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When is enough...enough? Being comfortable in your own skin and determining what makes you happy is a major theme of this episode as we discuss personal finance and education with a Wisconsin educator. Do you value what others want you to value or do you march to the beat of your own drum?

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Brandon and Dave discuss the American retirement crisis.  On a recent CBS special, it was revealed that over 50% of Americans who "retire" don't actually have enough money to do so.  In addition, 20% of Americans age 65+ have had to reenter the workforce. 

In this episode, we will highlight a Florida couple who has had to go back to work at ages 66 and 77 years old.  What mistakes did they make to put themselves in this position? How do you know you are ready for retirement? Learn from their mistakes and cruise into a better situation that you had during your working years! 

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John and his wife are both California educators, nearing the end of their teaching careers (2-7 years left). John is a middle school music teacher and his wife is a primary school educator. Even though John didn't read his first book on personal finance until the age of 40, he is on fire for everything related to personal finance and has been focused on catching up.  From learning woodworking skills and carpentry to renovate their home, John and his wife are the epitome of those who continue to reinvent themselves. 

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Miguel is an ESL teacher in the Chicago area who has an amazing story! He left his home country of Venezuela with little to nothing to his name before coming to America on a visa to learn English. Whil. e here, he met his now wife and ended up moving to the US permanently. 

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Do you have kids? Grandkids? Nieces or Nephews? Will you potentially have kiddos one day? In this episode, Dave and Brandon discuss some qualitative and quantitative tips and tricks to set kids up for success.

529's to Roth
Authorized Credit Card Users
Financial Modeling
Brokerage Accounts
Talking Money
...More! 


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Jackie Cummings Koski, is a personal finance educator & consultant. After overcoming poverty, divorce & single motherhood, Jackie reached F.I.R.E. in her 40s, making less than six figures. Before retiring, she grew her wealth to over $1 million and her story and personal finance tips have been featured on CNBC, Forbes, and Market Watch. She holds the Certified Financial Planner and Accredited Financial Counselor credentials. Her commitment to educating and empowering Americans in the area of personal finance earned the policymakers and was officially recognized with a Congressional Commendation for her accomplishments in the field of financial literacy from the US House of Representatives.


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Guest favorite, Gerry Born (AKA Millionaire Educator) is back on FIT to take part in a special FIT Q&A episode.  Gerry gives us a quick 5 minute life update and then dives into around 15-20 questions submitted by YOU, the FIT Family! Gerry covers a wide range of topics on this show and it is always a good time hearing his perspective.


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Barbara is a Chicago teacher who had to start at over at 45 years old. During the divorce, she took on $250,000 of the debt. Over the  course of the next 4 years, she paid everything off and even has 25k invested!

To say she went scorched earth is an understatement! A side hustle, two side jobs and many 80 hour weeks behind her, she's now in a position at 50 to build wealth and will likely have over 500k in investments when she retires.


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Gary and his wife Kim started their teaching careers in Vegas but quickly realized they could earn much more in their native home in Alaska. Because of their hire date, they were able to teach 20 years in AK and immediately draw on their pensions, netting them 6k per month. Retirees before the age of 50, they searched for the perfect retirement home and settled in northern AZ.

In "retirement", Gary is an Alaskan trail guide for a portion of the year and Kim just accepted a job at the local college. The couple just became net worth millionaires (including home) but are working toward 1 million+ in liquid assets.


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Retired after 30 years of teaching in Texas, Chris has a net worth of almost 2 million. Chris was the breadwinner for the majority of his career as his wife dropped in and out of the workforce to stay at home and raise their kids.

In this episode, Chris talks about how he got there and things to do as you prepare for retirement. You won't want to miss his journey, it wasn't always easy!


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