I wish I could change that explanation at FTDNA. It is very confusing and wouldn't be particularly helpful even if it was written more clearly.
1. More markers are better - as long as the people you are matching are testing at least to the level you have tested (and/or will test to your level in future).
2. The 67 yDNA test has become the most rational first test over recent years - particularly when it's on sale - as now. Testing at 37 markers is adequate for some folks - and when it isn't, they can always upgrade. With the current sale pricing, the later cost to upgrade to 67 ($99 when not on sale) will make the 37 yDNA testing choice now more expensive in total.
3. The analysis of how many generations to your match is confusing and in my opinion highly flawed - unless you understand and use the confidence interval that FTDNA provides. When you use the confidence interval, the calculation is valid and disappointingly vague. But - if you try to pick a probability that you "like" while ignoring the confidence interval, then your understanding will be very distorted.
ps - take some time to review this info: http://www.worldfamilies.net/qsstart