You should have a debit card and checkbook for it.2.

prepaid next month's rent - $500 creditUnit D - rent $500.

@Ellen Xu @David Paul WestenbergerCosts to acquire a loan used to purchase an investment property are capitalized and amortized over the life of the loan.Any prepaid expenses paid at settlement (prepaid insurance, prorated property taxes, etc.) are deductible as operating expenses.

I also want to start investing again in property and I also have some debit that I need to clear.

Even if its not auto debited its still easier. 

If I don't find anything that makes sense to jump on quickly (not that I really expect to) after a month or two I will get the card anyway because I really shouldn't keep using my debit for everyday purchases for too much longer.

Buyer only pays a few thousand for prepaids (appraisal, etc). 

BTW, your closing costs including prepaid/escrowed taxes and insurance  will be more than the 3.5% down payment.

When my CPA sent me the final documents I noticed that the debit date for Virginia Taxes is 5/1/2020.

You can also make use of their online rent payments feature, allowing your tenants to make payments via eCheck, credit and debit cards.