Rashi Kakkar
@rashikakkar.bsky.social
📝=🧠dumps on work & life| I contain multitudes & they’re all here| Product, Service Design & Innovation| Passionate about capability building + L&D| 1.8K+ readers - https://decksanddiapers.substack.com/ |Views my own, unless you’ll buy them as NFTs 🇨🇦🇮🇳
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Rashi Kakkar
@rashikakkar.bsky.social
· Dec 17
Decks and Diapers | Rashi | Substack
I am an ambitious professional who also happens to be a parent. Join me as I decode and navigate the world of careers and caregiving, simultaneously. We will talk about work, life and the intersection...
decksanddiapers.substack.com
👋Hi there! I contain multitudes, hard to fit in a box, but here’s a glimpse:
🏆Been a sports agent, CX researcher,& strategy consultant
💡 Passionate about org capability, product, experience design, & innovation
🎾Former varsity Tennis player
✍️Newsletter writer read by 1K+ decksanddiapers.substack.com
🏆Been a sports agent, CX researcher,& strategy consultant
💡 Passionate about org capability, product, experience design, & innovation
🎾Former varsity Tennis player
✍️Newsletter writer read by 1K+ decksanddiapers.substack.com
Latest post features Adam.
We talk about why he stepped away from his “dream job,” his journey through addiction, and how he’s rebuilding himself every day to be his best version....for his two daughters.
decksanddiapers.substack.com/p/the-coffee...
We talk about why he stepped away from his “dream job,” his journey through addiction, and how he’s rebuilding himself every day to be his best version....for his two daughters.
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#98)
My conversation with Adam Halberstadt: Biz Ops - Smartiepants; Creator "Strong Mind, Strong Dad" program; Former Manager Sales & Services MLSE and Dad to 2!
decksanddiapers.substack.com
November 10, 2025 at 4:18 PM
Latest post features Adam.
We talk about why he stepped away from his “dream job,” his journey through addiction, and how he’s rebuilding himself every day to be his best version....for his two daughters.
decksanddiapers.substack.com/p/the-coffee...
We talk about why he stepped away from his “dream job,” his journey through addiction, and how he’s rebuilding himself every day to be his best version....for his two daughters.
decksanddiapers.substack.com/p/the-coffee...
Meet Shree Srikanth former Google/Robinhood Director, who is building Minerva day, by combining technology with human assistance, for busy parents to reclaim their time and sanity!
decksanddiapers.substack.com/p/the-coffee...
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#96)
My conversation with Shree Srikanth: Founder of Minerva.day; Ex. Director - Google & Robinhood, Passionate about simplifying life for busy parents and Mom to 2!
decksanddiapers.substack.com
October 19, 2025 at 12:03 PM
Meet Shree Srikanth former Google/Robinhood Director, who is building Minerva day, by combining technology with human assistance, for busy parents to reclaim their time and sanity!
decksanddiapers.substack.com/p/the-coffee...
decksanddiapers.substack.com/p/the-coffee...
Read the heartfelt letter written by Anurag to his #daughters
Beneath that tenderness lies a powerful commentary on a belief that still lingers in many parts of our world - that a family is incomplete without a #son
decksanddiapers.substack.com/p/the-balcon...
Beneath that tenderness lies a powerful commentary on a belief that still lingers in many parts of our world - that a family is incomplete without a #son
decksanddiapers.substack.com/p/the-balcon...
The Balcony (Visit #3): Featuring Anurag Rekhi
Two Daughters. Zero Regrets. A Father’s Letter to a Society Still Waiting for a Son!
decksanddiapers.substack.com
October 12, 2025 at 12:31 PM
Read the heartfelt letter written by Anurag to his #daughters
Beneath that tenderness lies a powerful commentary on a belief that still lingers in many parts of our world - that a family is incomplete without a #son
decksanddiapers.substack.com/p/the-balcon...
Beneath that tenderness lies a powerful commentary on a belief that still lingers in many parts of our world - that a family is incomplete without a #son
decksanddiapers.substack.com/p/the-balcon...
In my latest Coffee Chat, I sat down with former @wealthsimple.bsky.social VP, Christine Farrugia.
She shares her journey from climbing the ranks in corporations, to finding meaning as a coach, mom, and community leader.
decksanddiapers.substack.com/p/the-coffee...
She shares her journey from climbing the ranks in corporations, to finding meaning as a coach, mom, and community leader.
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#95)
My conversation with Christine Farrugia: Executive Coach; Former VP, Client strategy & Experience, Wealthsimple and Mom to 2!
decksanddiapers.substack.com
October 1, 2025 at 12:14 AM
In my latest Coffee Chat, I sat down with former @wealthsimple.bsky.social VP, Christine Farrugia.
She shares her journey from climbing the ranks in corporations, to finding meaning as a coach, mom, and community leader.
decksanddiapers.substack.com/p/the-coffee...
She shares her journey from climbing the ranks in corporations, to finding meaning as a coach, mom, and community leader.
decksanddiapers.substack.com/p/the-coffee...
Meet Chris Perry - dad of 3, former sales exec, now a leadership coach reimagining what success means.
He shares how he:
- Went from struggling in school to loving learning
- Models ambition for his kids
- Treats his to-do list like a menu
decksanddiapers.substack.com/p/the-coffee...
He shares how he:
- Went from struggling in school to loving learning
- Models ambition for his kids
- Treats his to-do list like a menu
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#94)
My conversation with Christopher Perry: Founder - Lume Leadership, Former Sales Director and Dad to 3!
decksanddiapers.substack.com
September 22, 2025 at 3:27 PM
Meet Chris Perry - dad of 3, former sales exec, now a leadership coach reimagining what success means.
He shares how he:
- Went from struggling in school to loving learning
- Models ambition for his kids
- Treats his to-do list like a menu
decksanddiapers.substack.com/p/the-coffee...
He shares how he:
- Went from struggling in school to loving learning
- Models ambition for his kids
- Treats his to-do list like a menu
decksanddiapers.substack.com/p/the-coffee...
This week’s Coffee Chat is with Jen Recla, a former #theaterkid turned #leadership coach who infuses fun + adventure into both work & family life.
What stuck with me:
- Kindness > Niceness
- Performance=10%(visibility matters!)
- Fun isn’t optional
decksanddiapers.substack.com/p/the-coffee...
What stuck with me:
- Kindness > Niceness
- Performance=10%(visibility matters!)
- Fun isn’t optional
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#93)
My conversation with Jennifer Recla: Leadership coach, Former L&D leader, Theater Kid and Mom to 2!
decksanddiapers.substack.com
September 7, 2025 at 1:11 PM
This week’s Coffee Chat is with Jen Recla, a former #theaterkid turned #leadership coach who infuses fun + adventure into both work & family life.
What stuck with me:
- Kindness > Niceness
- Performance=10%(visibility matters!)
- Fun isn’t optional
decksanddiapers.substack.com/p/the-coffee...
What stuck with me:
- Kindness > Niceness
- Performance=10%(visibility matters!)
- Fun isn’t optional
decksanddiapers.substack.com/p/the-coffee...
A decade back when I relocated to Toronto …. the 1st thing I did, like literally the first after putting my bags at my new place, was head to the public #library & get my card made.
The fact that literally any book was available now for free was magic.
Public libraries are ❤️
The fact that literally any book was available now for free was magic.
Public libraries are ❤️
August 31, 2025 at 1:05 PM
A decade back when I relocated to Toronto …. the 1st thing I did, like literally the first after putting my bags at my new place, was head to the public #library & get my card made.
The fact that literally any book was available now for free was magic.
Public libraries are ❤️
The fact that literally any book was available now for free was magic.
Public libraries are ❤️
Meet @pradeepananth.in
We talk about:
- His journey from Bangalore to Toronto & how that shaped his approach to #parenting
- Why letting your child “just play” might be the best gift
- And how he protects his peace amid global unrest & rising populism
decksanddiapers.substack.com/p/the-coffee...
We talk about:
- His journey from Bangalore to Toronto & how that shaped his approach to #parenting
- Why letting your child “just play” might be the best gift
- And how he protects his peace amid global unrest & rising populism
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#92)
My conversation with Pradeep Ananth: Power Platform and Microsoft enthusiast; Non-Tech guy in a tech-adjacent field and Dad to a son and 2 cats!
decksanddiapers.substack.com
August 30, 2025 at 3:19 PM
Meet @pradeepananth.in
We talk about:
- His journey from Bangalore to Toronto & how that shaped his approach to #parenting
- Why letting your child “just play” might be the best gift
- And how he protects his peace amid global unrest & rising populism
decksanddiapers.substack.com/p/the-coffee...
We talk about:
- His journey from Bangalore to Toronto & how that shaped his approach to #parenting
- Why letting your child “just play” might be the best gift
- And how he protects his peace amid global unrest & rising populism
decksanddiapers.substack.com/p/the-coffee...
#University should be attended in your mid-30s. After you work for a decade.
18 year old me wasted my college experience.
In my 30s, I’d give anything to spend my days #reading, #writing, #learning, and listening to thought-provoking lectures. Literal dream.
18 year old me wasted my college experience.
In my 30s, I’d give anything to spend my days #reading, #writing, #learning, and listening to thought-provoking lectures. Literal dream.
August 29, 2025 at 4:15 PM
#University should be attended in your mid-30s. After you work for a decade.
18 year old me wasted my college experience.
In my 30s, I’d give anything to spend my days #reading, #writing, #learning, and listening to thought-provoking lectures. Literal dream.
18 year old me wasted my college experience.
In my 30s, I’d give anything to spend my days #reading, #writing, #learning, and listening to thought-provoking lectures. Literal dream.
I have had more friends reach out to congratulate me on #TaylorSwift engagement than I did when I got engaged! 🤣😭🫶.
August 27, 2025 at 12:37 AM
I have had more friends reach out to congratulate me on #TaylorSwift engagement than I did when I got engaged! 🤣😭🫶.
🏅I am thrilled to share that that we at McKinsey & Company have won 9 #BrandonHallGroup HCM Excellence Awards for our #learning and #talent programs focused on our clients and colleagues.
These award winners are the wonderful colleagues I get to work with, learn with and grow alongside, everyday!!
These award winners are the wonderful colleagues I get to work with, learn with and grow alongside, everyday!!
August 26, 2025 at 2:47 PM
🏅I am thrilled to share that that we at McKinsey & Company have won 9 #BrandonHallGroup HCM Excellence Awards for our #learning and #talent programs focused on our clients and colleagues.
These award winners are the wonderful colleagues I get to work with, learn with and grow alongside, everyday!!
These award winners are the wonderful colleagues I get to work with, learn with and grow alongside, everyday!!
Chatted with Elizabeth Knox, founder of MatchPace & mom of 4, about fixing work beyond quick “hacks.”
#Burnout is about structure, not resilience. Sustainable pace > hustle. Words matter for #bias
Read the full conversation on Decks and Diapers!
decksanddiapers.substack.com/p/the-coffee...
#Burnout is about structure, not resilience. Sustainable pace > hustle. Words matter for #bias
Read the full conversation on Decks and Diapers!
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#91)
My conversation with Elizabeth Knox: Human Led & AI Enabled Org Designer; Author: Work Reimagined and Mom to 4!
decksanddiapers.substack.com
August 25, 2025 at 4:58 PM
Chatted with Elizabeth Knox, founder of MatchPace & mom of 4, about fixing work beyond quick “hacks.”
#Burnout is about structure, not resilience. Sustainable pace > hustle. Words matter for #bias
Read the full conversation on Decks and Diapers!
decksanddiapers.substack.com/p/the-coffee...
#Burnout is about structure, not resilience. Sustainable pace > hustle. Words matter for #bias
Read the full conversation on Decks and Diapers!
decksanddiapers.substack.com/p/the-coffee...
Many people using #AI to create written content overlook a key point: when writing for pleasure, the journey is more interesting than the final product.
Writing is a proxy for thinking.
Without it, you are just contributing to the “dead internet theory” - pushing out more slop.
Writing is a proxy for thinking.
Without it, you are just contributing to the “dead internet theory” - pushing out more slop.
August 24, 2025 at 5:09 PM
Many people using #AI to create written content overlook a key point: when writing for pleasure, the journey is more interesting than the final product.
Writing is a proxy for thinking.
Without it, you are just contributing to the “dead internet theory” - pushing out more slop.
Writing is a proxy for thinking.
Without it, you are just contributing to the “dead internet theory” - pushing out more slop.
“As a woman, you marry your ceiling.”
After working with many women, I’ve learned your partner can either lift your ambitions or limit them.
Watching #TaylorSwift’s podcast debut reminded me: even at the top, having real support matters. Who you choose truly impacts the size of your dreams.
After working with many women, I’ve learned your partner can either lift your ambitions or limit them.
Watching #TaylorSwift’s podcast debut reminded me: even at the top, having real support matters. Who you choose truly impacts the size of your dreams.
August 16, 2025 at 3:17 PM
“As a woman, you marry your ceiling.”
After working with many women, I’ve learned your partner can either lift your ambitions or limit them.
Watching #TaylorSwift’s podcast debut reminded me: even at the top, having real support matters. Who you choose truly impacts the size of your dreams.
After working with many women, I’ve learned your partner can either lift your ambitions or limit them.
Watching #TaylorSwift’s podcast debut reminded me: even at the top, having real support matters. Who you choose truly impacts the size of your dreams.
After a career in #London #banking, Tom took a sabbatical that reshaped his view on life, fulfilment, and purpose.
We talk high-pressure work, what we want our #children to learn about success & how to maintain a regular writing cadence!
decksanddiapers.substack.com/p/the-coffee...
We talk high-pressure work, what we want our #children to learn about success & how to maintain a regular writing cadence!
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#90)
My conversation with Tom Grundy: Banker, Transformative coach, Newsletter Owner, Soon-To-Be Author and Dad to a 6 month old daughter!
decksanddiapers.substack.com
August 10, 2025 at 5:47 PM
After a career in #London #banking, Tom took a sabbatical that reshaped his view on life, fulfilment, and purpose.
We talk high-pressure work, what we want our #children to learn about success & how to maintain a regular writing cadence!
decksanddiapers.substack.com/p/the-coffee...
We talk high-pressure work, what we want our #children to learn about success & how to maintain a regular writing cadence!
decksanddiapers.substack.com/p/the-coffee...
Yes as a team we might have lost a lil efficiency… But we make it up by being more human and letting everybody feel seen!
#Parenting #Work
#Parenting #Work
August 3, 2025 at 2:37 PM
Yes as a team we might have lost a lil efficiency… But we make it up by being more human and letting everybody feel seen!
#Parenting #Work
#Parenting #Work
Stephen Huerta went from nearly failing high school to VP at Goldman Sachs to co-founding Workify (recently acquired).
But the real story - His inner transformation.
We talk sobriety, fatherhood, and the one skill kids need for the future
decksanddiapers.substack.com/p/the-coffee...
But the real story - His inner transformation.
We talk sobriety, fatherhood, and the one skill kids need for the future
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#89)
My conversation with Stephen Huerta: Modern People Leader, Podcast Co-Host; Former Workify Co-Founder & CEO; ex-VP Goldman Sachs and Dad to 2 (soon 3)!
decksanddiapers.substack.com
August 2, 2025 at 1:58 PM
Stephen Huerta went from nearly failing high school to VP at Goldman Sachs to co-founding Workify (recently acquired).
But the real story - His inner transformation.
We talk sobriety, fatherhood, and the one skill kids need for the future
decksanddiapers.substack.com/p/the-coffee...
But the real story - His inner transformation.
We talk sobriety, fatherhood, and the one skill kids need for the future
decksanddiapers.substack.com/p/the-coffee...
August 1, 2025 at 4:58 PM
#TaylorSwift is the greatest singer songwriter of this generation.
She is SO good with words that they literally named an entire month after one of her songs - August! 💁♀️
She is SO good with words that they literally named an entire month after one of her songs - August! 💁♀️
August 1, 2025 at 2:50 PM
#TaylorSwift is the greatest singer songwriter of this generation.
She is SO good with words that they literally named an entire month after one of her songs - August! 💁♀️
She is SO good with words that they literally named an entire month after one of her songs - August! 💁♀️
Thrilled to be invited on the Grow Like A Mother #Podcast … we talk about:
- What does it mean to be a high-achieving women with a child
- Rejecting hustle culture & designing a life that actually feels like yours
- Redefining what it means to lead, with humanity!
youtu.be/1ggviGYslYQ?...
- What does it mean to be a high-achieving women with a child
- Rejecting hustle culture & designing a life that actually feels like yours
- Redefining what it means to lead, with humanity!
youtu.be/1ggviGYslYQ?...
You Can Have It All, Just Not All at Once
YouTube video by Grow Like a Mother
youtu.be
July 31, 2025 at 3:47 PM
Thrilled to be invited on the Grow Like A Mother #Podcast … we talk about:
- What does it mean to be a high-achieving women with a child
- Rejecting hustle culture & designing a life that actually feels like yours
- Redefining what it means to lead, with humanity!
youtu.be/1ggviGYslYQ?...
- What does it mean to be a high-achieving women with a child
- Rejecting hustle culture & designing a life that actually feels like yours
- Redefining what it means to lead, with humanity!
youtu.be/1ggviGYslYQ?...
What happens when the interviewer becomes the interviewed? 💫
Haven - entrepreneur, mom of 2, and daughter of Facts of Life star Lisa Whelchel - flipped the script.
We talked motherhood, business, her podcast, & staying grounded in the spotlight
decksanddiapers.substack.com/p/the-coffee...
Haven - entrepreneur, mom of 2, and daughter of Facts of Life star Lisa Whelchel - flipped the script.
We talked motherhood, business, her podcast, & staying grounded in the spotlight
decksanddiapers.substack.com/p/the-coffee...
The Coffee Chat (#88)
My conversation with Haven Weits: Integrator & President, EfficientAide; Podcaster - "Haven!"; co-creator "Pillow Talk" and Mom to 2!
decksanddiapers.substack.com
July 26, 2025 at 2:22 PM
What happens when the interviewer becomes the interviewed? 💫
Haven - entrepreneur, mom of 2, and daughter of Facts of Life star Lisa Whelchel - flipped the script.
We talked motherhood, business, her podcast, & staying grounded in the spotlight
decksanddiapers.substack.com/p/the-coffee...
Haven - entrepreneur, mom of 2, and daughter of Facts of Life star Lisa Whelchel - flipped the script.
We talked motherhood, business, her podcast, & staying grounded in the spotlight
decksanddiapers.substack.com/p/the-coffee...
Have a strict rule on team calls when it comes to little #kids wandering into the background
Don’t tell them to go away.
Bring them over! Then we all say hi.
And we tell them how grateful we are that they “are sharing their Mom / Dad with us to do all the great things they are doing on our team”!!
Don’t tell them to go away.
Bring them over! Then we all say hi.
And we tell them how grateful we are that they “are sharing their Mom / Dad with us to do all the great things they are doing on our team”!!
July 19, 2025 at 3:00 PM
Have a strict rule on team calls when it comes to little #kids wandering into the background
Don’t tell them to go away.
Bring them over! Then we all say hi.
And we tell them how grateful we are that they “are sharing their Mom / Dad with us to do all the great things they are doing on our team”!!
Don’t tell them to go away.
Bring them over! Then we all say hi.
And we tell them how grateful we are that they “are sharing their Mom / Dad with us to do all the great things they are doing on our team”!!