If getting another $100k in cash unlocks a large flip profit to keep scaling/injecting capital into your business or a great cash-flowing property that outweighs the increased capital cost on the triplex, then go for it.  

there are prospective tenants who would be great using your property within their own business model, but just make sure you understand the insurance and liability implications of this.

In the city limits, it seems like they allow 500 STRs and right now they are at capacity so its hard to get one.

In the few times that it has happened, we've been able to fill the vacancy within a week or two.I may also have a different perspective because at 25, I had a failed business and moved across the country for a new job.

Quote from @Robert Whitelaw: Howdy Folks,I want to create options for my sellers moving forward to help ease them into the possibility of providing private seller financing for buyers.I have come up with a list of 3rd party loan servicing businesses, but I also want to provide a software option where the seller can more directly manage the loan. 

The ones I was seeing were about 2 hours away from me and I became leery about trying to run a primarily cash business from that far away.

The housing market went crazy the house appreciated a ton and the rental market increased tremendously allowing us to cash flow a lot more after all expenses are paid.

We allow guests to pay 50% at time of booking on the Airbnb platform.

If he has a business entity in the United States, his deal should qualify for private money loans. 

I started a real estate photography business a year ago as a side hustle that has kept my interest in investing.