Warren Buffett has a great quote that I am going to butcher right now, but effectively he said something along the lines of: successful people make a list of the top 10 things they want to do/accomplish and rank them in order 1-10. 

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

The sides and back are one-story, and I can easily clean those gutters myself during turnovers.I’m also considering that periodic gutter cleanings might be more cost-effective than following the tech's recommendation.Does this quote and the suggested work seem reasonable?

Each individual one looks scary and increases near-term risk for landlords, but it effectively locks in additional compound growth in the long-term as is ultimately reduces supply and competition. 

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.

The contract went into effect on June 21st.

I noted the year-over-year increase in STR permits, the decrease in average nightly revenue, and the sentiment that economically-incentivized sellers would flood the market after this winter season (effectively increasing housing supply and decreasing prices).

In order for them to effectively do this, you should be sharing all of your property requirements including must-haves vs nice-to-haves.