Wealth Management Insights
Financial planning and investing insights from Kristin McKenna, CFP®. Resources from a sudden wealth advisor to start planning for your liquidity event, equity in an IPO, business sale, or inheritance.
Sign Up for Weekly Investing Insights
Massachusetts ‘Millionaires’ Tax Applies to Sudden Wealth Events
What is the Massachusetts millionaires tax? Since 2023, Massachusetts applies a 4% surtax is applied to taxable income and capital gains over $1M (since indexed
Should I Sell My Business? Find Your Number First
Thinking about selling your business? Before you weigh any offer, figure out what you spend, what you’d keep after taxes and deal terms, and whether it’s enough.
Sudden Wealth Syndrome and the Dos and Don’ts of Sudden Wealth
What is Sudden Wealth? Sudden wealth is a large increase in your net worth that comes all at once. Although the event itself may not
Oura IPO: Equity, Tax, and Liquidity Planning
UPDATE: Oura delayed its IPO on September 29th, 2026. Oura publicly filed its S-1 with the SEC on September 3, 2026. Oura employees should prepare
Anthropic IPO Planning: Tax & Liquidity Strategy for RSUs & Options
What to Expect When Anthropic Goes Public Anthropic is planning to go public in 2026! Employees with RSUs and stock options need to start making
RSU vs Stock Options: Taxes, Risk, Upside, and Which is Better
Summary: RSU vs Stock Options Restricted stock units (RSUs) and stock options are very different forms of equity compensation. RSUs are awarded, whereas employees must
What is a Step Up in Basis? Taxing Inherited Assets
What is a stepped up basis? A step-up in basis offers a significant tax advantage to individuals inheriting stocks, ETFs, mutual funds, homes, and other
What Happens to Your 401(k) When You Quit? Your 5 Options Explained
If you quit, odds are nothing will happen to your 401(k) unless you initiate it. If you’ve switched jobs and haven’t taken your old 401(k)
What to Do in the First 90 Days After a Liquidity Event: Planning Checklist
The first 90 days after a liquidity event are the most important to set the right foundation and preserve your optionality. The priority isn’t making
How Do Employee Stock Options Work? Company Stock Compensation Guide
A company’s equity compensation plan can include two types of stock options: incentive stock options (ISOs) and non-qualified stock options (NSOs). There are other forms
Where to Save After Maxing Out Your 401(k)
Where should you put extra cash after maxing out your 401(k)? If you’re looking for ways to invest after your 401(k) or 403(b) at work,
SpaceX IPO: Employee Lockup Release Dates
SpaceX employee lockup rules and key dates for liquidity.
What is the 4% Rule in Retirement? Risks and Realities
What is the 4% Rule in Retirement? The premise of the 4% rule is simple: retirees can withdraw 4% of their starting retirement portfolio annually,
How Much Do I Need to Retire Comfortably At 60?
How much money do you need to retire at 60? That depends entirely on how much you plan to spend in retirement. Absent a large
What Happens to Stock Options in a SPAC Merger?
Although the most common way for a company to go public is through the traditional initial public offering (IPO) process, it’s not the only method.
Restricted Stock Units: Taxes, Vesting and Key RSU Facts
Executive Summary: What Are RSUs and How Are They Taxed? Restricted stock units (RSUs) are stock grants from an employer that give employees shares of
Asset Management vs Wealth Management: What’s the Difference?
Asset Management vs Wealth Management Comparison When searching for a financial professional, you may wonder whether you need asset management vs wealth management. How are
What is a Fee-Only Financial Advisor?
What is a Fee-Only Financial Advisor? A fee-only financial advisor is paid exclusively by their clients — typically as a percentage of assets under management