nfaguys,

Have you seen this thread about what speakers some of us are using? The saloon contains a few similar threads if you hunt around. There are some Martin-Logan users out there but I can't recall any names right now. Paul J. Stiles and myself use Acoustats in various forms. I don't use Outlaw amplifiers and I'm not sure what Paul uses. If your question is whether Outlaw amps could handle an electrostatic load I think you would be safe. A call to customer service for advice and a free 30 day trial period could give you some assurance.
The brouchure for your speakers indicate they are rated at 150 watts but I don't think a 200 watt Outlaw would be too much. Most speakers are damaged by driving a too small amp into clipping than by absorbing too much clean power from a larger amp. The Crown DC300's are conservatively rated at 150 watts @ 8 ohms.
The ES-224 is an interesting vintage hybrid design. I can't say I'm familiar with them but they look ripe for some mods. How long have you had them? Are they stock or have they been modified at all? I assume they sound good, to your ears at least.
Since you are already bi-amping I'm not sure what you are questioning...you must realize the benefits, right?? If you are considering adding an Outlaw amp to the equation I would use them on top driving the electrostatic section to take advantage of their smoother more refined sound character. Then if you want to keep the DC300's you could use them to drive the woofer sections. You didn't mention what crossover or preamp you are using but the level controls on the Crown amps would allow you to balance out any sensitivity/gain issues between the amps.