As mentioned above, some markets are visited by large groups on vacation while others are more "utilitarian" (business travel, insurance stays, special events, etc.).Competitive analysis will tell you what the market is currently bearing.

Currently, I’m getting through “profit first“ for real estate investors (book).

Sad to hear your current agent is dropping the ball, it's a shame and gives the industry a bad rap. 

To add to the current scope, we do not care for passive income, nor will we rely on it for at least 5 years, but need to break even or cash-positive at a minimum.

Good luck identifying the parcel on the ground w/o a current survey and markers in place.  

To provide clarity about my situation, I am currently job transitioning and would greatly appreciate insight on building a portfolio with income limitations.

@Kunal Lakhwani I agree with everything @Owen Rosen is stating and would add most policies will have a clause stating if it has been vacant for more than 60 days, then Theft can be excluded.At the end of the day, only an agent who can review your current policy can advise on how your policy will respond.

For me, the buyer’s interest payments wouldn’t be close to the current cash flow and I’d have to pay capital gains taxes, so I’d lose even more.

Client B: Rob is currently under contract for a house for his little sister to live in.

With your current investments how many more do you need to hit your number?