I think the biggest lesson learned (other than my failure to buy bitcoin instead) was to ensure I had a solid cash flow plan to implement the vision.

He should be on a commission split plan for his sales.

If you go to work on your plan, your plan will go to work on you.

Little background - As a married couple, since 2016-2022 we used a local well-known CPA in Austin,TX who prepared our taxes (and helped with some tax strategy/planning) for a W2 HIE + business owner.

Especially with plans to revitalize the harbor finally getting traction and more importantly, The Orioles and Ravens looking to be powerhouses for years to come lol. 

. $100k down payment.Repair costs: Est: $88,000 Budget: $106,000Roof/gutter repair, landscaping, parking lot repair, electrical repair, Interior work including bathrooms, drywall, mold remediation.After repair value: $900,000The plan is to do a 50% cash-out refinance.

So I wouldn’t do it unless you plan to really do it.

There are places famous for REI that charge over $5-10k just for planning and I'm not sure whether I'm there yet. 

Plan to refi after renovation complete and renter in place (est $695 for 4th unit post rehab).

***Only exception is if an owner has plan & funds to reposition Class D to Class C or higher.https://www.biggerpockets.com/forums/776/topics/960183-what-they-dont-tell-you-about-cheap-rental-properties?