One of my friends has his securities 7 license and does lots of raises for DST's and other various sources of capital needs (inventions, business start ups, etc.)
More than anything I myself look at the DIRT. If the dirt is amazing then if problem with the sponsor, the structure type, the tenant type, the debt type in the future you generally have options to cure. The reason is so many potential types of tenants and developers will desire that dirt. Now if you paid an insane price or above market rents with an ultra low cap rate and used really low fixed debt for 10 years not hardly ever seen again then you better have some great rental increases and mortgage paydown to help offset.
Multifamily lots of times the raisers projections are crap. When market shifts they do not meet those projections. If you go into a DST as an option you want it stable and predictable otherwise might as well look at value add with higher cash flow potential and equity upside.
Example if I am looking at Sams Club to buy all cash for 12 million with my raise that is absolute NNN at 7 cap. I buy for cash and then pay about 6 pref to start to investors but I KNOW Sams Club covers all the variable costs because it says so in the lease. Multifamily if the rent growth flatlines and the costs increase your bottom line erodes heavily and you the GP can't make the projections that were given to LP's to start.
Cap rates are not all equal which many people do not understand.
If I buy a Sam's club in Riverdale for 8 million at a 7 cap in no way is that worth the same as a Sam's club in Buckhead GA for 12 million at a 7 cap. One is a phenomenal area Buckhead and the other is more mediocre at best.
How to analyze investments whatever they are regular syndications, DST's, TIC's comes with experience and time.