212man,
The first reference simply tells you (but actually the TP gathering data!!) the earliest point in the profile from which the gear may be retracted when deriving maximum take-off weights and related take-off performance data. The manufacturer's interest is in squeezing the last ounce of performance out of the product as a sales advantage, hence the benchmark says "not before here" to level the playing field.
The 29.67 references (which you selectively quote, thus losing the whole context and import of the provision) is actually a set of performance benchmarks for installed power: there must be sufficient power available at the two distinctly different altitude/configuration/power limits to meet the minimum rate of climb specified. Depending upon the helicopter, either the 200 ft or 1000 ft data point will be the most limiting.
In real life, having met the minimum specified performance benchmarks, the machine may well exceed either or both benchmarks by a significant margin, particularly if the machine has very high installed power for high top speed or high temp/DA operations.
As for how you operate the machine, the gear retraction point will be as per the manufacturer's recommendation and may well be unrelated to these particular installed power benchmarks.