@Ken Yu
Hi Ken! Fellow Chicago investor here. Hardest part about this business is shifting your focus, and your spot on about the mental and emotional fortitude needed. For me I often find long stints without purchases or deals coming through, and very difficult to continue to push forward when you can't see what will happen in the future. However, if you have a plan in place, and work the plan hard, you will have success.
I often find that house purchases come in 2s and 3s, and while you can have a significant amount of time in between, Ive always hit my year end sales targets. For me (through HomeVestors) I'm able to track how many leads, appointments, advertising dollars, and contracts it takes for me to purchase a home. I simply take those figures, figure out how many homes I want to buy in a given year and work backward. Id think even outside of HomeVestors you may be able to come up with this information. If your submitting contracts on MLS homes, figure out how many it takes to buy one, and then work backwards.
Anyway, welcome to the exciting world of RE Investment. Please reach out if you think I can help in anyway.