adding active cross over to my system

I am exploring adding active crossover to my system and I wondered what you would suggest for the 2nd amp. Should I apply the J2 to the Woofer or the midrange?

Any suggestion for speakers? Would it make sense to consider custom or DIY speakers?

I listen primarily to chamber music at low volumes at a range of 6 to 10 feet. I want to expand the frequency range of my system to play symphonic music

Toshiba w Jriver
Wyred 4 Sound DAC
Warpspeed Preamp
First Watt J2
Hornshoppe Horn
Balance Power Technology Conditioner
I would go for the best and the most power SS amplifier for the woofers.....the trick is the right crossover.If you go with some of the pro units you will not get that happy...if you want good one it costs quite a bit....and you may have to end up with even some DSP unit....Sorry no free lunch but definitelly worth it.
Hello Prcinka
Thank you.
What crossover would you recommend?

I was thinking the First Watt B4 would be versatile but I don't know about the sound quality.
If you're set on a separate Hi/Lo pass filter and amp, the Dahlquist DQ-LP1 is an excellent unit. The Hi-Pass circuit consists of only one capacitor(as high a quality as you choose to employ), chosen based on the input impedance of the power amp. Be certain to find one with the manual
included, as it contains the instructions/chart for figuring out the value of the cap. The RCA ins/outs were pretty cheesy, but- can be easily replaced with WBT connectors. Dahlquist is no longer in business, but- the guys that worked there have another company(Ragnar) and still support
their designs. ( They can be hard to find, in great shape, but- worth the effort. ie: ( or (
First Watt is good choice....other unit would be older ML units or Bryston in still analog and affordable category....