BrainStorming HN: "All the single hackers"

So my brother-in-law, after 10 months without being able to find a job has finally decided to be an entrepeneur. He is going into the "singles" and friendship building business (Real Life (tm) and on-line).

I think it is quite an idea, I believe nowadays couples tend to break and usually, one of them ends up losing friends and may feel a bit lonely.

So here are some questions for any of you that has experience with these kind of business (as a client or as an owner/worker).

- What did/do you like the most? - What did/do you hate the most? - What did/do you find helpful? - What did/do you miss the most? - What did/do you prefer on-line or real life? - How much will you pay for a dating/friendship service? - Other questions?

Please feel free to add so many extra info/experiences as you wish.

Thank you =)