It'll take time but can really pay off if you stick with it.I'm in Los Angeles and I've investing in TN and GA in the past, and currently investing in SE Wisconsin (your area).Let's connect and discuss the market.

He is leading his 2nd rehab and it is taking longer than I would take (but I have done it many times).  

Personally, I advocate for a long-term investment strategy and would recommend investing the funds, provided you are comfortable with the expected return on investment over time.

Frankly owning 30 properties in 30 different LLC's would be a migraine come tax time to get returns prepped.

Most times when evaluating a DSCR mortgage, market rent will come into play.

My worry is that since he has built a 16 year track record of always paying his pref and returning capital on time, that he is now overleveraging.Does anyone share this concern?

.- Technology & Automation: Utilizing project management software, such as Buildertrend or Monday.com, enables real-time tracking of budgets, schedules, and contractor communications.

Give it time, this is getting shredded in court as we speak.

Be mindful of the harsh winters and short construction seasons, which can affect project timing.

Take your time and really think through your purpose and perspective before making a move.