Welcome to the board, Hope.
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Originally Posted by Hope2Retire
Is it crazy to think that I can retire NOW (or soon) drawing 20-25k out of my investments and then working part time?
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No, it's not crazy, 4% works fine over 30 years and may work for longer periods. It's based on the assumption that the future won't be any worse than the past and also to some extent on a higher-equity portfolio. What you're proposing is similar to the strategies in Bob Clyatt's "Work Less, Live More".
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Originally Posted by Hope2Retire
2. What do I need to tweak in my portfolio given #1 in order to get there?
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Generally higher allocations of equities lead to higher returns and will consistently beat inflation. However that also raises volatility, and some investors prefer lower-volatility portfolios that help them sleep at night. It depends on your income sources (not just your portfolio but also any pensions or annuities) and the size of your withdrawal rate. A good place to learn more about asset allocation is Bernstein's "Four Pillars of Retirement".
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Originally Posted by Hope2Retire
3. Based on my expenses, salary, etc. - how am I doing compared to other retire early types?
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Well, your earnings are probably higher than most of us at that point in our careers, and your savings are correspondingly higher. But ERs are all over the map-- it's a bell curve with fat tails.
It's not a competition. It's not how you're doing compared to the rest of the world, it's whether your own earnings or savings rate can be improved for your situation. What you may see as acceptable or even frugal may be perceived by others to be deprivation.
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Originally Posted by Hope2Retire
4. What am I missing?
Portfolio:
120k in 401k - S&P 500
40k company stock
125k IBonds
125k 5.25% CDs
125k Stock portfolio (1/3 International Index, 1/3 Large Cap, 1/3 Small Cap)
20k Stock
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Take a look at your portfolio in FIRECalc or other retirement calculators like Financial Engines & IORP and see how you do with your proposed withdrawal rate. A portfolio that's not heavily in equities (75% or higher) may not compound to your target by age 39. Of course it may survive a bear market better, too-- it's pretty hard to predict equity returns over such a short period.
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Originally Posted by Hope2Retire
no plans to have kids
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Good luck with that-- keep your planning flexible!