Dateable: Your insider's look into modern dating and relationships S22E5: Why You Think You're Single vs. What Your Friends Really Think (From the Perspective of 2 Male BFFs)
Mar 10, 2026
Ned (Bottle Ned), creator of the Digging the Old West channel and longtime pal of Sean, brings candid, outsider perspective from his own relationship journey. They cover dating in competitive cities, expanding your pool beyond comfort zones, low-cost dates that reveal fit, presentation versus authenticity, and how beliefs and fear shape who you choose.
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How Bottle Ned's Hobby Brought His Girlfriend
- Ned stopped chasing women and focused on friendships, which led to meeting his girlfriend who found him via his YouTube bottle-digging channel.
- He sidelined dating, leaned into his hobby Digging the Old West, and a fan messaged him and eventually became his partner.
Perceived Wealth Pressure In San Francisco Dating
- Sean observes San Francisco dating skews because tech brings more men and some women expect high-wealth partners, making competition feel intense.
- He recounts hearing women choose dot-com billionaires over him and feeling disadvantaged by flashy dating norms in the city.
Expand Your Dating Pool Beyond Comfort Zones
- Expand your social pool beyond the usual circles to avoid repeatedly meeting the same type of person.
- Ned suggests going to different venues and socioeconomic groups to meet people outside your comfort zone.
