That isn't really how the stock market and money supply work. The Great Depression was a short-term blip that snowballed. What you are describing would be a long-term deflationary money market. Like any other commodity, when money gets to be in short supply, its value increases. The Fed is constantly increasing the amount of money in circulation to keep a slightly inflationary market and the associated stability. As a result, investing does not decrease the money supply enough to cause deflation.
Also, you're kinda missing the main point of stocks for the company selling them: companies sell stock as an alternative to taking out loans for capital expenditure or hiring new workers. So the net effect of a stock offering and taking out a loan is pretty much the same. And the restriction you are talking about doesn't make a whole lot of sense - you are tying together things that don't have anything to do with each other.
Money and jobs are not directly related enough for your theory to work. For service companies, maybe, but for manufacturers, there is very little relation between the value of the company and the number of workers.