Medford (North Boston) happens to be a low supply/high demand market so I absolutely need to get more comfortable with consistent rent increases but those increases need to be researched and in line with the market. 

We just have to hope mortgage rates decline a little bit in 2025 while the supply does not drop so that we can have more home sales in 2025 compared to 2024.

There could be a "double whammy", a recession (which we seem overdue for) then a drop in interest rates which leads to a big influx of new housing supply. 

Finally, The rent control discourages further development, limiting supply which results in higher rents.So rents go up, but the rent control advocates are too uneducated on the economics of the rent control policy to see their role in the rent increase.Another consequence of rent control is no value in keeping the property as nice.

Construction is mainly CMU, Concrete, and Steel (at least for my projects), and there is a bottle neck of those resources as only few supply the area.

Furthermore, I have an additionally factor of safety of 1.4-1.6 which means I say it's capable of only 70% of what it's actually capable of.  

I guess my challenge right now is to define the strategy and balance all the factors, such as job and population growth (value increase), cashflow (demand & supply market, interest rate, property tax, maintenance cost), and risk control (insurance etc). 

I drive a Tesla… it’s a really fun car… but has so much acceleration you can get yourself in a dangerous situation if you don’t respect its capabilities… especially as a new driver.  

As to others points rents will change with supply conditions.

I'm not pondering should you or shouldn't ya, I think your more then capable of sorting that out for yourself, I'm just gonna stick to what stands out to me as best "how-to".