Between 400 and 600 jumps, I was on a Sabre 2 170 at your wingload. I tried a Stiletto 150 and quite liked it, but found I was turning (front riser) lower for a similar swoop. I stuck with my Sabre 2. I tried a crossfire 2 and preferred the sabre 2. I found the Sabre 2 can dive more than either of them.
I tried a Katana 150 and was blown away. And a bit scared. 150 jumps later, I bought a Katana 135. At around 950 jumps, I got a Velo 120. The main resemblance to the Stiletto 150 is pack volume. Both are agile on the toggles, but the recovery arc is double on the Velo. I agree with your view that the extra height gives you more time to dig out, but its best to avoid gardening as both canopies are plenty lively enough to break more than both ankles.
They're both good canopies and both valid steps in your swoop progression, but I wouldn't have wanted to go from one straight to the other.