Generally, your home sale qualifies for the maximum exclusion, if all of the following conditions are true.....

Do they qualify for a DSCR loan with estimated market rents (use long term average rents, not suped up STR or MTR rental income to be safe).

The lender is involved, underwriting is involved and you have to qualify for the loan like any other loan. 

The proposal could reduce stress for landlords, ensure smoother transitions, and improve communication with tenants.Additionally, the proposal includes a 5-day grace period before late fees can be imposed.

Since they are asset-based lenders, they will qualify you for a loan based on the property's projected revenue.

You should be able to finance this on a commercial loan with no seasoning or personal income required to qualify.

I did have an interesting conversation with their "director of education" who spends an hour to see if potential students have what it takes to qualify for their limited number of coaching slots...in less than a half hour he decided I wasnt a good fit for their program, and hung up on me :-) My non proprietary "secret" is; think about who the buyer is, figure out what they want and give it to them.

So, unless there is a history of STR income (usually at least 12 months), most guidelines won't allow STR income to qualify. 

If you live in the property for at least two years before selling, you might qualify for the capital gains tax exemption under Section 121, allowing you to exclude up to $250,000 ($500,000 if married filing jointly) of the gain.

One key differentiator is first time investor vs. first time homebuyer - it will be much easier to qualify as a first time borrower for an investment property loan if you own a primary or at least have done so recently