I've seen people simply fill in pools and it causes huge problems when it rains.

The tenant has been paying rent on time, and I have no reason to suspect he has caused major damage or does anything bad in the house.

Normally these things cost hundreds to rent and I've seen cameras online that cause thousands.My question is primarily, what about this $100 camera is inferior?

We found the PM has been burning through our money (almost $2,000 for 2019 plumbing bills, due to hiring people on weekends for simple things), not calling us in a timely manner when we had an unrelated issue cause water damage!

Would it be worth taking on additional risk, like a renter who caused trouble or damaged clubhouse property?

But lending pre-approvals typically expire after 30 days, and refreshing the pre-approval each time causes a hit to your credit score.Do you keep refreshing the pre-approval letter every 30 days for your agent's benefit, or do you convince your agent to show you places without having a valid pre-approval letter?

Thus any new things would only support my cause. 

Problem was caught and  repaired before it caused major problems .

There are A LOT OF TRAPS along the way that can/will make the deal fall through (and cause you to lose your earnest money).

Real Estate is a hard, financially uneven business that can and will cause a lot of stress on your marraige.