Jared Freid is back on Ask a Matchmaker to talk about his new book, Walking Red Flag, and why most dating advice completely misses the average guy's perspective. Jared and Maria dive into the "types of singles," why family setups may be better than dating apps, the difference between "main street" and "alleyway" dating, and whether social media is making dating harder than it needs to be. They also debate TikTok dating rules, the taxi cab theory, Snapchat requests, Uber expectations, and why "if he wanted to, he would" might be terrible advice. Plus, Jared plays a rapid-fire round of "Walking Red Flag or Overthinking It?" and gives his take on some of the internet's favorite dating debates.

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