I would highly recommend you listen to all the podcasts from Kenny Bedwell - Cashflow Positive.

Well managed and marketed can impact your revenue upwards of 30% or even more, so hone your pricing strategy and listing positioning.   

This increases your chances of getting those extra nights filled.Airbnb’s Positive Feedback LoopAirbnb rewards high-performing listings with better visibility.

will you have a net positive return vs selling it as a 4 unit? 

If OP can lever-up while maintaining adequate reserves, he will be in better position than buying with heavy cash position.  

We pride ourselves in keeping the forums positive, helpful, and focused on real estate (please, no politics, religion, etc.).

Yes you are in a GREAT position to buy property but still need to keep improving your RICE.  

We pride ourselves in keeping the forums positive, helpful, and focused on real estate (please, no politics, religion, etc.).

Right now, the best offers around me are for some 1.3-4 million, that only generated around 100k per year gross, so there would be a high chance of not cash flowing, and paying money, especially with a commercial loan (these buildings have more than 4 units).I was thinking that although the rental itself does not generate money, I would be able to deduct the mortgage interest, and depreciation from my personal w2 income and would be net positive.

@Juan Perez Seems like you are in an awesome position!