Dating and In Debt – EP 06


Dating and In Debt

Martinis and Your Money

Happy Friday everyone! Today I have my latest podcast and it is with my friend Kassandra from More Than Just Money. I wanted to share Kassandra’s story about dating while in debt because it’s a subject matter that is close to a number of my client’s hearts. With 60% of graduates graduating with student loan debt and the average debt around $29,400, this is a topic that is going to remain an ongoing challenge.

For those of you who don’t know, when Kassandra began dating her now husband, she had over $50,000 in consumer debt. She was not proud of it, but had a plan to pay it down.

Podcast Notes

Kassandra and I drank a Rum-Tini during the call. It’s a martini based on the liquor, RumChata that we drank together during a party. Kassandra likes Bailey’s on the rocks normally, so this was a good mix of the two.

Here is the Recipe:

2 oz RumChata

2 oz Bailey’s

1 oz Vodka

Shake together in cocktail shaker over ice and serve in a martini glass.

Non-Alcoholic Version

If you want to get a similar taste, I would shake a chocolate milk and sprinkle with a little cinnamon at the end.

Kassandra shared her past spending behaviors and mentality and how these contributed to a failed first marriage. A few years after the failure of that marriage, Kassandra not only came to the realization that she was in an immense amount of debt, but that she was also interested in a new man in her life.

Not only did Kassandra have to share her debt secret with the guy she was falling in love with, but she had to manage a long distance relationship with him while trying to pay down this debt. Through all of this, though, she was committed to eliminating her debt and changing her spending ways.

Kassandra shares a number of the stories and struggles and ongoing challenges she and her husband faced thanks to her debt, and fortunately for her, this story has a happy ending. I think that it is a great example of how a commitment to debt repayment and finding the right mate can make anything possible.

Random three questions: Kassandra answered

  1. If you could meet anyone in history, who would you meet and why?
  2. Describe your perfect day
  3. What’s your favorite song to sing?

For a bonus at the end, I convinced Kassandra to sing part of her favorite song. She feels like she could do better; however, I think she has a beautiful voice and showed it off wonderfully.

Image Source: Stuart Miles

Have you ever dated anyone while in debt? Feel free to answer any of the random three questions in the comments

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Shannon is a financial planner who left a “traditional” financial services firm to start her own company, The Financial Gym, because she felt traditional financial services firms did not have the tools or resources to help people in their 20s and 30s who are starting out and trying to build assets while also managing debt. She realized that the key to long-term personal financial success is a commitment to financial fitness and making smart financial choices. Through her blog, Financially Blonde, her book, Train Your Way To Financial Fitness, her podcast, Martinis and Your Money and The Financial Gym, Shannon is committed to making financial fitness fun, easy and accessible for everyone.


  1. I am so very blessed to have listened to this very podcast. I just recently started with the Martinis and Your Money podcast and most of the ones I heard so far are relevant to my life. However, Dating and In Debt hit it on the nail for me. I’ve got worthiness and debt issues that have kept me from getting on the dating scene, ever. I resonated with Kassandra and her words of being in gratitude despite what the situation I may be in at the current moment. From this very episode, hope may be flickering but it is still alive. And I am so happy she chose to share her musical talents at the end. That truly was a bonus!

    And Shannon: you are such a beacon of light in my life right now. You say everything short of death is fixable. And I’m ready to do the work so I can get out of my debt and onto living the best version of the life I was meant to live. I keep hearing it’ll be hard, but one thing my parents taught me is the value of working hard. I know I’ll have the courage to face it when I have one of your coaches guiding me through. I continue to listen to your podcasts until I get through the 220+ I still need to go. It’s another thing that’s giving me hope right now until I get financially naked next week. Yay!!

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