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Jesse Cramer Writer & Financial Planner

Jesse Cramer is the writer of The Best Interest blog, the voice behind The Best Interest Podcast, and works full-time as a Fiduciary financial planner for Cobblestone Capital Advisors in Rochester, NY.

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It’s Not Rocket Science &Raquo; Pexels Photo 1640771
It’s Not Rocket Science

Friend-of-the-blog Christian has done something remarkable. He’s lost ~85 pounds over the past 7 months, dropping from ~280 pounds to ~195. Kudos, Christian!Inspired by Christian’s success, my…

Friend-of-the-blog C…

Friend-of-the-blog Christian has done something remarkable. He’s lost ~85 pounds over the past 7 months, dropping from ~280 pounds to ~195. Kudos, Christian!Inspired by Christian’s success, my own health has sharpened into focus. I have the data to support this – I’ve gained 8 pounds over that same period that Christian’s lost 85. I’ve gone from “slightly overweight” to “assuredly overweight.”I’m heavier than I’d like. Slowly but surely, I’ve been moving in the wrong direction. I used to be in much better shape, and Christian asked me at the gym this morning, …

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The Worst Cost I’ve Seen From Bad Financial Advice &Raquo; Image 4
The Worst Cost I’ve Seen from Bad Financial Advice

I met with a family a few weeks ago for an introductory conversation. I’m always interested to learn about people’s history with Money. It’s an open-ended question that allows for a multitude of…

I met with a family …

I met with a family a few weeks ago for an introductory conversation. I’m always interested to learn about people’s history with money. It’s an open-ended question that allows for a multitude of interesting answers.This family explained that ~20 years ago, they received a significant lump sum payment. They reached out to a financial professional (a stock broker, e.g. Merrill Lynch or Morgan Stanley) in their town and entrusted him with their new-found money.That advisor recommended a single “hot stock.” You probably know where this is going.Within a couple months of…

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Taylor Swift Or Cristiano Ronaldo? And Their Hidden Investing Lesson &Raquo; Image 6 1 1
Taylor Swift or Cristiano Ronaldo? And Their Hidden Investing Lesson

Here’s a fun question from friend-of-the-blog CJ:“I was hanging out with family and friends around Thanksgiving, and I wanted to gauge their opinion on something interesting:Who is more f…

Here’s a fun quest…

Here’s a fun question from friend-of-the-blog CJ:“I was hanging out with family and friends around Thanksgiving, and I wanted to gauge their opinion on something interesting:Who is more famous globally: Taylor Swift or Cristiano Ronaldo?Almost everyone I asked [for reference, readers: CJ is about 30-years old and lives near me in Western NY] quickly said, “Taylor Swift.”…but I’m not so sure. Because when I pressed them Why?, the answer usually came down to, “Because she’s more famous to me.”Hmmm. Very interesting!What do you think, reader? Who is m…

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5 Year-End Financial Planning Tips &Raquo; Pexels Photo 669734
5 Year-End Financial Planning Tips

The end of the year flies by. One day, you’re eating turkey and pecan pie and taking a well-deserved nap. Next thing you know (or so it seems), you’re counting down the New Year’s clock to welco…

The end of the year …

The end of the year flies by. One day, you’re eating turkey and pecan pie and taking a well-deserved nap. Next thing you know (or so it seems), you’re counting down the New Year’s clock to welcome 2025.If you’re not careful, the holiday season will fly by (in a sleigh?) before you can do these 5 intelligent things in your financial plan.Conduct a Year-End Financial ReviewEvery year, I run a year-end financial review. A year-end financial review looks back and summarizes seven important areas:Spending (including Unexpected Expenses)IncomeSavingNet Wort…

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What Long-Term Stock Returns Should I Assume In My Plan? &Raquo; Egg Hammer Threaten Violence 40721
What Long-Term Stock Returns Should I Assume in My Plan?

“If all you have is a hammer, everything looks like a nail.”We’ve all heard that phrase, alongside the concept of having “the right tool for the job.”I submit that many people in the…

“If all you have i…

“If all you have is a hammer, everything looks like a nail.”We’ve all heard that phrase, alongside the concept of having “the right tool for the job.”I submit that many people in the Retirement Planning community (especially online in DIYer circles) do not have the right tools or mental models for including long-term stock market returns in their financial plans.Example 1:I saw this question on Reddit this week:Howdy! Currently 26, I can FIRE at 45 if I get 8% returns. What percent returns for the stock market do you guys use planning for 20+ years out? The …

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You Received A Windfall: Now What? &Raquo; Image 17 1024X371 1
You Received a Windfall: Now What?

There are a few broad categories that trigger people to reach out to me.Retirement planning is biggest. Major life changes (marriage, divorce, having kids) is a common reason, too.Another one…

There are a few broa…

There are a few broad categories that trigger people to reach out to me.Retirement planning is biggest. Major life changes (marriage, divorce, having kids) is a common reason, too.Another one, albeit slightly more unique: “I have a good handle on our finances, but I want to get you involved because my spouse needs someone trustworthy. If I get hit by a bus, I want you already involved to fully take the reins.”But somewhere in the Top 5 most common reasons is the rationale for today’s article:“I received a BIG sum of money…and I have no idea what to do next!”…

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Is the “4% Rule” Too Risky?

Much ink has been spilled on the 4% rule, including here on The Best Interest.The short and sweet definition? The 4% rule is a retirement strategy that suggests withdrawing 4% of your portfolio…

Much ink has been sp…

Much ink has been spilled on the 4% rule, including here on The Best Interest.The short and sweet definition? The 4% rule is a retirement strategy that suggests withdrawing 4% of your portfolio’s value annually, adjusted for inflation, to ensure your savings last for a 30-year retirement.If you’d like to dive deeper on some nuance of the rule, read this: Updated Trinity Study and the 4% Rule.And if you’d like to avoid the common mistakes of using the 4% rule, read this: You’re Probably Using the 4% Rule All WrongToday, though, I want to show you some compelling data…

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“An Unmarked Bag Of Puzzle Pieces” &Raquo; Pexels Photo 351962
“An Unmarked Bag of Puzzle Pieces”

‘Twas the night before Christmas, etc. etc., and you’re jazzed. Christmas is great! Morning comes, you let the dog out to pee and fix yourself some coffee. Fresh cinnamon buns! Soon it’ll be tim…

‘Twas the night be…

‘Twas the night before Christmas, etc. etc., and you’re jazzed. Christmas is great! Morning comes, you let the dog out to pee and fix yourself some coffee. Fresh cinnamon buns! Soon it’ll be time to open presents.You bend down low by the Christmas tree, and there, behind the nicely wrapped boxes and doo-dads, you see…a plain bag full of puzzle pieces? …With YOUR name on it?!I think you’d immediately face three burning questions: The first and most obvious: What the hell?! Whose sick idea is this?Second, once you’ve accepted this strange reality: Are you s…

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The Simple Secrets Of Modest Millionaires &Raquo; Pexels Photo 691045
The Simple Secrets of Modest Millionaires

I started a great dialogue with “Carl” in August and immediately felt a kindred Lifestyle connection. Carl and his wife, “Colleen,” are about my age, with young children, and they earn a healt…

I started a great di…

I started a great dialogue with “Carl” in August and immediately felt a kindred lifestyle connection. Carl and his wife, “Colleen,” are about my age, with young children, and they earn a healthy-but-not-astronomical income ($160,000 pre-tax, which puts their family in the ~75th percentile). Carl reached out to share some exciting news: Their family surpassed $1M in net worth at age 35. They are millionaires. I prodded Carl and Colleen for the tips, tricks, hacks, and pitfalls on his path to millionaire status. Yes, he’s been reading and listening to The Best Interest for a …

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Putting A Dollar Sign On Financial Planning &Raquo; Pexels Photo 3184292
Putting a Dollar Sign On Financial Planning

Whether you’re a dedicated DIYer or prefer to lean on professional guidance, the truth is clear: smart financial planning can save you a lot of money over time.Below, I’ll share some recent e…

Whether you’re a d…

Whether you’re a dedicated DIYer or prefer to lean on professional guidance, the truth is clear: smart financial planning can save you a lot of money over time.Below, I’ll share some recent examples of tactical planning moves I participated in, including how much money was saved.COVID PanicIn March 2020, you could be forgiven for thinking: “the world is ending, and I want to sell everything.”But with proper perspective and an investment policy statement – both hallmarks of sound financial planning – many investors stayed the course.They rode the stock mark…

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Debt Interest: The Silent Killer &Raquo; Pexels Photo 1370704
Debt Interest: The Silent Killer

After a recent podcast episode, a listener asked me to expound on debt’s “silent assassination technique.” Debt is not a cobra that unexpectedly strikes from the undergrowth. It’s a python you…

After a recent podca…

After a recent podcast episode, a listener asked me to expound on debt’s “silent assassination technique.” Debt is not a cobra that unexpectedly strikes from the undergrowth. It’s a python you stupidly take out of the cage and allow to slither around your torso until you suddenly realize it’s squeezing harder than you can handle.In this post, you’ll find some simple math to show you how stifling debt interest can be.Of course, we need a disclaimer. Not all loans are the same. Some loans are perfectly acceptable to hold on your balance sheet. Namely, loans with low intere…

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Don’t Panic: Some Questions Are More Important Than Others &Raquo; Pexels Photo 6136088
Don’t Panic: Some Questions Are More Important Than Others

It can be fun to ponder the details of your specific portfolio allocation. Should it be 70% stocks? 75%? Maybe even 80%?! We had a terrific question from reader “Vince” about just this idea:…

It can be fun to pon…

It can be fun to ponder the details of your specific portfolio allocation. Should it be 70% stocks? 75%? Maybe even 80%?! We had a terrific question from reader “Vince” about just this idea:Winning the Game: Retiring at 57 with $4.2MThose conversations move the needle and are essential to an overall financial plan.But there are far more critical portfolio questions to ask yourself. FAR more important. Namely questions like…How would you have acted on September 12, 2001?How about during March and April of 2020?What about during the depths of 2007 & 2008?…

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Some Bets I’m Willing To Make &Raquo; Pexels Photo 3279691
Some Bets I’m Willing to Make

The bachelor party decided to go to the casino. I happily went along for the ride. The behavioral Finance nerd in me was ready to witness fascinating behavior. Gambling can certainly be entertaining, …

The bachelor party d…

The bachelor party decided to go to the casino. I happily went along for the ride. The behavioral finance nerd in me was ready to witness fascinating behavior. Gambling can certainly be entertaining, but it’s not financially savvy. As long as you know that, you’ll be ok – albeit a little lighter in the wallet.This particular casino had an engaging “loss leader.”* They offered $15 in free casino credit to new gamblers. The scheme, of course, is cynical. They hope those free bets hook you, knowing that a regular gambler will surely lose back more than the free $15 over a long peri…

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Foggy As It Ever Was &Raquo; Image 14
Foggy As It Ever Was

In August 1979, Warren Buffett wrote an article for Forbes attacking the herd instinct of investors. The late 1970s were tough for the American Economy, and the stock market reacted harshly.B…

In August 1979, Warr…

In August 1979, Warren Buffett wrote an article for Forbes attacking the herd instinct of investors. The late 1970s were tough for the American economy, and the stock market reacted harshly.Buffett wrote,“…the future is never clear; you pay a very high price in the stock market for a cheery consensus. Uncertainty actually, is the friend of the buyer of long-term values.” Warren BuffettThe future is never clear. Let Buffett’s Wisdom sink in. Uncertainty surrounds us, like fog on the highway. Risk is omnipresent. Say it with me: risk is omnipresent. Only our perce…

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How Well Do You Know Your “Frame?” &Raquo; Pexels Photo 1248418
How Well Do You Know Your “Frame?”

Friend-of-the-blog Anthony is a personal friend who read my very first articles when I shared them on Facebook. He’s seen The Best Interest grow over time. A couple of years ago, I told him tha…

Friend-of-the-blog A…

Friend-of-the-blog Anthony is a personal friend who read my very first articles when I shared them on Facebook. He’s seen The Best Interest grow over time. A couple of years ago, I told him that The Best Interest wasn’t what I wanted it to be. I felt directionless at the time, and was considering hanging up my writing gloves for good. And, in fact, I did hang up my podcasting microphone for a couple years.He responded, “You know Jess…you can’t see the picture if you’re standing inside the frame. I’m outside the frame. So trust me when I say: You’ve got something sp…

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How To Ensure Financial Misery &Raquo; Image 9 1
How to Ensure Financial Misery

One of Charlie Munger’s famous speeches is “How to Live a Life of Misery.” Rather than tell graduates how to live happily, he delivered the opposite message. Because if you avoid life’s surefi…

One of Charlie Munge…

One of Charlie Munger’s famous speeches is “How to Live a Life of Misery.” Rather than tell graduates how to live happily, he delivered the opposite message. Because if you avoid life’s surefire miseries, what’s left but happiness? Right!?Munger was famous for quoting famous mathematician Carl Gustav Jacobi (as in, “Jacobians” in vector calculus) who said,“Invert. Always invert.” JacobiSome math problems, quite simply, are easier to solve if you turn them inside-out.Today we’ll do the same, but for personal finance and Investing. What follows are my be…

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Be Cool, Honey Bunny &Raquo; Pexels Photo 6307488
Be Cool, Honey Bunny

I’m drafting this on August 5, 2024. The S&P 500 is down about 8.5% over the past three weeks. Headlines are screaming at us. CNBC is throwing a fit. Our bowling partner just posted an apocalyptic w…

I’m drafting this …

I’m drafting this on August 5, 2024. The S&P 500 is down about 8.5% over the past three weeks. Headlines are screaming at us. CNBC is throwing a fit. Our bowling partner just posted an apocalyptic warning on Facebook – stick to bowling, Frank!But the seasoned long-term investors remain cool as a cucumber. Or, as our critics would say, cool as a corpse. Are you guys really ignoring this one?!Yes, we are. We’re over here like Jules and “Pumpkin” in Pulp Fiction. There might be some chaos in the diner, but we’re imploring Honey Bunny to “stay cool.”And here’s…

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Should I Use My 401(K) Without A Match? &Raquo; Image 14 1
Should I Use My 401(k) Without a Match?

Caleb writes in this week with a SPICY question. The answer surprised me. It might surprise you too.Jesse – I work for a small company that does not currently offer a 401(k) match. Do the numb…

Caleb writes in this…

Caleb writes in this week with a SPICY question. The answer surprised me. It might surprise you too.Jesse – I work for a small company that does not currently offer a 401(k) match. Do the numbers still suggest I should utilize it? CalebWhat Are We Comparing?We need a point of comparison. If Caleb doesn’t use his company 401(k), we’re going to assume he contributes money into a normal taxable brokerage.As you’ll see, I analyzed various “employer match” percentages (100%, 50%, 0%) and also looked at skipping the 401(k) to use a taxable brokerage.The Expectatio…

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