category / Taxes

Love, F.I.R.E, and Taxation Series 5 – Financial Intimacy Without Financial Naivety

Love asks for openness. Money demands clarity. Most people are taught—explicitly or implicitly—that those two forces are in conflict. That if you talk about money too early, too honestly, or too structurally, you risk “ruining” the emotional connection. That protecting yourself financially means withholding trust. That intimacy requires surrender. None...

Love, F.I.R.E. and Taxation Series 3 – Marriage as a Financial Accelerator – When It Is… and When It Isn’t…

Marriage is not a financial cheat code. That’s important to say plainly, because too much personal-finance content swings between two extremes: either romanticizing marriage as an automatic wealth multiplier or dismissing it entirely as irrelevant to financial outcomes. Neither is true. Under the tax code, marriage can be a powerful accelerator; but...

Turn Market Panic into Wealth: Smart Investment Strategies

When major downturns hit—real ones, not the everyday noise—I don’t panic. I don’t freeze. And I don’t pretend I can predict the exact bottom. I prepare for 30–40% market drawdowns, because history says they will happen. The question isn’t if—it’s how you react when they do. When pre-tax, tax-deferred accounts...

The Taxable vs. Roth Account Conundrum

Liquidity, Control, and the Emotional Safety of Accessible Capital As one of my readers, I know you already know this about me: I am a big fan of investing heavily in pre-tax accounts early and then methodically converting those dollars into Roth accounts over time. That framework has served me...

Convert. Don’t Sell. Use the Dip

FIT & WHEALTHY Convert. Don’t Sell. Use the Dip. A practical post on using market drawdowns to make strategic Roth conversions, while still preserving the option to direct-contribute to a Roth IRA when you’re near the income limits. Market resilience MAGI mechanics In-plan & IRA conversions Pre-tax saturation gauge The...

The Pre-Tax 401(k) as a “Staging Area” → Roth as the Destination

The Pre-Tax 401(k) as a “Staging Area” → Roth as the Destination (with Calculators) Educational model (not tax/legal advice). Roth IRA eligibility uses IRS Pub 590-A Worksheet 2-1 mechanics (conversion income is subtracted back out when computing “MAGI for Roth IRA purposes”). This widget does not assume in-plan Roth 401(k)...

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