I am looking for a program where I can put all my properties and personally follow the gain/loss, income, expenditures etc.  

Think of ways to add amenities that do not increase your capital expenditures significantly.

investors with significant initial investment are at little risk in a correction unless there is a material significant loss of income impacting the ability to cover the annual debt service, OpEx, and capital expenditures. almost all commercial lenders stress underwrith loans with higher interest rates compared to current, higher OpEx, and higher capital expenditures. i do the same decision analysis for my clients prior to pitching a deal to a lender. devaluation does automatically mean financial distress when rent hasn't decreased or decrased rent continues to cover OpEx, debt service, and capital expenditures.

Your capital expenditures over 5-10 years will almost certainly wipe out all of your income, especially in environments that experience harsh winters.  

For maintenance, you could identify the average expenditure of maintenance on your property type by year and forecast that out for five years. 

If the current management companies need enough oversight to justify that expenditure, it indicates a larger problem.

Banks in general want to see us to keep back 15% of gross rents for repair expenditures.

Hi Jay,I'm also Australian (currently living & working in Vancouver, Canada) and just had some thoughts on your post - If transferring any money over to US currency, for your investment deposit or to pay for ongoing operational or capital expenditure expenses for example, you may need to consider the exchange rate as the US currency is significantly stronger than the Australian dollar at the moment.

Is this some kind of scam like I buy the land and then I get socked with a bunch of back taxes and fines and penalties or something, or it's Indian burial land and I'm forced to build a 5-star cemetery on it, and I can't get out of it? 

It would be great to save yourself the expenditure and hassle of booking at peak season when you already own an apartment in your favorite holiday destination.