EPISODE · Nov 7, 2025 · 19 MIN
Year-End Tax Planning: 5 Strategies Before December 31st
from A Smarter Way To Retire with Tony Leonardi, CFP® · host Anthony Leonardi
Join Tony Leonardi, CFP® from Newtown, Connecticut, for a birthday special recorded November 7, 2025. With eight weeks left in 2025, discover actionable year-end tax strategies that could save you thousands.What You'll Learn:-How the One Big Beautiful Bill changed 2025 taxes ($31,500 standard deduction, senior bonus deductions) -Tax loss harvesting to offset gains (including wash sale rule workarounds) -Roth conversion sweet spots in November (with critical compliance notes on aggregation and pro-rata rules) -Charitable giving optimization (QCDs up to $108K, bunching, donor-advised funds) -Capital gains bracket management to harvest gains at 0% rate -Quick year-end moves (401k, HSA, withholding, FSA)Current 2025 Tax Context:Standard deduction: $31,500 (married)/$15,750 (single)Senior bonus deduction available for 65+ with income limits0% capital gains up to $96,700 (married)/$48,350 (single)QCD limit: $108,000401(k) contribution: $23,500 ($34,750 for ages 60-63)Key StrategiesTax loss harvesting with real $40K gain offset exampleRoth conversion bracket management (22% vs 32% example)Donor-advised fund strategy that saved $90,0000% capital gains harvesting to reset cost basisListen on Spotify, Apple Podcasts, or YouTube.Visit LeonardiFamilyWealthcare.com for year-end tax planning sessions, ordownload the 2025 Retirement Reset Checklist with Probability of Success Meter.
What this episode covers
Join Tony Leonardi, CFP® from Newtown, Connecticut, for a birthday special recorded November 7, 2025. With eight weeks left in 2025, discover actionable year-end tax strategies that could save you thousands.What You'll Learn:-How the One Big Beautiful Bill changed 2025 taxes ($31,500 standard deduction, senior bonus deductions) -Tax loss harvesting to offset gains (including wash sale rule workarounds) -Roth conversion sweet spots in November (with critical compliance notes on aggregation and pro-rata rules) -Charitable giving optimization (QCDs up to $108K, bunching, donor-advised funds) -Capital gains bracket management to harvest gains at 0% rate -Quick year-end moves (401k, HSA, withholding, FSA)Current 2025 Tax Context:Standard deduction: $31,500 (married)/$15,750 (single)Senior bonus deduction available for 65+ with income limits0% capital gains up to $96,700 (married)/$48,350 (single)QCD limit: $108,000401(k) contribution: $23,500 ($34,750 for ages 60-63)Key StrategiesTax loss harvesting with real $40K gain offset exampleRoth conversion bracket management (22% vs 32% example)Donor-advised fund strategy that saved $90,0000% capital gains harvesting to reset cost basisListen on Spotify, Apple Podcasts, or YouTube.Visit LeonardiFamilyWealthcare.com for year-end tax planning sessions, ordownload the 2025 Retirement Reset Checklist with Probability of Success Meter.
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Year-End Tax Planning: 5 Strategies Before December 31st
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