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Creating a Digital Heirloom | Business with Purpose Podcast EP 243: Ashley Kenny, Heirloom

Creating a Digital Heirloom | Business with Purpose Podcast EP 243: Ashley Kenny, Heirloom

Creating a Digital Heirloom | Business with Purpose Podcast EP 243: Ashley Kenny, Heirloom

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  • Creating a Digital Heirloom | Business with Purpose Podcast EP 243: Ashley Kenny, Heirloom
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Click a timestamp below to be taken to the exact spot in the episode…

My guest this week is Ashley Kenny, the CEO and founder of Heirloom, a startup company founded in 2020 that allows you to send video cards to friends and loved ones. As a journalist, she spent 15 years traveling the world and making groundbreaking documentaries. She lives in Washington D.C. with her husband and two children.

4:06 – Ashley 101

  • She fell in love with long-form documentary making and worked for National Geographic and other outlets.
  • Now she is the CEO and founder of Heirloom, which she launched with her brother. 

9:09 – Tapping into her passion

  • Ashley is a storyteller who has worked in different mediums. She loves asking questions and investigating. 

17:12 – A need for community and connection

  • Ashley called her grandma last spring and noticed she seemed down and not like her usual happy self. She was in lockdown during Covid and missing her family. 
  • She mailed her grandmother a video of her children to cheer her up, and she wanted to do the same for other people, especially seniors who don’t have access to computers or phones. 
  • Ashley’s brother helped her with the technology.

29:03 – Different kinds of videos people send

  • People have sent many different kinds of videos – graduations, birth announcements, ultrasounds, gender reveals, birthday tributes

36:52 – A powerful message

  • Send videos to people who have impacted your life, and let them know how much you care. 
  • It could be a really powerful opportunity to send a message to somebody in your life that has really had an impact on you, and maybe you haven’t really told them.

38:12 – Get to know you

  • First thing she does when she gets home from a long trip? She gets a cup of fresh water from her tap.
  • Favorite food? Fried rice

FEATURED QUOTES

“I’ve always been super curious about people’s backgrounds, about what makes somebody who they are, about where they’re from.” – Ashley

“I was a huge snoop growing up as a child … I had to see everything.” – Ashley

“This is a way to connect people when they can’t be together.” – Ashley

“We’re hoping this is an heirloom, a keepsake, something people will hold onto for years to come.” – Ashley

TRY HEIRLOOM – use code MOLLY10 for $10 off! https://sendheirloom.com/

Thank you to our partner of the show:

It’s time for a SPRING CLEAN REFRESH! Let’s get that home sparkling, the safe way with MamaSuds!

Castile soap is the superhero of soaps, it really does it all- from the windows to the walls! It’s truly the only soap you need. What can you do with MamaSuds Castile Soap? Clean the floors, scrub the counters, bathtubs and tile, clean the baseboards, the windows and the blinds, you can even use it to clean the carpets! Grab a gallon of MamaSuds Castile Soap and start tackling all of your Spring Cleaning to-do’s at www.mamasuds.com and use code MOLLY for 15% off your order!

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“It’s 2:37am. Rise and shine, peasant.” -my newborn

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“It’s 2:37am. Rise and shine, peasant.” -my newborn

2025: I turned 40, grew and birthed a miracle baby, went on a Disney Cruise, travelled to Banff, watched my kids soar, my marriage thrive, made sweet memories with friends, read 756,000 pages for Seminary, wrestled with and trusted God more than ever before. It wasn’t an easy year, but it was a beautifully wonderfully hard year I wouldn’t trade for anything. Here’s to 2026. 🥂 #2025recap

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2025: I turned 40, grew and birthed a miracle baby, went on a Disney Cruise, travelled to Banff, watched my kids soar, my marriage thrive, made sweet memories with friends, read 756,000 pages for Seminary, wrestled with and trusted God more than ever before. It wasn’t an easy year, but it was a beautifully wonderfully hard year I wouldn’t trade for anything. Here’s to 2026. 🥂 #2025recap

Some seasons stretch you in ways you wouldn’t choose, but end up shaping you anyway. Today, I finished my fourth semester of seminary (I`m officially halfway through!) in the middle of a beautiful and hard season... it reminded me that growth doesn’t come from having it all figured out. It comes from showing up, staying connected, and trusting that what’s forming quietly now will matter later.

Grateful for the lessons I didn’t plan on learning. 🤍

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Some seasons stretch you in ways you wouldn’t choose, but end up shaping you anyway. Today, I finished my fourth semester of seminary (I'm officially halfway through!) in the middle of a beautiful and hard season... it reminded me that growth doesn’t come from having it all figured out. It comes from showing up, staying connected, and trusting that what’s forming quietly now will matter later. 

Grateful for the lessons I didn’t plan on learning. 🤍

⭐️ ONE MONTH ⭐️

How is she one month already? Also, why was my pregnancy 753 years long, but she was born five seconds ago. This girl has been the greatest blessing and surprise of our lives and we are obsessed with her.

Her quilt handmade by my dear friend @beakersandbobbins is perfect for this btw. 😭🥹😍 #galileejoy

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⭐️ ONE MONTH ⭐️ 

How is she one month already? Also, why was my pregnancy 753 years long, but she was born five seconds ago. This girl has been the greatest blessing and surprise of our lives and we are obsessed with her. 

Her quilt handmade by my dear friend @beakersandbobbins is perfect for this btw. 😭🥹😍 #galileejoy

Can’t stop won’t stop.

#galileejoy #newbornlife #babyhumor

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Can’t stop won’t stop. 

#galileejoy #newbornlife #babyhumor

Just got our maternity pictures back and I love them so much. And so thankful we got them taken in the nick of time. Grateful doesn’t cut it. 📸 @stellaandbirdiephotography //

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Just got our maternity pictures back and I love them so much. And so thankful we got them taken in the nick of time. Grateful doesn’t cut it. 📸 @stellaandbirdiephotography //

Extra extra thankful this year. Happy Thanksgiving from the fab-5 Stillman crew. 🦃🍁🍽🧡

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Extra extra thankful this year. Happy Thanksgiving from the fab-5 Stillman crew. 🦃🍁🍽🧡

Two weeks with this punkin’ and I’m wondering if there’s some sort of serum we could give her to keep her this precious and tiny forever. Also, this is a Galilee fan account now. #galileejoy

(sweater from her seminary auntie @13buttercreamstreet)

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Two weeks with this punkin’ and I’m wondering if there’s some sort of serum we could give her to keep her this precious and tiny forever. Also, this is a Galilee fan account now. #galileejoy 

(sweater from her seminary auntie @13buttercreamstreet)

On #worldprematurityday, our preemie, Galilee Joy, would like to say: “Already this household is bending to my every will! Muahahahahaha.”

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On #worldprematurityday, our preemie, Galilee Joy, would like to say: “Already this household is bending to my every will! Muahahahahaha.”

World, meet the miracle we never knew we’d witness… our daughter, the best surprise of our lives: Galilee Joy Stillman.

I’ve wrestled with how I’d even begin to write a post like this, but at this point, this is my imperfect attempt. For those that have followed along, in 2018, we lost our sons Elijah and Malachi in back-to-back second trimester losses. After that, we essentially were told we couldn’t have more children and so we’d grieved, but accepted the reality, and trusted God in it all.

Fast forward to April of 2025, and I find myself with the surprise of a lifetime - a positive pregnancy test. We chose to keep the news close to ourselves and just our close friends and family… this pregnancy was not without its complications (pregnant at 40 is NO JOKE 🥴), but God’s hand was in every detail. Also, hiding this from the internet was a challenge! 😂

This past Monday, I went in for a routine OB checkup at 35 weeks and, long story long, ended up in the hospital, diagnosed with severe preeclampsia and sent into an emergency c-section. Our miracle was born at 5:25pm and the sound of her cry filled the room with JOY. We didn’t find out her gender until birth so hearing “it’s a girl!” was such sweet news!

This week has not been without its challenges for us both and we’re not out of the hospital yet, but we’re thankful that God’s been protecting us all along. I’m at a loss for words at how the people in our lives have showed up for us this week and beyond. There aren’t enough thank yous to adequately express our gratitude.

I’ll share her full birth story at some point because it’s a doozy.

For those who pray, we will gladly accept any you would like to send our way.

For now, enjoy a few pics of our Galilee Joy. 💕 #galileejoy

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World, meet the miracle we never knew we’d witness… our daughter, the best surprise of our lives: Galilee Joy Stillman. 

I’ve wrestled with how I’d even begin to write a post like this, but at this point, this is my imperfect attempt. For those that have followed along, in 2018, we lost our sons Elijah and Malachi in back-to-back second trimester losses. After that, we essentially were told we couldn’t have more children and so we’d grieved, but accepted the reality, and trusted God in it all. 

Fast forward to April of 2025, and I find myself with the surprise of a lifetime - a positive pregnancy test. We chose to keep the news close to ourselves and just our close friends and family… this pregnancy was not without its complications (pregnant at 40 is NO JOKE 🥴), but God’s hand was in every detail. Also, hiding this from the internet was a challenge! 😂

This past Monday, I went in for a routine OB checkup at 35 weeks and, long story long, ended up in the hospital, diagnosed with severe preeclampsia and sent into an emergency c-section. Our miracle was born at 5:25pm and the sound of her cry filled the room with JOY. We didn’t find out her gender until birth so hearing “it’s a girl!” was such sweet news!

This week has not been without its challenges for us both and we’re not out of the hospital yet, but we’re thankful that God’s been protecting us all along. I’m at a loss for words at how the people in our lives have showed up for us this week and beyond. There aren’t enough thank yous to adequately express our gratitude. 

I’ll share her full birth story at some point because it’s a doozy. 

For those who pray, we will gladly accept any you would like to send our way. 

For now, enjoy a few pics of our Galilee Joy. 💕  #galileejoy
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