I will also be looking into some umbrella insurance plans as well to supplement. 

I really started with initially wanting a buy and hold portfolio that would supplement my annual income and I still want that but I dont see that as possible for at least 5 years.

Hi All,I am looking for advice we are looking into investing some money into our first rental and at the same time are looking for a bigger house for ourselves.With this in mind we are considering keeping our current house and making this our first rental possibly in the future if we wanted to downsize we could return as we really like the neighborhood.Our objective is long term investment to supplement out 401k’s although likely along the way we will need a balance between cash generating property and appreciation driven.So FinancialsOriginal Purchase price $300K in 2014 (Estimated current value $330-340k)Deposit 20%/$60kInterest Rate 3.75%There is $200k left on the mortgage I am using a excel rental calculator and I am using the original purchase details without updating for the reduced mortgage or higher appraised value as that seems to complicate.Assumptions:Estimated Rent $2300 p/m (Based on zillow and comparables)Vacancy Rate 10%Property Taxes $8800Insurance $1200Maintenance/Repairs $2000Utilities $600(This was to include mowing services)Advertising $250Annual Expense inflation assumed at 2%Property appreciation assumed 3% (This might be conservative Ann arbor has been 4-5% for last 5 or so years)The property calculator gives me -2% return on cash but 16% return on investment.Based on this what advice would you give me or watch outs?

However, I want to keep that going and at the same time establish passive income through multiple streams to supplement my retirement.

Instead, use it to supplement your other marketing efforts... in other words, use zillow as a way to reach sellers, but also scrap craigslist for sellers, send direct mail to absentee/high-equity owners, etc.    

I will do some of that but after listening to some BP podcasts and doing some general Googling I feel that I can supplement my income nicely in the flip or rental game.

So maybe this is supplement to that, or in a unheated area, like an addition. 

I've been reading lots of articles and books about multifamily investing and it seems like these will be a great supplement to what I've read. 

In order to supplement my education, I started watching Youtube Videos on Investing topics such as: finances, stocks, precious metals, commodities, Rich Dad Poor Dad, building wealth.

I know this is a very broad description but I wanted to make this initial post to get a reality check, encouragement, hear from others who have done the same and been able to supplement their long term financial health and freedom etc.