Concentrated Stock Risk: When Your Business Is Most of Your Net Worth
About 70% of a business owner's wealth sits in the business; measure the ratio, then diversify with staged sales, Section 1202 QSBS, and outside accounts.
#portfolio-management
Portfolio Management
Manage investment portfolios and track performance
Investment Club Taxes: Form 1065, K-1s, and Unit-Value Accounting Explained
A US investment club is a partnership from the first deposit — Form 1065 is due March 15 every year, and filing late costs $255 per partner per month.
Dollar-Cost Averaging vs. Lump-Sum Investing: How Business Owners Should Invest a Windfall After Selling the Company
Lump-sum investing beat 12-month dollar-cost averaging about two-thirds of the time — but set aside the US capital gains reserve before deploying a dollar.
Robo-Advisors vs. Human Advisors: A Small Business Owner's Guide to Fees, Fiduciary Duty, and When Automation Makes Sense
A 1% AUM fee costs roughly 24% of a 30-year balance versus 7% at 0.25% — pick a robo, hybrid, or human fiduciary by your business stage, not by price alone.
What's Inside Your 401(k)'s Default Fund? How Target-Date Funds Pick Your Investments, and the Fees to Compare
Target-date funds hold about $4.9 trillion and are the default in 99% of the auto-enrollment 401(k) plans Vanguard tracks. Here is how glide paths, "to" versus "through" designs, and expense ratios shape your retirement balance, plus a 15-minute checkup for savers and the fiduciary duties for owners who sponsor a plan.
Phantom Interest Income: Why Original Issue Discount Taxes You on Money You Haven't Received Yet
Original issue discount makes you report interest income each year on bonds that pay no cash until maturity. This guide covers where OID hides — zero-coupon bonds, T-bills, TIPS, seller-financed notes — the 0.25%-per-year de minimis threshold, how to read Boxes 1, 2, 6 and 8 of Form 1099-OID, and the basis and state-tax mistakes that make investors overpay.
Sequence-of-Returns Risk: Why the Order of Market Returns Can Make or Break Your Retirement
Two retirees with identical average returns can end up decades apart in portfolio longevity — the order of returns decides it. How sequence-of-returns risk works, why the ten-year retirement risk zone hits business owners and freelancers hardest, and five defenses including cash buffers, bucket strategies, bond tents, and spending guardrails.
Direct Indexing for Tax-Loss Harvesting in 2026: The Loss Machine ETFs Cannot Build
US direct indexing harvests losses stock-by-stock in an SMA — wash-sale rules and tax alpha ETFs cannot match in 2026.
Section 199A REIT Dividend Deduction: The 20% Tax Break Most REIT Investors Don't Fully Use
Section 199A lets you deduct 20% of qualified REIT dividends, cutting the top federal rate to about 29.6%.
Tax Loss Harvesting: The Year-Round Strategy That Can Save You Thousands in Capital Gains Taxes
Year-round tax loss harvesting can add 0.5%–1.5% in annual after-tax returns to a taxable portfolio. This guide explains the IRS netting order, the wash sale rule across taxable and IRA accounts, and a practical framework for harvesting short-term losses without losing the deduction.
Introduction to Beancount.io
Beancount.io simplifies investment tracking for stocks and cryptocurrencies, offering a user-friendly interface and powerful features tailored for engineers and financial minimalists.