside the Time Magic Planner, including the free motivational stickers that come with it!

⏱️ Timestamps:

00:00 – Why this new series will help you build an aligned week
00:45 – What is “Eat Your Frog” and where did it come from?
02:23 – How procrastination adds invisible stress to your day
05:00 – Why doing the hard thing first gives you real momentum
06:20 – How to find your “frogs” each week (Eisenhower Matrix explained)
08:10 – How to schedule frogs into your week (and why M/T/W is key)
10:00 – What to do when life throws curveballs
12:30 – Use this tool daily (and how Jill uses it for her own schedule)
13:50 – The “three frogs a day” rule (and why more isn’t better)
14:45 – How this method overlaps with the 5-Second Rule
15:40 – What to do when you know your frog but still can’t start
16:40 – Visual tools, motivation tips & how the planner helps you follow through
18:00 – Stickers, confetti, and the full planner ecosystem
19:00 – What people are saying about the Time Magic method
20:00 – Final tips + your homework: pick your 3 frogs and start now

Resources and Next Steps

🛒 Pre-order the Time Magic Planner: www.jillwright.ca/planner
🧠 ADHD-Friendly Tools📺 Planner How-To Videos: YouTube Channel
📖 Listen to the full planner intro: jillwright.ca/planner-resources

Today's episode is a little different! I'm reading you the extended introduction to the Time Magic™ Planner, so you can hear the story, the vision, and the purpose behind every page.

If you've ever felt like traditional planners just don’t work for your life, or your brain,this one’s for you.

In this special reading, I’m sharing:
✨ Why most planners fall short for neurodivergent and creative minds
✨ The real reason structure and flow need to coexist
✨ What makes this planner different (and why it’s not just about to-dos)
✨ How to use it without guilt, pressure, or perfectionism

Whether you're already holding your copy or just curious to learn more, this episode will help you understand how the Time Magic™ Planner can support you in creating rhythms that actually fit your life.

📘 Ready to grab your copy?
Head to jillwright.ca/planner to learn more and order now.

BONUS: There’s also a brand-new YouTube playlist with videos to guide you through all the tools and pages in the planner, including a guided Life Wheel meditation, real-life example pages, and a full walkthrough.

Check it out here: https://www.youtube.com/playlist?list=PLkdvDaH7waaqlv6-ae4wS2ba--vvnlJ73

🛠️ Tools & Links

• Get the Time Magic™ Planner → jillwright.ca/planner

• Watch the companion videos on YouTube → https://www.youtube.com/playlist?list=PLkdvDaH7waaqlv6-ae4wS2ba--vvnlJ73

• Take the free Time Management Style Quiz → jillwright.ca/quiz

If this episode resonated, share it with a friend who’s always juggling a million things and deserves a planning system that actually fits them.

💬 Let’s Connect:

Tag me on Instagram @growlikeamother with your biggest takeaway or a photo of your planner in action!