Dating Reset: Money, Trips & Expectations Explained | WTW

Who pays while dating — and when does provision actually begin? In this episode of What’s The WRD, the panel dives into one of the most debated topics in modern dating: money, trips, 50/50, and expectations. We unpack real questions people are afraid to say out loud: Should men fly women out while dating? Is 50/50 fair — or does it miss the bigger picture? When does financial responsibility start: dating or marriage? Is spending money early an investment or a waste? What does intentional dating actually look like? This isn’t a “men vs women” conversation — it’s about clarity, alignment, and purpose in a dating culture shaped by social media, pressure, and comparison. Whether you believe in traditional roles, modern balance, or something in between, this episode challenges viral dating narratives and asks a harder question: Are we dating with intention — or just following trends? 👇 Join the conversation in the comments: Should trips wait until marriage? Is flying someone out too much too soon? What really shows effort in dating? 👍 Like, subscribe, and share if you’re navigating modern dating too.