You should only consider switching when your current software has a significant flaw or lacks features that force you to spend excessive time on workarounds.

I'm currently investing in Jersey City area and understand the zoning laws recently changed.

Currently have a single family with apartment in basement I’m buying with shared utilities 

Make sure he takes pictures of it and also take some other pictures so you can have the current status.

Thanks Stuart.I don't think a "thesis" is necessary for real estate investing.Your mixing "thesis" with speculation and prediction IMO$1m in cash is retirement for someone that knows what they are doing in "low barrier" markets like you mention.Same can't be said for higher entry markets.Those that don't know real estate will loose no matter where or how they invest.Personally, I don't care about appreciation as I don't get out of bed unless I can net cashflow 20% net on a deal.For example, just bought a 6 unit in a B class area for $160,000.Currently occupied and renting for $3,000pm.Once minor rehab of $50,000 is completed, rents will be $4,500.I have an offer to sell as is for $250,000.ARV is $350,000.When interest rates go down, value will increase even further due to commercial lending being easier.No need for appreciation on such deals.I'll take them all day long over any appreciation potential.Again, just my opinion and each to their own.

If I apply the 1% rule, the current rental value is below by about $500, however, cap rate is calculated at 6% and CoC at 3%.

I live in Orange Park Acres and currently working from home so I’m pretty much available anytime. 

The property is currently leased and tenant works in construction so he has a big truck parked on the driveway. 

where are the rates trending currently on this product? 

I don't currently own/manage any STRs, so I may not be of much help on the operations side of them.