

Want to date a rich man? It's harder than you think.
Jun 12, 2025
Wailin Wong, co-host of NPR's The Indicator, and Reema Khrais, host of Marketplace's This Is Uncomfortable, explore the quest for financial stability in dating. They dissect the viral TikTok trend around dating wealthy partners, addressing the complexities of discussing finances in relationships. The conversation touches on cultural expectations, the impact of social media, and the evolving dynamics of modern romance influenced by economic realities. Insights into emotional motivations reveal how desires for secure partners often stem from deeper needs for healing.
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Date Income Question Anecdote
- A first date question about income can cause panic or deflection with humor.
- Wailin Wong shared a joke about being paid in tote bags to ease such moments.
Context Matters for Money Talks
- Money discussions depend on relationship context rather than timing.
- Understanding finances helps assess compatibility for serious relationships.
Ask Deeper Financial Questions Early
- Ask about debt, financial obligations, and caregiving roles.
- These questions reveal important aspects of a partner's financial life and priorities.