Newbie Questions (Riyadh)

So looks like I will be joining some of you in Riyadh for a few months, just a few questions if anyone can help.
Skype and Facetime, any problems with these apps?

Best or fastest VPN to use?

Should I "Jailbreak" my ipad & Iphone now before I come?

Best mobile provider?

Banking, local or just use UK? TAX!!!

BBC Iplayer does this run fast enough using a VPN?

Security any advice?

Looking forward to getting to know a few of you over the next few months.

Thanks in advance guys,

Steve