Given how badly Airbnb has managed owner relations, we have made a hard pivot to adding as wide a distribution net as physically possible.

Putting 16K down on a fourplex in today's market will put you living (house hacking) in a D area and putting a lot more than 4K into repairs/renovations. 

.- You've begun creating your own buyer's list to shop the deal around.Most folks will just want to know about the deal for themselves to see if they'd buy it but if you speak with enough people, you may find someone interested in mentoring/partnering.All the best!

Keep in mind if you remodel now, you are adding wear and tear.

It worked but when i added on 6 new doors i added it in.

It does not mean that you are simply "adding" another home or condo or duplex. 

Major corporations like Oracle, Hewlett Packard Enterprise (HPE), and Charles Schwab have relocated their headquarters to Texas since the pandemic, with CBRE noting that companies can save 15% to 20% in employee wages by making the move.Census Report Link: Texas experienced the largest numeric population change in the nation, adding 473,453 people in the past year alone, surpassing even Florida.The recent price decline follows some of the largest appreciations in the nation and presents an opportunity in a state that continues to experience tremendous growth. 

I like the added security with doorman and onsite maintenance but know the assessments can be high.

If you had a full time experienced repairman who knows how you think and can size jobs up accurately, you might get away with an ad hoc arrangement.

The lakefront is amazing by itself, but you can consider adding thoughtful extras to enhance the experience.