That is a fine approach and is more conservative.However, for my preferences, I would focus on optimizing debt for cash flow.

IMO the optimal count is 10-12 for most 3/2. 

While it’s true that getting a second conventional loan immediately can be challenging, especially if you’re looking to maintain optimal financing terms, it’s not impossible.

Basically you have a job at less than optimal wage using your plan.  

He knows the areas that you can legally air bnb, what specifically the property is going to need to maximize bookings/ROI, and has the property management contacts to optimize the ROI. 

I’m currently facing a similar situation and realized that I wasn’t using the right resources or consistently marketing to a single, optimized list.

Note if the plan is to Owner occupy, it does not need to be an optimal Investment.  

It's a magnet for both tourists and business travelers.Brickell: A luxurious enclave known for attracting affluent visitors and business travelers.Midtown: A vibrant, upcoming area appealing to younger travelers seeking a mix of local culture, shopping, and dining.Given your budget and the goal of purchasing two condos, investing in a combination of these areas could optimize both appreciation and rental income.

Continue exploring various strategies to optimize your purchasing power and minimize upfront costs.Using an FHA or VA loan for MFH acquisition can indeed be advantageous, offering lower down payments and favorable terms.

However, I recommend optimizing your listings on Airbnb and vrbo first.