Getting Debt Free Isn’t One-Size-Fits-All: Why Your Plan Needs to Fit You [Podcast]

🎯 What “Debt Free” Really Means Let’s get real about something that should be simple—but never really is: Getting debt free. Sounds straightforward, right? Pay off what you owe, and boom—you’re free. But if you’re feeling overwhelmed, frozen, or completely burned out trying to chase that dream, you’re not the problem. The real issue? There …

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I Have No Savings and Have to Juggle Payments Each Month. – Butch

“Dear Steve, I am 64 years old, a teacher. Every year, my salary has gone done (forced furlough days). Bad divorce-impulsively took a second mortgage on my townhome to pay child support and attorney fees (13.9%!). Currently in a DMP program for $22000 of credit card debt. Retire in 2 years-will get 50% of current …

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I Am Self-Employed, Show Very Little Taxable Income and Have $130,000 in Credit Card Debt. – Ian

“Dear Damon, Self employed for 13+ years 55 years old Like so many self employed people the recession has been rough, add to that medical bills, and it’s easy to get caught in credit card debt. I currently have $130k in credit card debt with an average interest rate of 16%. I am making the …

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I Have Fibromyalgia, PTSD, and a Lot of Medical Bills. – Cyndi

“Dear Damon, I’m 54 & don’t work due to Fibromyalia & PTSD? I don’t get any disability. I was denied because i don’t have enough credits. My husband is 60 & receives $1474.00 from S.S. Disabilty. He had a stroke in 2007. That is our only income. I was hospitalized 12/2010 from internal bleeding & …

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Can I Trust Debt Settlement Companies Who Promise Big Results? – Lisa

“Dear Damon, I am $30,000 in debt. What would be your advice in dealing with companies of debt settlements who claims to reduce your debt by 50% and charges you 20-23% interest if your total debt? Lisa” Hello Lisa, I think a majority of debt settlement programs are bad news. I can comfortably say that …

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We Are On Disability and Social Security and the Debt Settlement Company Says They Can Help. – Brett

“Dear Damon, I am on disability with a an income less than 30% of my working income. My wife has a start-up business that continues to lose money and has been unsuccessful at finding a job. During the last 6 years on disability we burned through our savings as well as accumulating about $200,000 in …

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