1. In how many frequent flyer programs (not hotel programs) are you an elite-level member?

One currently, AA. Used to be in Delta too. Had both 1998-2001.

2. What one benefit do you appreciate the most in your elite program?

Upgrades.

3. Have you achieved life-time elite status in any program?

Yes, AA Platinum (mid-tier).

4. Have you successfully asked a frequent flyer program to match your elite status in another program?

Yes, AA matched my DL status in 1998. My travel agent (remember those?) made it happen through her sales rep. Never asked directly.