We wrap up our Greatest Hits Week with a roundtable episode from 2019, diving into the uncomfortable topic of navigating life’s awkward money situations.
Picture this: You and your friends are taking a road trip. You get off the highway and pull up to the third gas station of the day. You cut the ignition, take a look around the car and everyone avoids your gaze. You’ve paid for gas during the last two stops and no one is jumping up at the grand opportunity to fill the tank the third time around. What’s your next move? Answering questions presented by one financial story which shines a light on situations like this and more today is our originals roundtable group: Paula Pant of Afford Anything, Len Penzo of LenPenzo.com, and OG from our very own Stacking Benjamins podcast.
Halfway through the show, we’ll take a break from our discussion on all things awkward while Joe sits down with Zohar Steinberg from Token. With privacy concerns and stolen credit card information constantly in the news, Zohar came up with a solution: unique credit card numbers for each transaction or service. Something goes wrong with one of your transactions or services? You’ll have the peace of mind that the rest of your account is safe. Interested in knowing more? Joe will dive into the product with Zohar and learn all the ins-and-outs of Token.
Plus, after we get through with Doug’s trivia gameshow, we’ll answer a voicemail from Lynn during our Magnify Money segment. Lynn will have about $5-7k left over after she pays off her travel expenses from long-term work trips. What should she do with the money? Should she focus on debt or investing? Our roundtable will give their 2 cents and provide Lynn some solid options on what to do with her money.
This show originally aired on July 12, 2019. Please disregard any mention of current events.
You can find the original show notes at: Navigating Life’s Awkward Money Situations (plus an intro to Token) » The Stacking Benjamins Show.
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201
Enjoy!
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Written by: Kevin Bailey
Miss our last show? Listen here: Inspiring Financial Independence Stories and Lessons from Missteps (LIVE from CampFI Midwest 2025) GREATEST HITS WEEK (SB1599).
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