My realtor is worth his weight in gold and works very hard when I have a deal going with him.

The installer did not remove the original weights from the original 100 year old windows nor did he insulate the weight shafts which is a must in Northern New Hampshire where temperatures often drop to -20.

You might add the weighted interest you are currently paying, to see if you actually save money by refinancing your primary.For your 1st investment property, if you want to do a cash out Refinance on a DSCR type loan, you will need to get a minimum loan of $70,000, at 6.6%, you would need to have the property rented for a minimum of $900/mo, assuming taxes are about $2k/year, and Insurance is $750/yr. 

My attorney said that a real signature holds more weight always.  

At max 10k, I think my biggest issue is the maintenance upkeep

A more likely scenario is you will be a landlord with a tenant, and you will be responsible for the upkeep on the rental as well as your own unit Then when your renter moves out or you evict the renter for non payment of rent you will need to pay to have the unit turned unless you can do this type of work yourself.

In some areas it's just not worth the money or upkeep, but in other places a hot tub is a most.

Traditional approaches like buying an existing property and renting it out offer more opportunities but may require more upkeep and tenant turnover.

My advice is to diversify down, not up. Keep

As you may know, a good portion of your monthly rent will not go in your pocket, it will go to the constant maintenance, upkeep, repairs, taxes and the like.Fourth, ask yourself... if you have a vacancy, the economy goes in the tank, you have huge unexpected repairs, etc....will your tenants chip in to help you out?