i think its normal to feel uneasy about having so many investments. perhaps you could have a chat with him and prioritise.... sometihing like after receiving a return, think about the house or whatever and spend some money wisely before preparing for the next investment..

we have no investments, so i have no idea about it at all... but thats just what came to mind when i read your post.

i wish my dp was financially clever... we're a mess when it comes to money!