You need leading and lagging goals/indicators. 10,000 calls may be a great goal but if the lagging indicator is that brings in $10,000 where as going to five REIA events is a goal and brings in $10,000 which is better? 

They nailed me a letter indicating they had buyers for a property I own.

Written notes on the tax record for the property indicate that the property has been accepted and metered by the last owner to become a fourplex though I haven't had anyone from the planning department return my calls regarding it.

It depends what's comfortable, some people that's 2hr drive away some 3hr etc...

What indicators or data should I be looking at?

What do you think of the recent developments that indicate rental history will be a bigger part of the credit evaluation of first-time homebuyers?

Just ensure the income comfortably covers debt and reserves.

It really comes down to which tradeoffs you’re more comfortable with right now.

Don't hesitate to ask questions and seek guidance from seasoned professionals; their experience can be invaluable.Moreover, keep an eye on market trends and economic indicators, as these can greatly influence your investment outcomes.

It is being comfortable understanding the risks involved so you do not make a mistake that can cost you a significant amount of money.