Episode 3

Published on:

26th Oct 2020

Twice Bankrupted to Million Dollar AirBnb Portfolio - Jennifer Grimson

Jennifer Grimson has gone through rebuilding her career and life TWICE. Having no money, no job, no place to live in, and having two children to support, she picked herself up and persevered building her Micro Empires.

[00:0110:59] Rebuilding from Financial Ruin

  • I introduce the guest, Jennifer Grimson.
  • Jennifer talks about her background and her journey of rebuilding her life
  • Went through 2 divorces
  • Found herself with no money, no job, no car, no place to live, and the sole support for her children TWICE
  • Building micro empires. “If it’s mine. It’s an empire.”

[11:0019:33] Taking Control of Your Own Financial Well-Being

  • Jennifer shares what led her to go down the path of taking control of her own financial well-being.
  • Jennifer gives excellent advice for women bouncing back from the ground and trying to get back on their feet.

[19:3431:51] The Micro Empires

  • The journey of building Jennifer’s micro empires
  • Joining real estate investor meetings
  • Be comfortable with being uncomfortable
  • Jennifer’s relationship advice
  • Open communication

[31:5245:26] Don’t Be Afraid to Get Rejected

  • Jennifer talks about what it’s like being the only woman in some real estate investor meetings she attends.
  • For women just starting or interested in real estate, here’s advice to help you start your career.
  • How can men interact and communicate better with women?

[45:2752:02] The Contrarian 3-Pack

  • What would you say is the most contrarian investment you’ve made?
  • I invested in THIRDHOME
  • What’s your favorite activity to do with your friends and family outside of work?
  • Getting together with the family and play games and go on vacations.
  • What actions, whether within work or family, offer you the most fulfillment in life?
  • Being able to see that by sharing my story, the lights go off.
  • Connect with Jennifer online! See the links below.


Tweetable Quotes:

“I also knew that I wasn’t gonna be able to establish real security, financial security, and financial independence unless I built what I like to call little micro-empires. And in my world, if it belongs to me, it’s an empire” – Jennifer Grimson

“Never ever ever turn your financial well-being over to another human being.” – Jennifer Grimson

“Knowing what your absolutes are and having the power and the belief in yourself and the mindset to not only ask for them but to demand them.” – Jennifer Grimson

“You got to be really comfortable with being uncomfortable.” – Jennifer Grimson


Resources Mentioned:


Find out more about Jennifer by visiting her website https://micro-empires.com/. Follow her on Facebook, Instagram, Twitter, and LinkedIn.


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Think Different. Earn Different. Live Fulfilled.

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About the Podcast

Contrarian Cashflow
Think Different. Earn Different. Live Fulfilled.
Have you ever thought there has to be more to offer from life?

I went to college....because they said that is what you do

I got a well paying job...because that is what they said to do

I reached Income and Net Worth goals....because that is what they said to do

As I attained each of those goals I didn't feel the change in myself I had expected. My life wasn't any different and it kept me wanting for more...

Who is they and why did I feel so compelled to listen??

After much introspection I have found relationships and fulfillment will lead to the most impactful life.

This podcast is about that journey, interviewing some of the most successful within investing and entrepreneurship. How we seek fulfillment in life and maintain motivation through life's ups and downs.

Please join us as we delve into becoming who you are meant to be.

About your host

Profile picture for John Blanton

John Blanton

John is an experienced sales professional and investor driven to help others surpass their goals and find fulfillment in life. He has a passion for gaining financial independence and helping others get there through investment cashflow. He is fortunate to be supported by his loving wife and two daughters. Favorite activities include spending time being active outdoors with his family.