Recently Stephen Todd pointed out
that since 1900 there have only been three times that the stock market has
risen five consecutive years up until now: the '20s, '40s, and '80s, which did
not end well! A fourth time it rose 9 years - 1990s (say no more). For this
reason it seems logical to assume a sideways to down market-strategy would be
prudent. I also thought this in May 2009, when I started testing my DITM
(deep-in-the-money covered call) hedging strategy, which happened to coincide
with the recent 4th five-year up market, although my test account actually rose
11% per year for 4 years, then flatlined due to poor/early sector selection and
low option Volatility caused by the Up market. It also increased the cushion
from being 5 to 10% in the money protection, to much higher, for which I am now
thankful.
With a higher likelihood of stocks
now moving sideways to  down for the near
future, an even more prudent strategy is being tested - one that a client
successfully employed several years ago when I was a senior option trader (ROP)
with Charles Schwab. This client would turn the tables, so to speak, from being
the "patsy" in the game to being the House, or casino - by selling
options rather than speculating on potential direction. The concept is to buy a
quality stock in the $5 to 20 range that has LEAP options and sell a covered
call (never a "naked" one), and simultaneously selling the same year
Leap put- both slightly out of the money. 
Normally one can immediately bring
between 1/3 and 1/2 of the funds spent on buying the stock, providing a better
cushion than the above DITM plan; although being similar to it, the Safety and
Reward are both considerably higher, and the monitoring is almost negligible
for about two years- at which time the options expire. Although potential
annual double-digit profits are likely, direction is not important, but being
called away at expiry does increase the return.
Since one year ago I have amassed
a Leap portfolio of 20 positions, mostly done recently. 
As with any investing strategy
there are Risks attached:      
Below is the
logic of the strategy with a theoretical example, and the "Visible
Hand" of five fingers ( A through E) of what can happen over time.
As with "E", more stock
can be put to the investor - so they must want to own the stock. 
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**Worst case: 
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Stock gets taken over or involved
  in merger - adjusted options 
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gets complicated, but no loss
  involved; XYZ goes bankrupt: 1 in 1,000 
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Profits on other 15-20 stocks make
  up for loss. 
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***commissions not included;
  stocks bought in IRAs, etc. must sequester Max Loss(e.g.$700) 
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In IRAs, profits become 8%: and
  11% annualized (if called away) 
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If repeated every two years, no
  stock cost - profits much higher. 
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A Strangle is just a Straddle with
  different prices for calls and puts 
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THEORETICAL 
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LEAP 
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STRANGLE 
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STOCK: 
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XYZ 
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$9  
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DEBIT 
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CREDIT 
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Buy 100 shares of XYZ at $9.00 
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$900  
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Sell 1 LEAP covered call - 
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Jan.2016 10-strike price @ $1.20 
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120 
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Sell 1 LEAP put-Jan. 2016 7-strike
  price @ $.80 
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80 
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4% Dividend; 9 quarters @ $9/Q= 
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81 
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TOTALS: 
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900 
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281 
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% Profit: 
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31.22% 
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RESULTS 
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Ann.%: 
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14.40% 
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(over 12 months, not 26) 
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A 
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HomeRun: 
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If stock called away at $10 in
  Jan.2016 
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$281+100=381 
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% Profit: 
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42.33% 
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Ann.%: 
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19.54% 
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B 
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Stock settles at $10 on expiry- 
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Maximum profit, repeat NEXT two
  years 
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raise option strike prices. 
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call:11 
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put-:9 
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C 
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Stock stays the same: $9 
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Maximum profit, repeat for two
  years 
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* If stock falls to $7 ON Jan.21,
  2016 - Keep $281, resell 2 more years out (loss of $200 on XYZ). 
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D 
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BUT- 
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Sell $6 put; sell $8 call (2018) 
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No cost for stock this time!! 
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E 
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*Worse Case: Stock falls BELOW $7
  put strike price ON Jan.21 2016:  
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100 shares of XYZ are
  "put" to you; repeat D 
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