Money and Dating for a New Generation
Sep 17, 2026 · 46m
Summary
Comedian Jared Freed joins Financial Tea to discuss his new Netflix special, The Family Plan, and the $100,000 he invested to produce it. The pair explore the financial realities of dating, including the emotional weight of millennial debt and the "delusion" required to commit to a relationship. They also share humorous anecdotes about expensive mistakes, such as a $1,500 Chemo Sabe hat, and offer advice on navigating money conversations with partners through curiosity rather than judgment.
Topics discussed
Sponsor: Monarch financial app for budgeting
Sponsor: Factor meal delivery service
Intro: The Financial Tea and guest welcome
Rapid fire: Financial icks and turn-ons in dating
Dating stories: Expensive first dates and embarrassment
Best and worst purchases for dating and relationships
Kimosabe and the psychology of upselling
Generational reliance on parents for financial support
Sponsor: Cotton Cashmere apparel
Sponsor: Factor meal delivery service
Renting vs buying and the delusion of relationships
Personal growth: Applying dating advice to own life
Navigating money conversations in new relationships
Investing in a comedy special and risk management
Career path: From finance to comedy and podcasting
Dating dynamics: Ambition, money, and social pressure
Sponsors: Shopify and Ernesta custom rugs
Current relationship: Partner's career and lifestyle
Digital footprint and reconnecting with an ex
The etiquette of texting exes after emergencies
Lululemon divorce and male vulnerability in dating
Sponsor: Silicon Valley Bank and 1st Citizens
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