SCOUT· 64%1h 39m·2026-09-08·Money277. "He has $100K of debt. Should I still marry him?"
Ramit unpacks whether Randy can move toward marriage while Mack brings $100,000 of debt into their future together and whether that debt could become a problem they both have to live with. Randy and Mack are in their early 30s, and are talking seriously about marriage. But their financial lives look completely…
Scout bees are checking it out — divided opinions, the swarm hasn't committed.
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What people are saying
“Ramit, if you're reading this, I would love to see this format done with small business owners. I've been watching your show for years, and the couples format is great, however I am highly interested in seeing what it would look like to exa…”
“This is the first couple in a looong time that I actually think will pay off the debt and go on to live their rich life. They are both in tune with their emotions and began to communicate on a new level right away once the iceberg was broke…”
“Mack is carrying an equal amount of shared expenses with a partner that makes 50% more. That is not fair. I was glad to hear Ramit engage in that.”
“I would not be able to take Mack seriously, I'm sorry. The moment he said he was excited to be dating because then his debt wouldn't be just his problem anymore... Hello? People who view romantic relationship as a debt payoff plan or lifest…”
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73%275. "We escaped debt so why are we still spending like this?"
70%276. "I resent carrying our finances. Can we fix this?"
69%271. "He hid $30K of debt a month before our wedding"
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