Plot 1: 2024 market value of $6,900. 45x120Plot 2: 2024 market value of $3,800. 100x94I'm still pretty new to the game, so I have no experience with land deals, ground up construction, zoning, things of that nature, and am wondering what the best play is.Sell one to help with acquisition costs and build an ADU on the other?

We also see a lot of ground up projects in HCOL areas that do particularly well. 

Other then that photographers can do pictures from the ground.

Also, make sure you have a great property management company who can be your "boots on the ground".

Most articles I've read recommend taking a trip to get boots on the ground.

It’s humbing and frustrating, but it also teaches you those guardrails you’ll want next time.. like thorough screening, a solid lease agreement that sets ground rules upfront, and maybe even setting aside a bit more cushion in reserves.Chicago’s got plenty of investor-friendly pockets.

Good HML's in ground up or rehab will provide a very easy/handy way to request and distribute draws using something like Built, which we use and it gives our borrowers and our team a single source of truth for all things draw-related. 

While it appears many rookie investors tend to struggle to hit the ground running due to lack of capital / financing, I have the opposite problem.

Then you would have to pursue all your back-rent through small claims court starting in March of 2021 but the tenant basically has a full year after the moratorium ends to pay it back, if they pay it back.I'm talking to my property manager and having the property manager's eviction attorney look into a possible eviction in September due to the fact that the tenant re-keyed the locks which is a direct violation of my lease agreement, and thereby is automatic grounds for termination / eviction.

I do value her as a cleaner and she definitely goes the extra mile and are the eyes and ears on the ground for me.