[Bruno]

Speaking of picking up some Streetwise via indirect contact - carry at least two wallets. One should have enough cash to pay for a days stay in your hotel, and some trivial cards that you can live without (fake ones, if you can manage it). The other has your ID, credit cards, travellers cheques, other cashmoney. This one should be quite inconvenient for you to get to when you need to pay for something (and also for pickpockets).

When you get mugged, you give the decoy wallet, which has enough cash in it that they go away happy.

It should be about enough for a days stay at your hotel, because if you look more wealthy, they expect to get more money from you. Hotel prices are a good way of scaling for your apparent status, unless you're deliberately dressing up or down.

I've rolled into a hotel in old T-shirt and tattered cargo pants dragging a hikers backpack in order to rent the Governors suite. This might make your Streetwise checks credible, but has got to be at least a -4 on your Savoire Faire rolls to convince the front desk that you've really got that reservation.