Meet Jessica Yergin — Boss Lady & Dog-Loving Entrepreneur
At Armoire, we’re casting a spotlight on some of the notable, powerful boss ladies in our community, and what being a boss lady means to them. Read on to learn all about co-founder of Tails of Connection and Armoire member, Jessica Yergin.
Her Life
Past
I was born in Southern California and moved to NYC for college. I lived there for the past 14 years and spent most of that time working in broadcast news and then digital content.
Present
Last year my husband and I moved to Washington D.C. One of the reasons that we moved was so I could start a company called Tails of Connection (@tailsofconnection on IG and FB) with my friend and influencer Christie Catan (@Otis_Unleashed’s mom). Fun fact: Christie and I actually met through Instagram because I was obsessed with her dog Otis!
We are kicking off with a 14-day dog training video challenge (hosted by Christie and her two IG celeb dogs, Otis and Sully) which begins on January 27. Christie is very open about how training her dogs has helped her cope with her anxiety and find joy. This challenge is an opportunity for us to try to spread that joy and help you work with your dog for five minutes a day, so that you can reconnect in the new year. If you finish the challenge in 14 days on February 9, we will donate 10% of the revenue from your purchase to the non-profit shelter Friends of Homeless Animals (FOHA).
Future
In the future I would love to see Tails of Connection continue thriving so we can help more dogs and their humans find joy and community. My husband and I also want to have a family, and we are starting with a mini sheepadoodle puppy who is arriving soon.

Her Career
How she’s redefining women who work
I hope that other women can feel the courage to start a business based on what Christie and I have built so far. Quitting my job to launch this was one of the craziest things I’ve ever done, but it’s been enormously gratifying to build something ourselves.
Her Biggest Challenge
I wasn’t prepared for the roller coaster ride. When you’re an entrepreneur you have to manage constant rejection. Luckily there are moments when friends and strangers are incredibly kind and that inspires me to continue.
Her secret to a work/life balance
I’m so lucky that I get to play with Otis and Sully when we are filming. My husband and I have also been going on weekend day trips outside of DC and those little adventures have been so magical.
What she wishes she knew 5 years ago
I wish that I had an urge to have a side hustle back then. I work out of The Wing in DC and so many women there wear multiple hats between their day jobs, personal podcasts, and philanthropic work. It’s so inspiring.
Her advice
Don’t be afraid to ask for what you want. I used to stand on ceremony, and then living in New York I learned to be fearless because it is such a fast-paced and competitive environment. The worst that can happen is that you get a no, and who cares.

Her Style
Why she uses Armoire
My childhood friend, Kate Roberts, went to business school with your founder!
Her favorite part
It’s been amazing for formal events. Last year we attended a record eight weddings and my Armoire membership was a lifesaver.
How does Armoire fit into your life as a boss lady?
Now that I’m an entrepreneur, I can wear more fun outfits and experiment with my style. I still attend a lot of formal events in DC, so the mix of options is perfect for me.
What Armoire outfit do you feel most powerful in?
Wow this is so hard. I think when Christie and I met with a famous female venture capitalist this past fall, I wore a light pink Yumi Kim dress. I was so nervous and this woman is VERY stylish. She actually complimented me on my outfit which made me feel proud.
A peek inside Jessica’s closet
ba&sh
Rag & Bone
French Connection
Yumi Kim
White + Warren