Adventures in Capital Gains

[Derek G.]

Hello everyone (Namely my tax gurus),

I'm sure you are aware that in the stock market there are two main categories for investors as it pertains to capital gains. 
1. Long Term - not cashing out the investment until a year or more

2. Short Term - Cashing out an investment before a year has passed. 

You can save a tremendous amount at tax time as a long term investor over being a short term investor. Almost half taxes. 
I have a few rental properties. A property management company manages them and sends me monthly checks. Question: Could I save money in the same way by requesting my checks come in yearly? 
I probably wouldn't do this as a strategy, but it does have me curious. Thanks for any replies given :)