[torkins]

I think the short answer to your question is "both". You need a portfolio with diversified product risk and diversified strategies. You don't need to be a quant to make a basic stab at this with the typical retail portfolio size, there are tons of tools for free on the internet to do this kind of thing. Most people who know enough to not be in managed funds still have no idea how to have anything but basically a 100% long equity market portfolio (I'm intentionally grouping together mostly meaningless 'diversification' between highly correlated segments like midcap/largecap/nasdaq/dow) except to make it long bonds. So I think there's basic product and strategy knowhow to organizing and maintaining a portfolio.

The reason I said both is because of the 'maintaining' part. Without some level of activity, its effectively impossible to be engaged with the market enough to take advantage of opportunities and manage your portfolio to keep enough diversification and reduce the internal correlations in your holdings/strategies.

It might sound complicated but it can be learned and it isn't rocket science, and there is a lot of great technology to assist anyone, not just software devs. Managing your life savings is a better investment of time than many other pursuits, in my view.

[smogcutter]

Sounds good in principle but how well does advice like this scale? Similar problem to Waze - side streets are great when you're the only one taking them, but once everyone does your advantage is gone. It's hard to expect a large population of amateur investors with no edge to outperform the market. In the general case, what's the marginal return on time and effort spent actively managing your money vs dumping it in a vanguard 50 and learning a different hobby?

[torkins]

That's possible, but it isn't currently the case. At a minimum, having a long vanguard 500 position has a roughly 50% + positive drift - fees chance of success. Part of the long vanguard 500 price bakes in the unlimited theoretical upside that comes along with it. Selling option contracts against that long position to give up that upside beyond a certain price reduces your cost basis and pushes your position's success rate over 50%. Repeated over many events creates a net positive expected value.

Even if there was no edge in the market, as in your premise, it's still the case that the upside of a long S&P 500 equity position is unlimited, and the upside of a long S&P 500 equity position with an option sold against it is limited, therefore would be priced to have a superior chance of success relatively speaking. More market participants would improve the price accuracy of risk, it wouldn't reduce the price of risk to zero.

As for whether its worth it, I think the aggregate effect is significant and, of course, is subject to the benefits of compounded returns, so it doesn't take much to severely outperform your other prospects in the long term. It's up to each of us to decide if its worth learning.

edit: typo

[torkins]

(replying to durkie)

I don't know about every buy-write index investments, but BXM specifically is done with essentially ATM (technically the very first strike OTM I believe) calls against the long position, then held to expiration and cash settled. In a long bull market like the present day, this approach will always underperform the market while having reduced volatility. It should overperform the market in down or sideways markets. Also, volatility induces drag so in a compounded return, all else being equal, lower volatility will yield higher returns.

Diversifying amongst uncorrelated products is an important missing feature to this strategy for the purposes of reducing volatility. If only considering writing covered calls/puts, I'd personally prefer to reduce volatility through diversification, and sell further OTM options to reduce basis so I keep more of the directional risk in each individual position and have lower transactional costs.

Also, BMX holds contracts to expiration rather than benefit from cyclicality in price and implied volatility by closing/rolling options early when they move in your favor or scaling into positions during volatility expansions.

[durkie]

it sounds like you're basically advocating something like an s&p 500 buy-write index investment instead of just an s&p index investment, right? basically selling covered calls on your index investment.

I agree with your premise, and make a pleasant bit of side-income selling covered calls on individual stocks that I own, but it seems like the buy-write indices don't actually fare well, or at least $BXM doesn't. Way worse than I would have expected actually...any idea why?

[todd8]

If the strategy worked, that would mean that calls were overpriced. Why would that be? Why wouldn't their price reflect their value?

Since indexes by themselves have such low overhead costs, more complex strategies have difficulty generating superior returns.

[durkie]

that's a good point -- i suspect the s&p 500 receives so much attention in comparison to any particular individual stock that there is very probably little change to fish out of its couch cushions

[shostack]

The average person likely doesn't have the time, energy or interest to go beyond the absolute basics of investing which is why simplified advice such as that on Bogleheads is popular.

For those wanting to go a step beyond but still lacking time to go deep, where would you recommend starting education wise? Any links or a syllabus with links would be super useful.

[ericd]

Any examples of less correlated assets, and tech to assist, that you could share? How would you go about learning this stuff?

[torkins]

Sure, the guys at tastytrade.com put a ton of effort into educating people and providing a platform (dough.com) that provides this information. I think it has some organizational issues, but my way to start would be to start with the 'Where Do I Start' series they have.

In short, that site largely revolves around the fundamental premises of a random-walk view of prices, and using the time-decay of selling options to reduce the cost basis of holdings over time. There's a lot of treatment and research on correlation of different assets (equities, different kinds of commodities, currencies). My advice if you follow this is to start small and stay actively engaged without getting over-confident at early success. There is a lot of getting used to the mechanics and learning the products so that you can make it a manageable part of your life, time-wise. Also you need to make sure you properly understand the relevant notional values you're dealing with so you can do proper sizing.

BTW quick answer to your first question, here's a sample basket of lesser-correlated assets that the typical index funds that all boil down to being long the market. One of the cores of having a random-walk view of things is that the choice of direction (long/short) is less important than the strategy & cost basis reduction (all of these have liquid option markets):

Long S&P (/ES or SPY) Long Gold (/GC or GLD) Short Bonds (/ZB or TLT) Short WTI Oil (/CL or USO) Long Euro/USD (/6E or FXE)

[ericd]

Thanks! I'm not sure how shorting bonds/oil is like being long the market? I've always been under the impression that going long had an upward bias, and buying options had a downward bias (but maybe selling them gives some upward bias), so that playing with options was a bit like playing at a casino, where the odds are biased in the favor of the house.

[torkins]

I'm not saying shorting bonds/oil is like being long the market. I just picked a set of underlying assets that are much less correlated than e.g. S&P & Nasdaq. The directional choice (long/short) is really a choice of the investor. Correlations between products are not stable over time, so picking one vs the other is similar to a price bet (i.e. normally distributed). The main point is that the underlying assets are not highly correlated, and that they have liquid derivatives markets that can be used to reduce cost basis.

You may or may not make money on your directional choices, but the core strategy is to be short option premium to make your expected value positive, and to have low internal correlation amongst your assets to reduce volatility in your portfolio.

I'm not 100% sure I understand what you're trying to say re: upward bias/downward bias. However, buying options do have a negative expected value so I agree about that. Selling options is the strategy, and conceptually is similar to selling insurance. Limited profitability, positive expected value. Just like an insurance company, you keep your risk diversified to reduce volatility and keep positions small enough to prevent busting out during drawdowns.

I'm not suggesting buying options (except as part of a spread)

[ericd]

Ah ok, I see what you mean. Yeah, I meant expected value with the bias parts.

Thanks for the explanations!