Insights & articles.

Plain-language thinking on wealth management, fiduciary planning, equity compensation, retirement strategy, and the decisions our clients face most often. Written by the Skyview team.

Retirement Planning · Jan 15, 2024

529-to-Roth IRA Rollovers Under Secure Act 2.0

A new provision in the Secure Act 2.0 allows beneficiaries of 529 college savings plans to roll unused funds into a Roth IRA tax-free. Here's a complete guide to the five conditions you need to meet.

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Tax Strategy · Mar 12, 2024

Unlocking the Backdoor Roth IRA

A strategic approach to tax-efficient retirement savings — particularly valuable for high earners whose income exceeds traditional Roth IRA contribution limits.

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Tax Strategy · Dec 13, 2024

The HSA Shoebox Strategy

A Health Savings Account is the only account in the U.S. tax code with a triple tax advantage. Here's how to transform yours from a healthcare account into a retirement powerhouse.

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Business Owners · Coming Soon

Preparing for a Business Sale: The Three-Year Pre-Liquidity Checklist

The decisions you make in the three years leading up to a business sale shape the post-sale life that follows. A practical guide to what to put in motion — and when.

Coming Soon
Concentrated Stock · Coming Soon

10b5-1 Plans Explained: A Disciplined Path to Diversifying Company Stock

For executives with significant company stock, a properly structured 10b5-1 plan creates a rules-based pathway to diversification that protects both you and your portfolio.

Coming Soon
Tax Strategy · Coming Soon

Asset Location: The Most Underrated Tax Lever in Your Portfolio

Where you hold investments matters as much as which investments you hold. We walk through how to think about taxable, tax-deferred, and tax-free account placement.

Coming Soon
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