The brokers, more interested in doing a deal, would normally tell me to cross out what I didn’t like and write in whatever made me comfortable.

Feel free to comment on this form or DM me if that's more comfortable for you.

With some of your concerns I'm wondering if they are a good fit for you and if you're feeling comfortable, or if self-managing would be a better option. 

They can quickly do some mental math to see if they are comfortable "losing" 15% of their usual revenue.

I’d like the flexibility of an STR but got comfortable with the risks of local government pushback because I can convert to LTR.

Every time that happened we increased our savings by 75% of the difference and our spending by 25% until our spending hit a level that we were comfortable with. 

You need to find a place where you can comfortably connect with other people.  

Also, again making your property stand out to be more appealing to those who have to stay for an extended period, how will you make them most comfortable with the possibilities of a fixer-upper?

Lately I've been tempted to flip but I keep reminding myself that steady cashflow in a strong market will ensure a comfortable retirement and will help put the kids through college" haha

But I just realized today lenders may not lend to me if I do not have experience as a business since I only just opened an LLC but no business done as of yet.I'd say my goal in real estate is to generate at least 15k monthly cash flow to live more than comfortable and quit my job in the next 10 years (I am 36).