My intuition tells me to pay off the current residence in 6 years, and make it another investment property; we can then purchase our primary residence again.

I have also around $100K in retirement account with my current company.My intuition tells me to pay off the current residence in 6 years, and make it another investment property; we can then purchase our primary residence again.

Sincerely Chris.On a side note @Shiloh Lundahl your post was very intuitive and I enjoyed it very much.

It is counter intuitive, but highest rent rarely means highest earnings for the owner over the long term.Now, you shouldn’t be way below market rates, but keeping a small cushion—5% or so between your price and the price they could get elsewhere will be a strong motivator for the tenant to stay.It is expensive to move.

Having a feel for how to think about it and then relying on your intuition to tell you if you are 'ready' and on the right side of the equation, is where I'd advise trying to be. 

I don't have enough context with your question, however - my suspician is that you have started up marketing, and perhaps have a more natural intuition and strength in converting a lead than some - but you either haven't put the time/thought into your systems and processes of 'what to do next' that now you're staring that down!

@Sarah Buchanan everyone deserves a second and a place to live, if he qualifies base on other factors, and after meeting with him and your woman intuition doesn’t throw off alarms( you gals have extra sensory men don’t have) than I would consider.

I had two flips running side-by-side with two contractors and this contractor was far from the cheapest bid, but the way he intuitively understood the meaning between the lines of what I was sharing with him affirmed that he was going to be a good ally.

I had two flips running side-by-side with two contractors and this contractor was far from the cheapest bid, but the way he intuitively understood the meaning between the lines of what I was sharing with him affirmed that he was going to be a good ally.

@Sinil KimIt's a bit counter-intuitive, but one of the best things you can do with your software engineering career is make money, buy real estate, and make relationships with other medium >> high net worth individuals who need investment options.Aside from starting (and fully dedicating yourself to) a company that provides a specific REI service (Placester, Roofstock, Redfin, Honest Buildings, and so many others), there are not that many custom software needs I have seen for REI investors.