EPISODE · May 4, 2026 · 1H 3M
Why Success Makes Dating Harder Than You Think
from The Journey Podcast · host Zachary Cummings, Jake Moscato, and John Scafiddi Jr.
Why does dating get harder the more successful you become and does money actually make you happier? In this episode, we break down the reality of leveling up, from building wealth and realizing money doesn’t fix everything to what really changes once you make it. We also dive into women in business, why women have a natural edge in sales through confidence and communication, and how that can unlock massive opportunities. On the dating side, we talk about what it’s like being a successful woman, higher standards, fewer options, and the truth about loyalty, ambition, and modern relationships, giving you a new perspective on money, success, and your potential.The Journey Podcast Merchhttps://thejourneypodcast.shopEXCLUSIVE AD FREE EPISODEShttps://www.patreon.com/c/TheJourneyPodINSTAGRAMhttps://www.instagram.com/zacharycummings_https://www.instagram.com/thejourneypodcasthttps://www.instagram.com/itsjesschangTik Tok https://www.tiktok.com/thejourneypodcast__#dating #relationships #modernrelationships #datingadvice #success #money #selfimprovement #womeninbusiness
What this episode covers
Why does dating get harder the more successful you become and does money actually make you happier? In this episode, we break down the reality of leveling up, from building wealth and realizing money doesn’t fix everything to what really changes once you make it. We also dive into women in business, why women have a natural edge in sales through confidence and communication, and how that can unlock massive opportunities. On the dating side, we talk about what it’s like being a successful woman, higher standards, fewer options, and the truth about loyalty, ambition, and modern relationships, giving you a new perspective on money, success, and your potential.The Journey Podcast Merchhttps://thejourneypodcast.shopEXCLUSIVE AD FREE EPISODEShttps://www.patreon.com/c/TheJourneyPodINSTAGRAMhttps://www.instagram.com/zacharycummings_https://www.instagram.com/thejourneypodcasthttps://www.instagram.com/itsjesschangTik Tok https://www.tiktok.com/thejourneypodcast__#dating #relationships #modernrelationships #datingadvice #success #money #selfimprovement #womeninbusiness
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Why Success Makes Dating Harder Than You Think
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