Bill Artzeronian

AI Summary

→ WHAT IT COVERS Barry Ritholtz and tax director Bill Artzeronian explain strategies to reduce tax burdens through Roth conversions, equity compensation management, and strategic asset location across different account types. → KEY INSIGHTS - **Tax Diversification:** Spread assets across pretax 401k accounts, after-tax brokerage accounts, and tax-free Roth accounts to create flexibility in retirement, avoiding situations where every withdrawal triggers taxable income at high rates. - **Mega Backdoor Roth:** Contribute up to 70k total to 401k plans in 2025 by adding 30k after-tax contributions beyond standard limits, then converting to Roth for tax-free growth if your employer plan allows this strategy. - **Concentrated Stock Management:** Use direct indexing to harvest tax losses against concentrated equity positions, or employ 351 exchanges to bundle individual stocks into diversified ETFs while deferring capital gains through basis preservation until death. → NOTABLE MOMENT Artzeronian reveals that employees receiving stock compensation often face surprise tax bills because they psychologically register cash income but not equity vesting, leading to underpayment and April shocks on RSU income. 💼 SPONSORS [{"name": "Okta", "url": "okta.com"}, {"name": "Mint Mobile", "url": "mintmobile.com/switch"}, {"name": "Odoo", "url": "odoo.com"}, {"name": "Lenovo", "url": "lenovo.com"}, {"name": "LifeLock", "url": "lifelock.com/iheart"}] 🏷️ Tax Planning, Roth Conversions, Equity Compensation