Archive – Every Best Interest Article

November 29 - Taylor Swift or Cristiano Ronaldo? And Their Hidden Investing Lesson
November 21 - 5 Year-End Financial Planning Tips
November 9 - What Long-Term Stock Returns Should I Assume in My Plan?
October 30 - You Received a Windfall: Now What?
October 24 - Is the “4% Rule” Too Risky?
October 15 - “An Unmarked Bag of Puzzle Pieces”
October 9 - The Simple Secrets of Modest Millionaires
September 22 - Putting a Dollar Sign On Financial Planning
September 16 - Debt Interest: The Silent Killer
September 13 - Don’t Panic: Some Questions Are More Important Than Others
September 4 - Some Bets I’m Willing to Make
August 28 - Foggy As It Ever Was
August 22 - How Well Do You Know Your “Frame?”
August 14 - How to Ensure Financial Misery
August 8 - Be Cool, Honey Bunny
July 31 - Should I Use My 401(k) Without a Match?
July 29 - Willingness, Need, and Ability: How To Determine Your Appropriate Risk
July 23 - How Much Life Insurance Do I Need?
July 15 - The Market Reacts to An Assassination Attempt
July 12 - Income vs. Savings: A Giant Misconception
July 4 - NVIDIA’s Day in the Sun(flower)
June 23 - Ice and Fire and Estate Planning
June 20 - The Crushing Cost of Conservative Retirement Planning
June 16 - “Why Can’t I Take Social Security Early and Invest It?”
June 6 - 10 Simple “CFP Topics” You Want to Get Right
June 3 - Do You Have a “Deeper Yes?”
May 28 - “When Should I Take Social Security?”
May 21 - The Value of Confidence
May 15 - Slam Dunk Financial Planning
May 8 - Good Company, Bad Stock
May 1 - When *Not* To Rebalance?
April 25 - An Offer You Can’t Refuse
April 14 - Danny Kahneman’s Best Idea
April 10 - Valuing Social Security as an Asset in Your Retirement Plan
March 30 - 50 Shades of Passive Investing
March 27 - Financial Flexibility
March 22 - Return on Sleeplessness
March 20 - You Can’t Control The Waves…
March 15 - Dear Parents: Follow The 50/50 Rule for College Saving
March 6 - “Boring” Money Topics That I Find Fun
February 29 - The Powerful Benefits of Roth Conversions
February 21 - Are Hybrid Cars Worth the Extra Cost?
February 16 - Should You Consider Roth Conversions?
February 5 - Fundamentals Of Retirement: Is the Summit “Good Enough?”
January 30 - Money is a Moon, Not a Galaxy
January 24 - The Jazz of Personal Finance
January 18 - “I Wouldn’t Know Where to Start” – 16 Questions to Ask A Financial Advisor
January 18 - Accounting for Inflation in Retirement and FIRE Planning
January 9 - The Financial Fundamental Most People Overlook
January 2 - Winning the Game: Retiring at 57 with $4.2M

December 28 - Conducting a Year-End Financial Review and Setting 2024 Goals
December 22 - The Best of The Best Interest in 2023
December 18 - The Important Details Behind 529-to-Roth Conversions
December 13 - What Investments Actually Beat Inflation Since 2020?
December 10 - Is Tax-Loss Harvesting Worthwhile?
December 3 - The Answers are Here, But…
November 28 - How to Become a Millionaire in the Stock Market
November 14 - Just How Volatile Are Stocks and Bonds?
November 8 - Last Week’s Terrific, Real-Life Stock Lesson
November 1 - SBF’s Stupid Bet – What Can We Learn?
October 25 - How Much Time Is Needed For Stocks to Outperform Bonds?
October 18 - 5 Common Failures in Personal Finance
October 9 - Get Your Time Back
October 3 - “How Should I Invest?!”
September 26 - Why Everyone Needs a “Life File”
September 20 - Lifestyles of the Monks and Irish
September 14 - When In Doubt, Zoom Out
September 6 - Warren Buffett’s Best Wisdom – 19 Quotes for Warren’s Birthday
August 28 - Loan Forgiveness Ain’t Magic
August 22 - The Most Frustrating Phrase in Personal Finance
August 16 - Why’d I Buy a Home With a 6.5% Mortgage?!
August 10 - The $703,000 Benefit of Dividend Reinvestment
July 30 - How to Avoid Frauds and Ponzi Schemes
July 25 - How Do You Compare to “How America Saves?”
July 20 - Example 1A: Why You Stay the Course
July 19 - The Eternal Struggle of Personal Finance
July 11 - We Received a $600,000 Inheritance: Now What?
July 5 - Your Portfolio Works While You Work
June 28 - Backdoor Roth IRAs: The 6-Figure Power of Simple Advice
June 24 - 12 Financial Planning Topics for New Parents
June 21 - Inaction Is Not Inactivity
June 14 - False Proxies That Deceive Your Finances
June 8 - A Magical Lesson from Monthly Stock Returns
May 31 - “An Extraordinarily Dangerous Path…”
May 31 - The Better-Than-Average Financial Millennial
May 24 - Are 401(k) Loans Worth Pursuing?
May 21 - The Top 5 Regrets of the Dying
May 16 - Money is Fungible
May 11 - Stocks Are NOT A Short-Term Investment. Here’s Why…
May 2 - The Needle in the Haystack
April 27 - How Long Will You Live?
April 25 - An Easy $4600 From Money Market Funds
April 18 - Capital Gains Taxes 101
April 13 - Investing Icarus: 6 Tips For Investing *Under*confidence
April 9 - The Friction is the Message
April 3 - Overconfidence in Investing
March 30 - An Inferno of Compound Interest
March 22 - Moneyball’s Essential Stock Market Lesson
March 15 - The Hidden Benefit of Saving Money
March 12 - Silicon Valley Bank 101
March 8 - Great Investors’ Little Secret
March 2 - Dying with Millions
February 27 - The McDonald’s Test
February 20 - How to Retire Decades Early
February 14 - The Negative Arts of Money and Paddle
February 7 - Portfolios Are Up How Much?!?!
February 6 - The Investor Who Died In a Vat of Hot Beer
January 30 - Don’t Be A Dummy. Be A Chicken.
January 24 - Estate Planning 101
January 17 - The Easiest Money That Investors Ignore
January 11 - Wordle’s Hidden Financial Lesson
January 9 - The Secret To Beating Inflation
January 5 - Even “Experts” Measure Stupidly
January 4 - Net Worth, Projects, and Dogs – Update Q4 2022

December 30 - 9 Scientific Facts to Improve Your Finances
December 28 - A Cold Lesson from the Buffalo Blizzard
December 28 - Two Roads To Financial Independence
December 19 - Financial Mass Destruction
December 19 - Room For Error
December 12 - Roth is Better Than Traditional?
December 7 - Making 2022 Feel Much Better
December 6 - How Do Taxes Affect Stock Returns?
November 29 - Of Mopeds and Murmurations
November 28 - Why I’m Quitting Social Media
November 25 - JUMP!
November 12 - 6 Investing Lessons from Our Honeymoon’s Terrible Start
November 6 - “Isn’t Personal Finance Pretty Simple?!”
November 2 - The Golden Rule of Personal Finance
October 27 - Is Life Insurance Better Than Traditional Investing?
October 26 - 60% of Monkeys Beat the Market in 2022, But…
October 24 - Is Investing a Zero-Sum Game?
October 18 - Nowhere to Hide: Why 2022 is a Uniquely Bad Investing Year
October 11 - Omission, Commission: How Not Acting Can Cost You Millions
October 10 - “Opportunity Paranoia” and 6 More Ways Your Brain Sabotages Your Money
October 5 - Incentives, Witch Hunts, and Chess
October 3 - Net Worth, Projects, and Dogs – Update Q3 2022
September 27 - The “Debt Avalanche” Always Wins
September 23 - Rogue Waves, Rogue Markets
September 21 - “I’m Not Gonna Argue With People That Are Broker Than Me About Money…”
September 8 - “Did I Make an Investing Mistake?”
September 2 - Gardeners and Diners
September 2 - A Quick Thought on Student Loan Forgiveness
August 25 - Using NPV to Analyze Mortgages
August 22 - The Perfectly Imperfect Investor
August 17 - Eat, Drink, and Be Content
August 11 - RRTTLLU: That’s Not a Typo, Investors
August 9 - Chasing the Fad
August 4 - Order Up
July 29 - Teachers Are Getting Taken Advantage Of
July 27 - Blowhards, Broken Clocks, and Confirmation Bias
July 20 - Selling and Surviving
July 15 - Not So Common Sense
July 12 - Golfers Are Investors
July 9 - Bucket Your Money
July 6 - Net Worth, Projects, and Dogs – Update Q2 2022
June 29 - My Parents’ Neighbors’ House Caught Fire: A Financial Cautionary Tale
June 24 - The Near-Zero Benefit from Timing the Market
June 22 - Discipline and Focus
June 20 - Streaks and Skill
June 17 - “You Just Go”
June 14 - It Feels Bad
June 8 - Dumb Luck
June 5 - Yes, Finances Complicate Relationships
June 3 - Path Dependence: A Lesson for New Investors
May 31 - Everything Matters. Nothing Matters.
May 25 - 11 Basic Financial Tips to Get You Started
May 20 - JesseLand: The Stablecoin Themepark
May 18 - You’re Probably Using the 4% Rule All Wrong
May 16 - No Free Lunch: The Truth About Dividend Investing
May 13 - Cycles of Right and Wrong
May 12 - Bear Markets for Dummies
May 12 - Should You Invest Your Emergency Fund?
May 10 - Impression Theory
May 6 - The Wise Man and the Fool
May 3 - The Stunning Power of Being a Tiny Bit Better Than Average
April 29 - I “Lost” $15,000. Here’s Why I Don’t Care.
April 26 - The Simple Truth of the Mortgage vs. Invest Debate
April 22 - Timing the Future Market: CAPE vs. Future Returns
April 19 - Annual Savings vs. Investment Growth: Something Magical Happens After 20 Years
April 14 - Decades of Zero Return
April 13 - “All the Possible Options”
April 11 - It’s Not Too Late: 6 Finance Tips for Older Beginners
April 3 - Net Worth, Projects, and Dogs – Update Q1 2022
March 31 - Six Decades
March 23 - Wealth is What You Don’t See
March 15 - Who Does Inflation Hurt the Most?
March 12 - The Madness of Forecasting
March 8 - What’s An Annuity? The Basics and the Math
March 6 - Make It Hard to Lose
March 1 - Reader Question: “The Stock Market Isn’t Doing Too Hot…”
February 22 - Break Glass In Case of Market Crash
February 18 - On Russia and Ukraine and Your Investments: 8 Questions You Should Consider
February 13 - Risk and Reward
February 6 - How Does a Stock Rise/Fall 20% in a Day?
February 4 - Career Change – Is It A Risk?
February 2 - Pari-mutuel Horse Betting & Investing
January 25 - Down In A Hole
January 21 - Past Performance ≠ Future Returns
January 18 - Get Rich Quick™
January 14 - 2 Lessons From People Who Will Work Until They Die
January 9 - Financial Beginner? Start With These 4 Steps
January 6 - I Am Weak. So Are You.
January 4 - Multiply Today’s Effort (The Easy Way)
January 2 - The 2022 Monkey Dartboard Investing Invitational
January 1 - Money (Still) Stresses Me Out

December 27 - 2021 Year In Review
December 15 - Yes, You Can Beat the Market
December 14 - My New Career Path
December 1 - Interview with Ben Miller, founder of ChroniFI
November 30 - Should You ALWAYS Invest In Your 401(k)?
November 28 - Investing Placebos
November 18 - Is LASIK Worth the Cost? The Answer Helps Explain How Stocks Work.
November 9 - Travis Scott’s Important Investing Reminder
November 3 - Help! Trading Fees Are Killing Me!
October 27 - 15 Minutes of Math = $120,000
October 21 - “What If The World Ends?”
October 13 - Net Worth, Projects, and Dogs – Update Q3 2021
October 6 - Raises, Negotiations, and $67,000
September 30 - Rich Wolf, Poor Sheep
September 28 - Blue Jeans and Bitcoin
September 14 - JL Collins’ Fun Pretzel Logic
September 8 - “Impossible to Lose?!”
August 31 - After 20 Expert Interviews, This is the #1 Money Lesson You Should Know
August 26 - Self-Inflicted Wounds
August 11 - 3 Reasons To “Invest While You’re Young”
August 2 - Average Returns vs. Actual Returns: A Shocking Graph
July 28 - Are We In The Best Stock Market Period…Ever?
July 22 - The Future is Now: What Years Will Your 2021 Savings Pay For?
July 14 - Foxes, Fire Alarms, and Financial Decisions
July 8 - Should You Keep Investing At All-Time Highs?
June 30 - “You Can’t Predict. You Can Prepare” – 5 Examples of Timeless Wisdom
June 26 - To the Class of 2021
June 22 - Net Worth, Projects, and Dogs – Update Q2 2021
June 16 - How Tax Brackets Work (in 3 Easy Charts)
June 9 - What is Inflation and How Can It Hurt You?
June 1 - “This is Where Life Happens”
June 1 - How to Record Twitter Spaces and Turn It Into a Podcast
May 25 - Does “Buying the Dip” Work For Bitcoin?
May 19 - Bubbles Trouble: 2 Important Reminders To Help Your Investing
May 11 - Reminder: It’s Dumb to “Buy the Dip”
May 4 - How Many Budget Categories Should You Have?
April 28 - Feelin’ Risky? You Should Be Rebalancing Your Portfolio
April 21 - Rules, Dave Ramsey, and the Sith
April 14 - Your FI Number – 3 Easy Steps to Calculate Your Retirement Money Needs
April 1 - Silver: A Golden Opportunity
March 24 - Net Worth, Projects, and Dogs – Update Q1 2021
March 18 - 31 Lessons from 31 Years
March 11 - Context Myopia: A Rapidly Spreading Affliction
March 2 - Poor People: Hope, Risk, and Education
February 24 - 7 of My Money Mistakes (and the Lessons Learned)
February 18 - Ergodicity: The Coolest Idea You’ve Never Heard Of
February 12 - Bimodal Spending: Say “Hell Yes!” or “No”
January 31 - The GameStop Short Squeeze Explained: 10 Questions and Answers
January 29 - Priced In: How The Stock Market Reacts to News
January 20 - Updated Trinity Study and the 4% Rule – 2024 and Beyond
January 15 - Improve Your Finances in 2021: A Guide
January 8 - Explaining Bitcoin in Simple Terms
January 1 - Average Net Worth Targets by Age

December 31 - The 2021 Monkey Dartboard Investing Invitational
December 24 - 75 Personal Finance Rules of Thumb
December 18 - 2020 Year-in-Review: Stats, Budgets, Dog Power Rankings, and More
December 11 - Curses, Miracles, and the Best Interest Student Loan Solution
December 4 - 529 Plans: A Complete Guide to Funding Future Education
November 20 - Your Retirement Savings Goal for 2021
November 13 - Personal Finance Shortcuts: Re-train Your Money Brain
November 6 - Personal Finance Policies for Joe (or Don)
October 30 - The True Cost of Car Ownership
October 23 - The Market Crash Is Coming! (…Eventually)
October 16 - Memento Mori
October 16 - How I Invest
October 9 - Amazing People Everywhere
October 2 - Have You Met Mr. Market?
September 18 - Fyre Fraud: Don’t Be Like Billy
September 8 - Nudge Theory Can Save Your Butt
September 4 - The Power of Baby Steps
August 28 - For Folks with no Free Time
August 21 - Long Term Investing Takes Faith
August 7 - How Reply All wasted $282,000 in 73 minutes
July 31 - Monte Carlo Simulation
July 24 - The Stupidly Simple Secret Sauce of Personal Finance
July 17 - Living on Minimum Wage
July 10 - Do You Know Dave?
June 26 - Chess, Rice…and Investing
June 19 - Preparing For a Second Wave
June 12 - Simple Financial Goals
June 5 - What is a Debt Crisis?
May 29 - Jeff Bezos and the Meritocracy Kings
May 15 - How to Trust Someone? Ask for Proof
May 8 - Stock picking, “EMH,” and You
May 1 - To be young! The best time to invest
April 24 - A Modest Student Loan Proposal
April 17 - How Much Is Your Time Worth?
April 10 - The Biggest Lesson from COVID-19
March 27 - A Lot Can Change in Ten Years
March 20 - What’s Next?
March 13 - Viral Stock Market Strategies
March 6 - Ayy! Corona: The Stock Market and Coronavirus
February 28 - A Wintry Emergency Fund Anecdote
February 21 - Index Fund Bubble: Arguments For and Against
February 14 - Personal finance unknowns: what you don’t know can hurt you
January 31 - What if your debt was like the U.S. debt?
January 24 - Results-Oriented Thinking: A Bias You Need to Break
January 17 - The Investing Boyfriend
January 10 - The 2010’s will happen again
January 3 - Personal finance and mental health in 2020

December 27 - Leave bigger tips, for others and yourself
December 20 - Timing the Market: A Loser’s Game
December 13 - One Year Down: Budgets and Blogs
December 6 - The Fulfillment Curve
November 29 - Simple Responsibilities
November 15 - Stock Market Success: Luck or Skill?
November 8 - Explaining the Big Short and the 2008 Crisis
October 25 - Adherence
October 18 - Risk Posture
October 11 - Basic finance plots: from ‘random walk’ to retirement
October 4 - The Cost of Debt
September 27 - Are my investments good?
September 6 - The Habit of Saving
August 30 - FIRE Starter: A Brief Intro to Personal Finance’s Hot New Acronym
August 23 - Budget Basics: 9 Experts Chime In
August 16 - What is Leverage? It’s why the sky is falling
August 9 - Vacation Feedback
August 2 - Stretched too thin
July 26 - Size Doesn’t Matter: How rich people are unhappy
July 21 - Predicting the Future with Startling Accuracy
July 14 - Slacking Off
June 30 - Confused by Crypto
June 23 - Your Personal Budget and…the Future of Space Technology?
June 16 - Enjoy the Journey
April 27 - Is Average Ok?
April 19 - Teach Your Children Well
April 11 - Back on the Horse…
February 17 - The Stockdale Paradox
February 9 - Every. Single. Dollar.
February 3 - Moneyball, the Romans, and You
January 27 - Temet Nosce: Re-wire your “Buy That!” brain
January 19 - Monkey See, Monkey Do
January 13 - Utility vs. Interest (Part II)
January 6 - Utility vs. Interest (Part 1)

December 26 - Simple Misconceptions, Corrected (Pt. 2)
December 16 - Will a raise hurt my taxes? And other financial misconceptions
December 16 - Little lessons, big savings

Facebook X (Twitter) LinkedIn Reddit Email