Free-quent Flyer
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This is something I've been thinking about for a while now and thought I'd see if I could get a discussion going.
I don't believe in stock picking or market timing. I think it decreases returns for at least 50% of people trying to do it (closer to 100% over the long term), and I also think it's impossible to know in advance whether you're in the losing or winning half of the pool. In other words, it's gambling, which is fun, but is also different from saving/investing.
But there's a related issue, which is that even if you are wisely saving in a low-cost target retirement fund, if you're making deposits at random (I see a lot of this on the Forum, "I just got a bonus/inheritance/severance, what do I do with it?") you're also inadvertently timing the market.
That's exactly what I did a few months ago when doing my taxes. I calculated the IRA contribution that would yield the maximum Retirement Contribution Tax Credit, then deposited that amount in my Vanguard account, buying additional shares of the 2045 Target Retirement Date fund my IRA is invested in.
The balance seems to have grown in the intervening months (don't check your retirement account balances every day), but I also could have been buying at the very top of the market, because I was buying essentially at random (the tax filing cycle is unrelated to the business cycle).
The obvious and extremely common solution to this problem is to have contributions automatically deducted from your paycheck. Except since it's (for most people, most of the time) not possible to have IRA contributions deducted directly from your paycheck, people come up with kludges. For example, if you're always paid on the last day of the month, you can have Vanguard make an automatic withdrawal from your checking account on the first day of the month. By then your paycheck will have cleared, and instead of contributing once in April of every year, you contribute 12 times distributed evenly throughout the year. That means you have 12 chances to buy at the top of the market and 12 chances to buy at the bottom. Over a working career, that will largely smooth your contributions out over the business cycle.
But why stop there? Wouldn't it be better to make a contribution every 2 weeks, doubling your number of contributions from 12 to 24 and making your contributions even smoother over the business cycle?
Obviously at some point there’s a balance between the advantages of smoothing your contributions and the attention demands that frequent manual contributions make. But I also think there really are advantages to smoothing your contributions! And after all, as travel hackers there are a lot of things we do that place attention demands on us that civilians don’t face.
So I think it’s worth making a compromise between those advantages and attention demands. There are lots of forms this could take: you could make a single monthly or even annual IRA contribution, but instead of buying investments immediately, make the contribution to a money market account, then make four purchases throughout each month. To keep yourself from slipping into the habit of trying to time the market, you could place a buy order every Sunday night, while the markets are closed, to help ensure your investments are as passive as possible.
Ultimately that’s the point I think is important: it’s all well and good for your mutual funds and ETF’s to be passive once you’ve purchased them, but it’s also important to have as much passivity as possible in the timing of your purchases, so you don’t slip into the always-tempting habit of trying to time the market — you’ll almost certainly fail.
I don't believe in stock picking or market timing. I think it decreases returns for at least 50% of people trying to do it (closer to 100% over the long term), and I also think it's impossible to know in advance whether you're in the losing or winning half of the pool. In other words, it's gambling, which is fun, but is also different from saving/investing.
But there's a related issue, which is that even if you are wisely saving in a low-cost target retirement fund, if you're making deposits at random (I see a lot of this on the Forum, "I just got a bonus/inheritance/severance, what do I do with it?") you're also inadvertently timing the market.
That's exactly what I did a few months ago when doing my taxes. I calculated the IRA contribution that would yield the maximum Retirement Contribution Tax Credit, then deposited that amount in my Vanguard account, buying additional shares of the 2045 Target Retirement Date fund my IRA is invested in.
The balance seems to have grown in the intervening months (don't check your retirement account balances every day), but I also could have been buying at the very top of the market, because I was buying essentially at random (the tax filing cycle is unrelated to the business cycle).
The obvious and extremely common solution to this problem is to have contributions automatically deducted from your paycheck. Except since it's (for most people, most of the time) not possible to have IRA contributions deducted directly from your paycheck, people come up with kludges. For example, if you're always paid on the last day of the month, you can have Vanguard make an automatic withdrawal from your checking account on the first day of the month. By then your paycheck will have cleared, and instead of contributing once in April of every year, you contribute 12 times distributed evenly throughout the year. That means you have 12 chances to buy at the top of the market and 12 chances to buy at the bottom. Over a working career, that will largely smooth your contributions out over the business cycle.
But why stop there? Wouldn't it be better to make a contribution every 2 weeks, doubling your number of contributions from 12 to 24 and making your contributions even smoother over the business cycle?
Obviously at some point there’s a balance between the advantages of smoothing your contributions and the attention demands that frequent manual contributions make. But I also think there really are advantages to smoothing your contributions! And after all, as travel hackers there are a lot of things we do that place attention demands on us that civilians don’t face.
So I think it’s worth making a compromise between those advantages and attention demands. There are lots of forms this could take: you could make a single monthly or even annual IRA contribution, but instead of buying investments immediately, make the contribution to a money market account, then make four purchases throughout each month. To keep yourself from slipping into the habit of trying to time the market, you could place a buy order every Sunday night, while the markets are closed, to help ensure your investments are as passive as possible.
Ultimately that’s the point I think is important: it’s all well and good for your mutual funds and ETF’s to be passive once you’ve purchased them, but it’s also important to have as much passivity as possible in the timing of your purchases, so you don’t slip into the always-tempting habit of trying to time the market — you’ll almost certainly fail.