Let’s consider some binary investments. Stocks that look like loaded coins.
$1.00 stock that is 50% to go up or down $1
Let’s compute some key metrics:
Let’s price some options while we’re at it.
The $1 strike (ATM) call is worth $1 if the stock goes up to $2 and its worthless if it drops to zero.
ATM call = 50% ($1) + 50% (0) = $.50
ATM put = 50% ($1) + 50% (0) = $.50
ATM Straddle = c + p = $1.00
Let’s look at a skewed example next…
$2.00 stock that is 2/3 to go up $1 or 1/3 to go down $2
ATM call = 66.67% ($1) + 33.33% (0) = $.67
ATM put = 66.67% (0) + 33.33% ($2) = $.67
ATM Straddle = c + p = $1.33
<aside> 🪟 Quick observations before moving ahead
Balanced stock
S = $1.00
MAD = 1
MAD/Stock Price = 1
SD = 1
SD/Stock Price = 1
Straddle = $1.00
Skewed stock
S = $2.00
MAD = 1.33
MAD/Stock Price = .67
SD = 1.41
SD/Stock Price = .71
Straddle = $1.33
This is also seen in the straddle approximation. The straddle is directly proportional to S:

Here’s a comparison of 9 stocks. They all are priced fairly (ie zero expectancy) but have increasing stock prices and skew (the increasing prices are just a convenience so I could keep the downside risk constant at “lose 100%”):

We are looking at examples with increasingly more skew. This is negative skew. The downside is always losing 100%.
That downside volatility is being held fixed while the upside return is shrinking but the fair stock price is counterbalanced by an increased probability of experiencing a positive return.
The combined effect of: