That could potentially take away all the extra from increasing $150 for several years.

Once that extra rental started generating income, he realized the higher interest rate was just a temporary hiccup on the way to bigger returns.In your case, maybe look at a structure that keeps your best cash-flow property on a lighter refi (say 50% or 60% LTV) while you go a bit heavier on the one that’s not producing as much right now.

It seems like you’d get at least an extra $100/mo and it would pay for itself.

Lets say you needed $100k in financing at 12% + 2 points and it took you a year to rehab and refinance that is an extra $14k + closing costs.2. you mention roof is 18-20k.

If this is your primary residence and you have an extra bedroom (or can make an extra bedroom), AirBnb can be very lucrative. 

The home would be about 6 weeks for my team customarily but the outside is large so 2 extra weeks to be safe.

This extra year gives property owners more time to schedule inspections and make necessary repairs.Key Points:Applies to multifamily properties with three or more units.Covers balconies, decks, and elevated elements made of wood or similar materials.Inspections must be completed by licensed professionals and repeated every six years.Hazards identified must be repaired promptly.With the extension, now’s the time to plan ahead.

I can definitely enter other markets, it's just gonna take some extra digging and research to find the good ones to work with. 

It 12 years, assuming you make no extra payments, you'll have a paid off condo that cash flows a lot better. 

Is it worth to invest and learn from their program in order to start my co-hosing STR side business just to get some extra money monthly?