"Waiting for you to start conversation can take a while."

You could just try to get some more investment by sending "Interesting. What do you like to read?".

What happened before?
She doesn't seem interested at all now.

She looks fairly DTF. I think you could organize date at your place.

Don't think too hard.

"Feeling spontaneous tonight?"

Depends how dtf both of them are. If they both are hard yeses for 3-way, then you just figure out the logistics and set up a date. If they are not, then frame it like something "let's hang out and drink wine for start". If one is hard yes then team up with her.

It's me.

Work in yourself. Use your own pictures.

If you have some high level job imo it's better to put that. Sexologist makes sense if you are some kind of dating coach but if you are lawyer than it's kind weird. Sure you can get away with it, but it adds more on your SMV to put CEO of company then sexologist.