WINDWARD INSIGHTS

Webinar Replays

Free educational resources from Windward Private Wealth Management - on-demand webinar replays you can watch anytime

9/22/26

Q4 Planning Deadlines

Roth conversions and tax-loss harvesting explained.

Watch the Replay

6/24/26

Estate Planning Essentials

How Windward coordinates with your attorney to protect your wealth

Watch the Replay

Roth Conversions Explained

3/5/26

Is it right for you?

Watch the Replay

Visit our YouTube page for more webinar replays

follow windward on youtube

Sign up to be notified of future webinars and free educational resources

Recent Wealth Insights

Wealth Insights
Your Financial Planning Checklist: Moves Worth Making Before the Holidays
Your Financial Planning Checklist: Moves Worth Making Before the Holidays

What financial planning moves should I make before Q4 ends?

Read more →
Back-to-School Funding: Grandparent Gifting Strategies Under the New Exemption
Back-to-School Funding: Grandparent Gifting Strategies Under the New Exemption

How much can grandparents gift for education without tax consequences in 2026?

Read more →
Tax Check-In: A Practical Checklist Before the September 15th Tax Deadline
Tax Check-In: A Practical Checklist Before the September 15th Tax Deadline

What should I check before the September 15 estimated tax deadline?

Read more →
Open Enrollment: What to Review Before You Finalize Your Benefits
Open Enrollment: What to Review Before You Finalize Your Benefits

What should I review during open enrollment?

Read more →
IRMAA: Why Your Income Matters for Medicare Premiums Two Years From Now
IRMAA: Why Your Income Matters for Medicare Premiums Two Years From Now

How does IRMAA's two-year lookback work?

Read more →