In Cleveland, we get 4 seasons but at weird times due to lake effect snow.

Look for signs of water damage, like stains or discoloration on walls.Roof problems are also common.

What strategies have you found effective for overcoming these obstacles? 

Partnerships or joint ventures are also effective for splitting equity and risk, while lease options can allow investors to control a property before finalizing the purchase.

This swift transaction demonstrated the effectiveness of our quick turnaround strategy in generating returns with minimal investment.

(a) If the Company establishes the title, or removes the alleged defect, lien orencumbrance, or cures the lack of a right of access to or from the land, or curesthe claim of unmarketability of title, or otherwise establishes the lien of the insuredmortgage, all as insured, in a reasonably diligent manner by any method, includinglitigation and the completion of any appeals therefrom, it shall have fully performedits obligations with respect to that matter and shall not be liable for any loss ordamage caused thereby.. . .To the extent that you are requesting compensation for the Alleged Damages, please see Condition8(a) of the Policy which provides the Company with the right to establish title as insured in areasonably diligent manner without being responsible for any loss or damage to the insured.

Possible his drone showed the most evident damage and not so much like being on the roof.

The contract went into effect on June 21st.

But if you are able to risk the money without damaging yourself financially and it's truly your passion, then sure. 

Last year, a heavy rain and storm damaged it and I had to replace the entire roof which costed me $21K.