🎙️ Youngest in The Yacht Club – Davy Rolando (Betting on Hustle & Building Tampa Culture)

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Youngest In The Yacht Club

Vince Serrano

95 episodes

1 week ago

Youngest in The Yacht Club is a podcast that focuses on inspiring young people to reach their full potential. Hosted by Vince Serrano, the podcast features interviews with artist, musicians, entrepreneurs, and activist from around the world. Through these conversations, listeners gain an insight into the creative and entrepreneurial minds of the guest, as well as the challenges they face in their respective fields. The podcast also provides a platform for the guest to share their stories and experiences, and to inspire others to pursue their dreams.

Entrepreneurship

Business

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All content for Youngest In The Yacht Club is the property of Vince Serrano and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Entrepreneurship

Business

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🎙️ Youngest in The Yacht Club – Davy Rolando (Betting on Hustle & Building Tampa Culture)

Youngest In The Yacht Club

50 minutes 42 seconds

3 months ago

🎙️ Youngest in The Yacht Club – Davy Rolando (Betting on Hustle & Building Tampa Culture)

In this powerful episode, host Vince Serrano sits down with Tampa’s own Davy Rolando, radio legend, entrepreneur, and culture builder for a deep-dive into his journey from local DJ to full-blown business mogul. Davy opens up about the grind, the glow-up, and what it really takes to make a name in the city while staying authentic.

From radio waves to barbershops, Davy’s story is one of hustle, heart, and high-level execution. This episode is for anyone who’s ready to bet on themselves, take risks, and leave a legacy.

🕒 Timestamps
00:00 – Intro: Vince welcomes Tampa legend Davy Rolando
00:24 – Shoutout to barbershops & community buzz
00:41 – Who is Davy Rolando? Entrepreneur, hustler, Tampa staple
01:26 – “Hands in multiple pots”: Building different streams of income
01:51 – Davy’s rise through radio & DJ’ing at WiLD 94.1
03:00 – Transitioning from radio to real estate, barbershops & business ownership
06:12 – Learning from the streets vs learning from college
08:48 – Being the plug: the power of community relationships
11:20 – The mindset behind betting on yourself
13:30 – Davy’s thoughts on legacy and motivating the next generation
16:05 – What people misunderstand about Tampa’s culture
18:22 – Navigating egos & staying humble in a growing city
20:01 – Managing multiple businesses and creative freedom
23:34 – Advice to up-and-comers: consistency, discipline, & real networking
26:18 – What Davy wishes he knew in his 20s
28:00 – The importance of balance: family, health, and business
30:44 – Davy shares the real reason he never gave up
34:15 – Rapid-fire questions: music, travel, dream collabs
36:22 – What’s next for Davy Rolando?
39:40 – Final message to the youth: Bet on YOU, stay consistent

🔥 If you’re an aspiring creative, entrepreneur, or anyone on the grind, this episode is a masterclass in self-belief and community building.

🎧 Available now on YouTube & Spotify for Podcasters

👇 Follow & Connect
@YoungestInTheYachtClub | @VinceSerrano | @DavyRolando

🔖 Hashtags for Maximum Reach
#YoungestInTheYachtClub #DavyRolando #TampaCulture #EntrepreneurMindset #DJLife #BarbershopCulture #TampaBay #RadioLegend #SelfMade #CreativeGrind #LegacyBuilding #MotivationPodcast #SpotifyPodcasts #YouTubePodcasts #VinceSerrano