

Simons-Holiday Trade Thoughts and the Value of a Top-10 Pick. Plus, Kevin Boyle on the Draft.
29 snips Jun 24, 2025
Kevin Boyle, a celebrated coach with eight national championships to his name, joins the discussion to delve into his experiences with top recruits like Cooper Flagg and Derik Queen. He shares insights on the value of developing high school talent and the importance of team culture in sports. The podcast also analyzes the recent Anfernee Simons–Jrue Holiday trade, its impact on the Celtics and Trail Blazers, and the complexities of roster management. Plus, some lighthearted life advice brings a fun twist to the conversation!
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Trade Motivated by Tax Savings
- The Anfernee Simons–Jrue Holiday trade is primarily about salary cap and tax savings for the Celtics.
- Simons’ talent is secondary to the financial flexibility Boston gains by making this move.
Second Apron Tax Rules Are Harsh
- Teams over the NBA's "second apron" luxury tax face strict trade and signing restrictions.
- This creates a quasi-hard cap, limiting roster flexibility significantly.
Tanking Risks and Draft Pick Reality
- Tanking for draft picks is riskier than fans realize because success isn't guaranteed.
- Historic top picks often don’t remain with original teams or become stars immediately.