Is that the face of desperation?

When my oldest brother was approaching 30 and still single, my mother became desperate. She contacted a girl on his behalf who declined to go out with my brother, and wrote her a whole long letter about how wonderful my brother is and how great the girl would be for him. (I'm pretty sure that kind of behavior warrants a restraining order.) The girl was non too happy about being begged to marry my brother.

My mother would jokingly say, "He's a great catch, he comes with health insurance! And that's hard to come by these days." (She wasn't really joking.) She went to the ohel regularly to beg G-d to find him a girl to marry. She was so scared he would never get married.

Well, thank G-d married he is, with a beautiful daughter.

Next: my second oldest brother. (Still single.) One time we were sitting by a shloshim, and my mother was talking about her upcoming trip to Florida. Somehow she mentioned my brother (who lives in Florida), and a woman behind us said, "Sorry for eavesdropping, but what's he like?" My mother was so happy to have someone to sell her pitch to. She went on and on about all my brother's great qualities, about his self-starter business, about what kind of girl he needs. (I bet that poor woman regretted butting in.)

One purim, driving down Kingston Ave, we stopped to give tzedaka to a girl collecting money for a family who recently lost their mother. My mother, recognizing the girl who was collecting, said "Will you marry my son? You'd be perfect for him!" Ya, by then I was driving away screaming, "Ma! You're nuts!"

So now we have established that my mother will do anything to get her son married, and that she's a bit crazy.

At what point does one cross the line between doing ones part to find the right match, and doing things that can label one as crazy?

Does my mother wear the face of desperation?

P.S. Still single brother but declines to be set up, says he's done with blind dates. Believe me, I've tried.