Nothing Personal with David Samson

So You Wanna Talk to Samson!? MLB & Jomboy Media deal! Estate planning! Skener Wieners!? (Episode 1295 Hour 2)

Jun 11, 2025
The conversation dives into the intriguing world of estate planning and why sports teams consider selling for financial reasons. There’s a discussion about the complexities of the MLB Draft and whether it should be unified. Funny stories arise about clubhouse arguments, and Skener Wieners raises eyebrows! The new partnership between MLB and Jomboy Media sparks debate on content creation’s future. Plus, insights on the potential impact of the Automatic Ball-Strike system on umpires and player dynamics add depth to the analysis.
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INSIGHT

Estate Planning in Team Sales

  • Estate planning helps owners reduce estate taxes by transferring team ownership in chunks during their lifetime.
  • Selling or gifting shares defers taxing appreciation to the next generation, avoiding the high death tax.
INSIGHT

Why MLB Draft Is Unique

  • The MLB draft differs greatly from other leagues due to player development timelines.
  • MLB won't become like NBA or NFL where draft picks contribute immediately, because minor league development is lengthy.
ANECDOTE

Clubhouse Gambling Tensions

  • On flights, players often gamble in card games for money, leading to tensions due to pay disparity.
  • A veteran once stopped a rookie from digging deeper in losses to prevent fights and financial stress.
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