[StregaChess]

"For the sake of this question we will assume that both you and your opponent are tough players of approximately equal skill and playing styles."

That being the case my pushbot plan is not as valid.
I’m sure Mr. Sklansky would prefer some sort of mathematical reasoned out response, sorry can’t oblige you there (just don’t have the skills).
What I can do is reason this out a bit, so if I’m a weak player in the larger scheme of things (which is true) a pushbot would be the best approach.
Since the opposite is true we are actually peers I’m leaning towards the opposite approach and playing tight. If we are equals playing tightly would force him to come to me and decrease my chance of losing five matches in a row. So without proof per say, that’s my gut…