Over time, gain knowledge and experience so that one day 3 or 4 deals down the road, one is ready to handle the huge responsibility of taking care of other people’s cash.One should also take stock of where they are at - what strength and capabilities they have, what income, what amount of capital, who their social and professional sphere is, etc etc and then come up with a real aka tic plan as to how to proceed.This all can be done but it takes a cold hard assessment of reality and then consistent effort over time to make it happen.Now that @Amir owns some rental property, he can tell his friends, family and associates about it and as they see him do well, NOW he will have more success asking for capital to do bigger deals.There’s an expression How does one eat an elephant?

The county then comes in an assesses value based on purchase price and adds CDD fees if they apply and any non ad-valorem taxes.

For those of you using a property manager, if there is a late fee assessed for late rent does your property manager keep that fee or remit that to you?

If you remove this covered peril, you're removing wind damage coverage to the entire building, and not just the roof.Your assessment of the deductible seems accurate, but I can't speak for the replacement cost of a new roof. 

I was just prodding to see how other people assess their returns in the current market.

That said, I do want to respectfully offer some counterpoints to Dan's assessment that may provide a broader perspective on the value and feasibility of ADUs.1-2.

PIN has excellent Everything reports that bank appraisers do use to assess the value of a property but you're better off working with agents in those markets and getting free current market analysis reports.

(Google Florida condo special assessments)  And, you are correct, the HOA can impose numerous limitations that prevent it from being a good investment.

To get back to one of your original questions, I am a member of CTREIA and @Raymond B. is spot-on in his assessment: the biggest value is in the networking.

If all adults are screened, you can avoid potential legal issues down the road, especially in cases where one occupant engages in illegal activities or violates lease terms.Financial Stability: Screening all adult occupants also allows you to assess the household's overall financial situation.