Investment Strategy - The Fat Investor

Category: Investment Strategy

43 Posts

Featured image titled "Is High Dividend Yield on Cost Trapping You? 3 Psychological Traps to Avoid" featuring an OCBC Bank branch storefront alongside financial infographics detailing investment anchors, dividend yields, and three portfolio management traps.

Dividend, Investment Psychology, OCBC, SATS

Is High Dividend Yield on Cost Trapping You? 3 Psychological Traps to Avoid

September 17, 2026

An infographic comparing the five-year performance of SPY (S&P 500) and DBS Bank (D05) from 2021 to 2026, titled "Are you trapped waiting for a 20% crash? The Cost of Missing the Boat (2021-2026)." The left panel displays a rising SPY stock chart highlighting that a 20% drop from the 2026 peak of over $600 still sits far higher than the late 2022 low of $360. The right panel displays a rising DBS stock chart showing a climb from $27 in 2021 to over $70 in 2026, highlighting a brief 2025 dip to $37.16 and the massive opportunity cost of 5 years of forfeited dividends. The main caption reads "Crash Investing: The Cost of Waiting."

Market Crash, DBS, Investment Psychology, SPY

Crash Investing: The Cost of Waiting

Personal Reflection, Content Creation, Financial Independence, Investment Psychology

An INTP Confession: Why I Chose Blogging over YouTubing about Investing

An illustrated guide titled 'From CPF to FIRE: Explore Timeless Investment Strategies and Resources' showing a path leading from a CPF foundation building, across a bridge labeled with 4 Pillars, Strategies, Psychology, and Multibagger, toward a rising sun symbolising early retirement.

Financial Independence, CPF, Investment Psychology, Multibagger

From CPF to FIRE: Explore Timeless Investment Strategies and Resources

Investment Strategy, Amova-STC AREIT, NVO, S, STI ETF ES3, VXUS, ZS

Beyond the S&P 500: Why My Portfolio is Shifting to a Multi-polar World

iFAST, Investment Psychology

3 Psychological Hacks to Win the Investing Waiting Game

A featured image showing taking a 10.6k loss in TTD and reallocating to ISRG, MSFT and NFLX

Podcast, Investment Strategy, ISRG, MSFT, NFLX, TTD

My First “Podcast”: See How AI Hosts Dissect My S$10.6k TTD Loss

Book cover of The Art of Spending Money by Morgan Housel with a 25% off discount sticker and a 3-star rating graphic.

Book Review, Investment Strategy, Personal Finance

“The Art of Spending Money”: Just a Remix?

Action, iFAST, Investment Psychology, NFLX, NOW, Parkway Life REIT, S, SHOP, UOB

My Psychological Buys: “Timing the Market” for Time in the Market

February 24, 2026

Investment Strategy

The Power of “No”: Why I Say No to Gold, Crypto, and Options

February 11, 2026