0
Skip to Content
Chelsea J. O'Leary
The Wiley Canning Company Cookbook
Full Looks
Closet
Accessories
Wellness and Beauty
Home
Cabin
Pregnancy and Postpartum
Children
Outdoor
Photography
Travel
Amazon Storefront
About
Wiley Canning Company
The Wiley Canning Company Cookbook
Photography
Select Partners
Print Shop
Substack
Essays and Poetry
Blog
Contact
Chelsea J. O'Leary
The Wiley Canning Company Cookbook
Full Looks
Closet
Accessories
Wellness and Beauty
Home
Cabin
Pregnancy and Postpartum
Children
Outdoor
Photography
Travel
Amazon Storefront
About
Wiley Canning Company
The Wiley Canning Company Cookbook
Photography
Select Partners
Print Shop
Substack
Essays and Poetry
Blog
Contact
Folder: Shop
Back
The Wiley Canning Company Cookbook
Full Looks
Closet
Accessories
Wellness and Beauty
Home
Cabin
Pregnancy and Postpartum
Children
Outdoor
Photography
Travel
Amazon Storefront
About
Wiley Canning Company
Folder: Work
Back
The Wiley Canning Company Cookbook
Photography
Select Partners
Print Shop
Substack
Essays and Poetry
Blog
Contact
No results found
Explore by Category
  • Cabin 5
  • Children 8
  • Closet 11
  • Essays and Poetry 6
  • Home 6
  • Marriage 3
  • Photography 3
  • Pregnancy and Postpartum 9
  • Travel 18
  • Wellness and Beauty 2
Our 10-Year Anniversary at Southall
Travel, Marriage Chelsea J. O'Leary 9/17/24 Travel, Marriage Chelsea J. O'Leary 9/17/24

Our 10-Year Anniversary at Southall

In celebration of a decade married, Jared, Sullivan, and I spent a long weekend at Southall in Franklin, Tennessee.

Read More
Our 7th Wedding Anniversary
Marriage Chelsea J. O'Leary 9/15/21 Marriage Chelsea J. O'Leary 9/15/21

Our 7th Wedding Anniversary

David Whyte wrote a profound essay on friendship. It immediately reminds me of marriage.

Read More
Our 6th Wedding Anniversary
Marriage Chelsea J. O'Leary 9/15/20 Marriage Chelsea J. O'Leary 9/15/20

Our 6th Wedding Anniversary

“You must love in such a way that the person you love feels free.”

Read More
I’m putting together my Nashville Rolodex: a collection of the people I trust and the places I go. Over the years, I’ve found myself relying on a small network of businesses, practitioners, and shops that help make daily life feel joyful,
From above… 🏙️💫
Recently, I’ve been thinking about the difference between preserving an identity and allowing it to expand. This second essay in my three-part series explores that tension through motherhood. Though, I suspect it applies equally to aging, marri
Butter yellow (and sunshine!) summer… 🧈🥞🌤️

Photography: @justinrearden 
Location: @blueberry_hill_cabin 
Polo: @buckmason 
Jeans: @buckmason
Sullivan in Central Park… 🌿❤️

Instagram recommends I overlay “Orbiter” by Noah Kahan over these images, which is too much to bear. It’s a must-listen as a parent, if you haven’t yet. 🌔
Rainy days in @buckmason… 🌿 Although I most often work from home, I get dressed in a (comfortable) outfit that inspires me to be energized and present. I loved, and always love, stopping into @buckmason in 12 South to choose a couple of stapl

About:

Follow:

Biography

A Note from Chelsea

Contact

Instagram

Blog

Substack

Wiley News Feed

Shop:

Chelsea’s ShopMy

Chelsea’s Amazon Storefront

Chelsea’s Cookbook

Chelsea’s Full Looks

© Chelsea J. O’Leary 2026 | Terms & Conditions