I aim to fix that now.I'm debating whether to raise his rent to $2k, or just not give him the option to renew the lease so I can find a new tenant at market rent.

Even if I aimed for $1900, that's a 35% increase from current rent (43% if I raised to $2000).

I am aiming to invest in multi-families.

This, supplemented by your HELOC, will give you plenty of dry powder to work with when acquiring the property. 

I would see how much equity you would be able to pull out of the condo, then supplement it with cash reserves for your down payment, then rent out your condo. 

Most investors aim for this ratio any ways, regardless of the loan type.

The reasons the rates moved even further down in the mid 30s is the increased demand on treasuries due to the new legislation aimed at stabilizing the banks and requiring that the banks hold government securities as reserves.

I aim to get out of this career as I'm not happy in it and I plan for a transition to real estate.

Assuming that's a supplemental policy on top of the landlord/homeowner policy?

Hi we bought a 8 fam property 8-9 month ago in florida  and because of time constraints we closed with a regular mortgage not supplemented by any renovation loan.