No matter what happens to the value it's going to cost you a lot to hold plus any repairs.If the price goes up 200k who cares about the holding cost.If the price goes down 200k because we are at the top of another bubble you will either have to keep paying for a long time or take a huge loss.I hope and feel like the current price increases we are seeing are natural growth.

That's just not in my nature.

I’ve gotten to where we have multiple doors at the same monthly rate so I need to transistion into an app to help me manage and identify who paid rent.I have a few tenants that are “technically challenged” and I’m anticipating some challenges with getting them on board to use a payment app.Any suggestions for the simplest rental payment apps (from a tenant perspective)?

I would challenge that you can really sustain $150K a year consistently without a few years of actual records. 

Budgeting never came natural for me either but I’ve recently been picking up on saving habits but I’ve still got far more to develop.

I'm in San Jose working with a youth corps programs that is starting to do Tiny Home construction and we are reviewing all the regs etc for California -- the hope/goal is to make quality homes to service our homeless population then the community then eventually FEMA etc...These will be on trailers - Our approach will be to approach members in the community who would like to have the extra rental income by having on elf these on their property -- no doubt there's a lot of hurdles ahead of us but we have a record of building/construction - the challenge will be the market and regulations  which I guess always is the case....

if you purchase with an unsecured Line of Credit it will cause some challenges with a traditional refinance. 

As we all "graduate" from one life profile to another, quite naturally, those connected to each profile are usually different. 

I've been getting some resistance (naturally) from some family members, so it's a little stressful not having their full support. they think it's a money pit since it's an older house (1920) and will constantly need repairs causing me to lose all my money, and dont like that its out of state (1 hour from where we live, not terrible).

I think a lot of people are simply not equipped to think of themselves as anything other than a success in life, and anything that challenges that assumption or the external appearance of it is to be avoided at all cost.In the end, this is what vanity does to people, it turns them into fragile things unable to grapple with the crippling fear of being revealed to the world but also to themselves as less than perfect, as most definitely NOT good enough, as "losers" and "failures" and "second-raters" and all the words the most vain among us use for those they think they're a million times better than.Being able to laugh at yourself and your pretensions is a gift and a great liberation of the spirit.