Yes, it can take money management, sizing, scaling in/out into account as necessary. Because it's open ended, and works by simulating a trader bar by bar as opposed to applying an equation to whole datasets, it can simulate arbitrary strategies, e.g. reserving Tuesday mornings for long-only trades at reduced exposure except where Monday's high was touched more than once and the previous week was low volatility, and the clocks went back within the last 10 days, and volume/range/close profile of the last 20 bars was x or y, etc., etc. You get the idea.
I'm looking at a futures contract not stocks so I'm not taking portfolios into account, but that would clearly be an issue if you were. If you're going technical and wanting to backtest mechanical systems, I'd tend towards a more powerful and flexible system that gives you the option to explore in depth, even if what you end up using is a simple, intuitive KISS-type system. At least you can test it properly. I'm not sure what the main options are there - Tradestation, Easy Language, MetaStock, maybe?