@Chirag RathodHey Chirag, Yes you would go through the local city to get a permit to add the 2nd suite.

I left biglaw earlier this year to take an in-house job with a (MUCH) better lifestyle but lower long-term earning potential.Household Income: $365 guaranteed, $440 if I hit my bonus and include our rental (bonus is a target of $60k but is not guaranteed, rental grosses $15k though we net less after taxes/expenses)Net worth: $1.15M: Cash-$390k, Equity in existing rental (out of state)- $200k, college savings $30k and retirement accounts - $520k, no debt (both cars owned outright and rental doesn't have a mortgage).Current Housing – We live in a HCOL where we rent a 2bd/2ba condo for $3.1k.

I hired an architect/designer to handle all the permits and design, and they are working my contractor to keep on timeline.

If I remember correctly, Brandon discussed about hiring a high school or college student to drive for dollars and paid them per property.

I bought my house back in August of 2019 hoping to use the GI Bill while I was in college to get into real estate investing.

For non-residential applications (like north side green houses) the thermal benefits could be significant and I'd be exempt from permits. 

He's unmarried and and just five years out of college, he's living in young 'hip' area,  his rent is under market and it would be difficult to buy a property in his area that would cash flow as a rental so it makes sense for him;  I think in the situation you described it would be a reasonable thing to do as well.

Logically I am thinking 30-year mortgage as I intend to sell the property within 4 years, not enough time to see a difference in the interest payment (graduation of college) but am not against holding if rents keep sky rocketing to what can be a comfortable COC once I move out. 

If you rent your primary residence for period of less than 30 days, you must possess a zoning permit for limited lodging use.

A few years ago, there was un-permitted drywall work to finish the garage, and a window and door were added.