I had a lot of fun with this one. I made 11,100,669 bucks in just 30 days

first try. I really liked the graphic style, it fit the atmosphere and text based gameplay perfectly.
Here's some improvements I'd like to see:
-B should take you to the travel screen from the city screen (B again would take you back to the city you were in if you chose not to travel). You could also retain the ability to select travel from the menu.
-On the bank withdraw screen, at the bottom it says press A to "deposit" (instead of withdraw). More importantly, only being able to deposit 1,000 for each frame you hold down the X (or is it Y?) button is very slow once you become a multimillionaire like myself

Although honestly, with so many potential "investments", the 5% interest of the bank isn't a very good one (and man, that loan shark's interest rates are brutal).
-Overall it was a very pleasant experience with very little in the way of rough edges. I'd like to see some more diversity in the gameplay though. Other than the little diversions (getting mugged), it's just buy low, sell high really.