

How to Win on Facebook and Social Media in 2025 | The 505 Podcast PART 2
69 snips Aug 27, 2025
The conversation kicks off with a surprising story about winning the lottery, sparking insights on luck and chance. Gary dives into why Facebook remains crucial in 2025, contrasting paid versus organic strategies. There's a deep exploration of balancing agility and company culture for sustained growth. The importance of taking calculated risks for long-term wealth is emphasized, alongside navigating content creation in a digital world. Finally, it highlights the need for authenticity and engagement on emerging social media platforms.
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Winning Small Lotteries Early On
- Gary Vaynerchuk recounts winning pick-three lotteries multiple times in his youth.
- He watched himself win twice and reflects on how small wins felt huge at the time.
Use One‑Second Videos On Facebook
- Replace static Facebook photos with one-second videos to dramatically increase reach.
- When Gary sees a trend work, he immediately emails his company with short headlines to spread it fast.
Hire For Family And Hustle
- Build the first 10 employees as family but be willing to fire to find the right fit.
- Hire people with humility, strong work ethic, and who are 'down for the cause' over pure agency pedigree.