So, as an example, if you look today and you see that various sources lead you to believe that you can rent it for $1500/ month, that number can change quickly in a week (let alone 3 months) based on other factors in your local area - such as a similar property suddenly gets put on the market for rent.In addition, there are different ways to approach your rental amount. 

As I just closed a triplex and want to consider the best approach when sending my Introduction letter.

Have you ever encountered unexpected repair issues during a flip, and what was your approach to resolving them?

The foregoing is not legal advice and is shared for informational purposes only on what I see as a practical approach of how I will address such issues. 

I looked into DSCR and spoke to a few lenders, but it seems I need to have 2 years of rental property ownership before I can utilize; I'm only approaching my 1st year of renting by the room, so I assume I'd need to wait another year before I can look into DSCR.

Stay the course and look at upping your marketing approach.

But I’ll throw out a different approach.  

Since it took that long for the mailer to hit, changing the list, the mailer piece, or the message was an expensive and frankly untenable approach.

I haven't seen them fine anyone yet but now that the "COVID19" is approaching the rearview I would doubt if they started enforcing it.

Occupancy Rate:You're smart to estimate 75% occupancy→that’s a conservative yet realistic approach, especially with the competition in New Orleans.