Miss Penn was nearsighted, had asthma and was a kidnap victim herself, why? Because this drove her to become the best hostage negotiator to get any other child kidnapped freed safely.
That's a stupid idea - basing someone's skills on psychological abuse opens you up to unknown factors. Even if the kidnapper had not been her abuser, anything else could have triggered a melt-down. In hostage negotiation, you want to limit the unknown factors, not magnify them by adding memories of psychologically damaged people to your negotiator. And what does being nearsighted and having asthma have to do with anything?
If one of the kidnappers weren't the man that kindapped and abused Miss Penn, the hostage exchange would have gone off without a hitch.
Then why add a memory of an abused person at all? It's a weakness in any circumstance. I thought the point was to create a "perfect person." Nerd boy wasn't doing his job. As you said, they knew she had been abused - why include a potential land mind like that?
The best hostage negotiator (in fact, the best person for a huge range of scenarios) is someone who is not psychologically damaged in any way - and that raises one legitimate reason for wiping memories, which is to delete psychological damage that any human being would have, gained simply by living, even if nothing traumatic had ever happened to that person.
To create someone with absolutely no baggage whatsoever, who can handle negotiations unemotionally, like a robot, who is therefore unlike any human being who has ever lived. Now that might make for an interesting story - what would a person be like who had absolutely no baggage whatsoever? Would that person even be superior? Would they lack the wisdom and balance that only "living life" can offer? But clearly that wasn't the case here.
The dream date seemed pretty impressive as well I have to add. How many escort girls out there are race motor riders?
Oh please, I'm sure a millionaire could find a sexy girl who races motorcycles to invite to his party. Probably could find one on craigslist. I wasn't impressed in the least.
1. There WERE hunky beefy male dolls. They weren't featured in this episode, but they were there getting showers with the female dolls. And yes, I felt they are as much victims as the women.
Interesting how none of them are the focus of the show, tho.

And I doubt Whedon would have made the show with a male lead. Considering the exploitive way the female dolls were presented (particularly in the ads between segments), Whedon's agenda is crystal clear.
2. They don't get their memories wiped, they get their personalities wiped; they are essentially being reduced to programmable zombies. The original person is basically dead; you don't think they would be telling the prospective doll that one, do you?
I saw no evidence that anybody lied to Echo (or whatever her name was before). It would be easy to envision people whose pasts are so wretched that they would voluntarily offer to become Dolls, just to wipe out their painful memories. In which case, they have no claim on our sympathies.
And whether a person's personality is contained wholly in their memories is debatable, but it looks like that's the assumption of this show. How do you wipe out a person's "personality" via their brain unless it's via their memories?
3. They are blackmailed into it. They aren't there of their own free will with all the facts on the table.
I saw no evidence of blackmail in this episode.
4. A chunk of them, were smuggled women from overseas, kidnapped women that would be forced into prostitution, but are forced into becoming dolls instead - getting killed in the process.
I don't recall this being established in this episode. Helo was investigating a Russian prostitution ring, sure. But I didn't see anyone being killed at the Dollhouse. You're not letting spoilers for future episodes go uncoded are you?
And what's the value of mind-wiping hookers? Sadly there is no end to the number of impoverished women who can be lured into this business. Rather than expensively wipe their minds, better to cheaply murder them and find replacements. Once again, the economics don't work simply because there are few professions where skills are so highly valued that it would be worthwhile to do this, and prostitution isn't one of them.
There's an interesting show in here somewhere, but this isn't it. I'd prefer a show that 1) does not make some mawkish claim on our sympathies by depicting the "dolls" as victims (ugh), 2) has a male lead character (just to reinforce point 1), 3) gives the dolls a rationale for having their minds wiped, in order to erase ugly and intolerable memories (which appears to be the case with this show anyway - that was Echo's implied motive for agreeing to the procedure) and 4) pays strict attention to what professions would and would not make sense for this very expensive procedure - it's gotta be something the doll can make lots of money from, that a non-mind-wiped person couldn't do a reasonably closely good job of, thus wiping out the economic advantage of the Dollhouse concept.