The appreciation on this duplex has been enough to be able to retire (or supplement a deadbeat siblings "retirement").  

You would have to purchase a supplemental liability policy in increase your limit to $300k, then you could qualify for an umbrella. 

I attempted a very similar approach to say "look, im aiming to have this rented out for a third or up to half the year via AirBNB... and want that factored in for liability sake more than anything, not interested in any supplemental loss of rental income" .... she simply replied "Oh, ok, did not know that... good to know, I can up the liability to $1M to cover you in that regard, and add the 'Home Rental' package to it that is $271 annually".

I am looking to build a portfolio and eventually supplement my income through rental properties and would love to connect to learn from others who have done this.

With all of the activities affecting employees and employers due to COVID and the Great Resignation, I decided to reassess my current situation and look towards a possibility of a new career path in Real Estate or, at worst, just to supplement my current salary. 

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.