OldGoat1971,
1) Yes, it's better change the skills (aim for Forehand, Service, Speed, Muscle Tone & Stamina 1st)
2) You'll get XP & training =>
https://www.managames.com/tennis/doc/Te ... l#training3) You start in the year you want, it depends on you.

4) If you want to grind all your way up, yes start at 1000
5) I'd recommend Club-10, except if you feel the game is too hard for you like that ; you can change it at any time on the Match Presentation screen
6) If you select the Orange button, wait 2 seconds and the game will tell you what's going on with them
7) No