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Jesse Cramer

Retirement is a different game. You’ve spent decades building wealth. Now comes the harder part - turning it into a paycheck that lasts. I’m Jesse Cramer. I help DIY investors turn their savings into a clear, cohesive retirement plan. Join 4000+ weekly readers and 20,000+ podcast listeners.

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Featured Post

Is Your DIY Financial Plan Working?

Good morning! If you're in Southern California, I have a quick question for you below. Otherwise, on with the show! Today's email includes: --thoughts on longevity --questions you should ask about your financial plan --great content about Bogleheads, health & wealth, and a "wizard" who lost all his investors' money ...and more.. Are You in SoCal? Do you live near... Huntington Beach? Palm Springs? San Diego? I'm speaking at back-to-back conferences the week of September 14-18. FutureProof in...

commercial airplane landing on runway

Good morning! Today's email includes: -- some data and theory about US stocks vs. international stocks -- a good lesson about withholding taxes from Roth conversions --a podcast episode about the final glide into retirement --other great content about life lessons, cybersecurity, and market indicators ...and more... ...and more... Will US Stocks Continue to Outperform International Stocks? US stocks have outperformed international stocks by a surprising margin over the past 55 years. So - is...

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Good morning! Today's email includes: --The concept of "full price" ⌛ --The hidden 90% of investment account statements 🫣 --Healthcare in retirement, denominators, and giving it away... 🩺 ...and more... The Importance of Full Price We all notice the sticker price. That bicycle costs $400. That's the sticker price. And some of us think about opportunity cost. You spend money now, but you could have more money later. A bird in hand vs. two in the bush. That's opportunity cost. If you invested...

Good morning! Scenes of summer here in Upstate NY. Our elder daughter loves to swim. It's hard to go wrong with a pool + a grilled cheese sandwich. Today's email includes: 🧸 Some thoughts before the (next) bear market. 🫙 What you might be missing on your investment account statements. 👀 Some interesting news about what the IRS is paying attention to ...and more= Jesse on Some Other Podcasts... Many thanks to Paul Lambert and Chris Hill and Joe Saul-Sehy for inviting me on their excellent...

blue wooden board with number 10

Good morning! It might be smoggy outside, but hopefully you're feeling clarity in your financial plans. Today's email includes: *A listener who asked, "My retirement portfolio is 100% S&P 500 - and it's done great! Why do you say it's wrong?!" *A $500K Roth conversion mistake, and a reminder about the clients I prefer to work with. *Other content about "solo agers," big goals, and Social Security calculators. Ask Me (Literally) Anything We're getting ready to record Episode 150. Many of you...

blue and black butterfly on brown stick

Good morning! Today's email includes: *A different type of "ask me anything" episode, coming soon. *A podcast episode devoted entirely to your Roth conversion questions *A sequence-of-returns model that you can use and play with. *And other people's content about ignoring the news, knowledge vs. understanding, and being a unique human. Ask Me (Literally) Anything We're getting ready to record Episode 150. Many of you know that my normal AMA episodes focus entirely on retirement and financial...

gold and silver round coins

Good morning. It's hot. 🌶️ Today's email includes: *A new podcast episode about "risk parity" portfolios, and the three H's of retirement, and the five ways to use your money for good. *An old article about "benefits hacking" - an immoral practice, or a genius way of playing within the rules? *Some great content from others, including a great chat Are You Hoarding, Hustling, or Harvesting? In this new podcast episode, I was joined by Frank Vazquez -- retired attorney, creator of Risk Parity...

a person standing on top of a mountain

Good morning from beautiful Keuka Lake, where we're spending a few days at my wife's family reunion. Today's email includes: *A new podcast episode about identity, relationships, and structure - three vital components of retirement that money cannot solve for. *What Warren Buffett called "financial mass destruction" and how to avoid it It *Won't* Automatically Happen Retirement readiness is not only financial. Your life needs structure that many people aren't ready for. It doesn't happen...

red yellow and blue lego blocks

Good morning! Today's email includes... The latest "Ask Me Anything" episode - how to "portfolio-tize" your various accounts. We all know stocks beat bonds...but only over the long run. What kind of timelines are we actually talking about? How to "Portfolio-tize" Your Various Different Accounts? You've got a 401(k), an old IRA, a Joint Taxable account with your spouse...oh, and all their retirement accounts too. How do you create one cohesive portfolio? How do you "portfolio-tize" these...

stack of jigsaw puzzle pieces

Good morning! Today's email includes... The latest "Ask Me Anything" episode - featuring opportunity costs, TIPS, and asset location. Why a small 10% difference can lead to infinite differences - in both health and wealth. Stop Eating!! It's Costing You BILLIONS! Well...that headline isn't quite true. Though some people like to frame "opportunity cost" as the monster sapping your very life-force. In this "Ask Me Anything" episode, I tackle (3) great retirement finance questions... First -...