Hey @Alex Deal, I’d recommend QuickBooks—specifically QuickBooks Online—so you’re not limited by Mac or PC and can access it from anywhere (not just your local system).

Great post, would love to help as I'm local to Richmond, and have been involved with networking groups for years. 

In my area the number of properties on the market continues to be very small and prices remain elevated and I wonder if this could be a contributing factor.  

How CIPS Has Helped Me So FarAccess to a Global Network: Through my CIPS connections, I can collaborate with real estate professionals in key markets such as Dubai, Portugal, and the Caribbean, where I see strong investment potential.Understanding Foreign Markets: CIPS training provides insights into market trends, regulations, and transaction structures that differ from domestic deals.Opportunities for Investors & Buyers: Many international buyers are interested in New York and Long Island properties, while U.S. investors are exploring opportunities abroad. 

Look at their marketing strategy.

We just ran the new build comps for our market in Columbus Ohio and saw a pricing premium of more than 40% in the urban core for infill work.

Unless you make the theme of the house around that famous person, I dont think consumers will pay a market premium on ADR to stay. 

Research the sponsor's track record, past performance, and the market they’re investing in.Understand UBIT/UDFI – If the syndication uses leverage, your SDIRA might be subject to Unrelated Business Income Tax (UBIT) on the leveraged portion of the income.

All these properties were purchased for under 100k (not possible now, we got lucky with the downswing of the market at that time).

You will find that your passive income will grow the longer you have the properties due to rental growth over time so time in the market will beat timing the market every time!