Nauma

Analyzing VPFs as a Leveraged Diversification Tool

We discuss how Variable Prepaid Forwards act as portfolio leverage and the specific conditions under which tax deferral outweighs contract fees.

Apr 3 • Nauma

March 2026

Using Claude to File Taxes: Does It Save You Time or Money?

I spent some time today experimenting with claude-tax-filing skill to generate a tax return.

Mar 30 • Nauma

2

ESPP vs. Mega Backdoor Roth: The Problem With “Always Take the Free Money”

The problem with the Employee Stock Purchase Plan (ESPP) is that while it may look like "free money," it can distract from a more impactful tax…

Mar 27 • Nauma

The Hidden Risk in “Safe” Investment Portfolios

Understanding duration, rate hikes, and why your bond strategy might not match your timeline.

Mar 20 • Nauma

Updating Your Financial Plan After a Layoff

Updating projections, adjusting goals, and protecting long-term success

Mar 1 • Nauma

February 2026

CRUT: Turning Concentrated Stock into Lifetime Income

Defer capital gains, generate income, and fund long-term philanthropy without selling everything at once

Feb 20 • Nauma

The Real Cost of Raising Kids in the San Francisco Bay Area

Housing, school, college, and how to plan without over- or under-saving

Feb 3 • Nauma

1

January 2026

Starting a Startup at 25, 35, or 45 Is Not the Same Decision

How age, family, and timing quietly change the real cost of entrepreneurship

Jan 22 • Nauma

2

When Asset Protection Costs $1 Million

Modeling how dynasty trusts and retirement accounts interact under compressed trust tax brackets

Jan 12 • Nauma

4

Managed Futures: Putting a Price on Lower Volatility

A quantitative look at volatility reduction, fees, and sequence-of-returns risk

Jan 6 • Nauma

2

December 2025

Variable Prepaid Forward (VPF) Contracts

The Math, Risks, and Tradeoffs Behind Variable Prepaid Forward Contracts

Dec 27, 2025 • Nauma

1

721 Exchange Funds and 351 ETF Exchanges Explained

Understanding the benefits, risks, and fees of 721 exchange funds and 351 ETF exchanges

Dec 22, 2025 • Nauma