I plan to use a project manager but would love to hear your thoughts.Finding a reliable and trustworthy property management company feels like a big hurdle.

Finally, the insurance provider repeated their answer, and this hurdle too was crossed.Very early in the process, we sent over leases for our rental properties.

The big hurdle you will have to overcome is qualifying for particular price points.  

After 20 years in the investing game, plus working as an investor-friendly agent, I’ve learned that hesitation can feel like a big hurdle but often ends up being the push you need once you break through it.I’m personally based in San Diego, California, and licensed here, but I’ve also looked into projects across the country with folks who sought better cash flow.

Point out the insurance hurdles could help your case.

I don't know why you would think a tenant requesting notice before you accessed the property would be an "unreasonable demand".

I faced numerous hurdles and stressful moments, but I persevered and built a successful approach.To tackle this challenge, I recommend starting early by building relationships and seeking investors.

Although certain defenses do exist including, insofar as is relevant here, unreasonable hardship, " 'the court's discretion to grant or deny specific performance of a contract for the sale of realty is not unlimited; unless the court finds that granting a decree of specific performance would be a drastic or harsh remedy, or work injustice, the court must direct specific performance' " (id., quoting 91 NY Jur 2d, Real Property Sales and Exchanges § 204).

A landlord should not be disrespectful or unreasonably severe.

I get the purpose, I understand how it can help some newer folks earn extra side money, BUT I feel like there should be way more discussion on how to protect the lender, how much time it will take, what all is involved, nuances, hurdles etc and discuss those more.