Control your own prosperity by taking stock of your life and seeing what no longer fits! Work with integrity. Shut down the naysayers! The Brave Files Podcast welcomes Jen Josey.

Controlling Your Own Prosperity

With Featured Guest

Jen Josey


Blog divider

Control your own prosperity by taking stock of your life and seeing what no longer fits! Work with integrity. Shut down the naysayers! The Brave Files Podcast welcomes Jen Josey.

Controlling Your Own Prosperity

With Featured Guest

Jen Josey


Blog divider

Top Takeaways From This Episode

  • No matter how stuck you might feel, it’s never too late to make a change. 
  • We cannot begin to imagine someone else’s lived experience. Judgment doesn’t take us anywhere useful. 
  • The scariest part of the “scary thing” is thinking about how scary it is. 
  • We rise or fall to the level of the people we spend our time with.
  • It would be nice if we could hold our own feet to the fire, but more realistically, it helps to hold yourself accountable to other people.

A Fraught Metamorphosis

Jen Josey’s transformed her life more than once, and every time, there were naysayers. When Jen woke up one day during her sixteen-year tenure as a middle-school chorus teacher and decided to quit, people were shocked. When she left her next job as a health insurance agent to become a real estate investor, everyone thought she was crazy.

The comments got to her. She shared her doubts with her business coach, who told her, “Entrepreneurship is living a few years of your life like most people won’t, so you can live the rest of your life like most people can’t.” 

The Other Side of Fear

Jen thought about what her coach meant by “most people.” For her, “most people” were her friends and family who didn’t support the risk she took to better her life. “They’re too afraid of what lies on the other side of fear,” she says. “They’d rather judge me for accomplishing something they never had the courage to do.”

Despite the critics, Jen is a successful real estate investor based in North Carolina. Her journey into real-estate began with her love for home improvement shows. Late one night, she was watching HGTV when an infomercial came on for a real estate guru. The investor offered a course for aspiring investors, and Jen decided to check out the info session. Afterward, she realized that she wanted to be in control of her own prosperity. For Jen, prosperity can mean both financial and internal growth. Not only did she decide to be in control of her finances, but she also decided to be in control of her happiness. 

A Jolific Carer

Jen and her husband began a real estate business called Jolific Homes, a name that combines their last name with the word “prolific” (They’re a fan of puns). They then built their rental portfolio through an offshoot called Jolific Properties to build their rental portfolio. This further evolved into the Acorn Agency, a real estate broker firm. The name “Acorn Agency” comes from one of Jen’s favorite quotes: “In the acorn lies the oak.”

Professional Accountability

Without the support of her friends and family, Jen had to forge new supportive communities for herself. She removed the especially toxic people from her life and created a Facebook support group for real estate investors. Members encourage each other and hold each other accountable for their goals.

The latter service was especially helpful for Jen. Before, she worked on a schoolday schedule. Then she was an insurance agent, where she worked for a hardcore boss who took efficiency seriously. But as her own boss, Jen has to set her own schedule. At first, Jen was overwhelmed by her own freedom. With the help of her accountability group, she’s able to focus on tangible goals.  

Growth Mindset

Her renovation and rental work are rewarding, but Jen’s true passion lies in sharing her craft with others. About a year after they started their renovation business, someone asked Jen and her husband to present a past renovation project to a group of around forty investors. When she got up there, she says, “my soul became alive again.” It built credibility and confidence. Jen created an Online Masterminds platform for real estate investors because she loves teaching real estate investors mindset and business strategies. 

It’s also important to Jen that she leads her business with integrity. Jen believes that her work has the potential to build communities rather than tear them down through gentrification. She listens to the needs of her clients and her workers. She likes to give them what they need, rather than what would be most financially beneficial for her.

Jen’s favorite way to celebrate her wins is to buy a new pair of shoes or go out to the cabin she rents with her husband in the Blue Ridge Mountains.  

Connect with Jen

Jen Josey is a real estate investor and professional coach based in North Carolina. She hosts REIGN, the Real Estate Investor Growth Network Podcast. She also created REIGN Mastermind, a network that supports real estate investors. Learn more about Jen’s work on her website, and be sure to follow her on Twitter and Instagram

Giving is Good

Jen owns four chickens, two cats, and two dogs, so it’s safe to say she’s a fan of animals. That’s why she supports The Society for the Prevention of Cruelty to Animals (SPCA). You might know them as the “_SPCA,” as there are regional divisions all throughout the world. The SPCA strives to make animals safer, happier, and healthier. Jen especially likes that the SPCA helps rescue animals from high-kill shelters. Donate to the international branch here. You can also sign up for their alerts here, To find your local SPCA, Google “SPCA” and make sure location services are turned on. You’ll see a list in the answer box. You can follow the international SPCA on Facebook, Twitter, and Instagram. And be sure to follow your local SPCA, too!

"I woke up one day and I thought, 'People need my badassery.'"

- Jen Josey

Meet your Host, <em style="color:teal">Heather Vickery<em>

Meet your Host, Heather Vickery

Heather Vickery is an award-winning business owner and global leader with over 20 years as an entrepreneur. She leverages her entrepreneurial skills and expertise to coach individuals towards greater personal and professional fulfillment by helping them leverage their fear into intentional bravery. Heather says “When we choose bravely, on purpose, we choose bigger, have bigger successes and it’s contagious” A celebrated public speaker, Heather inspires audiences and empowers attendees with the tools they need to live bold and successful lives through creating balance, time management, mindfulness, as well as countless systems, strategies, and boundaries. She’s the author of Gratitude Journal: Shift Your Focus and Grow Grateful: A Gratitude Journal for Kids and Families. Heather is also the host and executive producer of The Brave Files Podcast.

The Brave Files Podcast is supported by....

libro.fm audiobooks

By choosing Libro.fm over other audiobook services, you support a local bookstore of your choice—and invest in your local community. They offer over 150,000 audiobooks via their premium platform (which was built with love from scratch) and give you bookseller recommendations for great audiobooks.

Proceeds from audiobooks purchased through Libro.fm are shared with your local bookstore. Your community sees 25% more money when you shop locally rather than at a national chain. More of your tax dollars are also reinvested into your community and you help create more local jobs because local businesses, bookstores included, are better at creating higher-paying jobs within the community.

Buying local is also better for the environment because it means less packaging and less transportation. Plus, digital audiobooks have an even smaller carbon footprint.

Purchasing your audiobooks from Libro.fm helps you nurture your community’s uniqueness! Local bookstores curate their selection based on what they know their community members are interested in. When you buy from local booksellers, you are participating in the conversation that shapes your local culture.

Grab your Free Trial and FREE Audio Book Now!

For you, the listeners of The Brave Files podcast, Libro.fm is offering a free audiobook with a free 30-day trial to give you the opportunity to check out their service.