Morgan Montgomery, the Unemployable Entrepreneur

Morgan Montgomery’s journey to entrepreneurship isn’t a fairy tale – it included being fired from just about every job she had. But for Morgan, that unemployability and being more than a little stubborn is one of the reasons she makes a great business owner.

Morgan is the co-owner of Paisley & Jade, a specialty rental company based in Richmond VA.


Courtney Hopper: Welcome to Hustle + Gather, a podcast about inspiring the everyday entrepreneur to take the leap. I’m Courtney,

Dana Kadwell: and I’m Dana,

Courtney Hopper: and we’re two sisters who love business. On this show, we talk about the ups and downs of the hustle and the reward at the end of the journey.

Dana Kadwell: And we know all the challenges that come with starting a business between operating our own wedding venue, doing, speaking, and consulting and starting our luxury wedding planning company. We wake up and hustle every day.

Courtney Hopper: But today we’re talking with our guest about her hustle. Joining us is Morgan Montgomery of Paisley and Jade in Richmond. She co owns a boutique rental company and she says that owning your own business is not a fairy tale, but she loves working for herself. Morgan, thank you so much for joining us on the Hustle and Gather Podcast.

Morgan Montgomery: Thank you so much for having me ladies. I’m so excited to be here. 

Dana Kadwell: Yes. And you know, one of the things that really drew us to you is your story. We love how it just isn’t the cookie cutter, what you hear about entrepreneurship. So we’d love to hear about how you got started. 

Courtney Hopper: And I find you like endlessly entertaining. 

Dana Kadwell: You are endlessly entertaining.

Morgan Montgomery: Oh, well, thank you so much. I appreciate that. Yeah. You know, it’s funny. Cause I feel like when we hear about a lot of the entrepreneurial stories, people love to kind of sugarcoat it and like make it sound like they woke up one day and, you know, they put on their best Athleisure and like broke out the laptop and off they went and it was all sunshine and roses.

And here’s the honest truth, guys. I have been fired or demoted from almost any job I’ve ever had.

Full Episode Transcript

Hustle and Gather is hosted by Courtney Hopper and Dana Kadwell, and is produced by Earfluence.  Courtney and Dana’s hustles include C&D Events, Hustle and Gather, and The Bradford Wedding Venue.


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