The dilemma i face now is that I can’t decide if it makes more sense to embrace the c class identity this property gives the impression of, or put a lot more into the renovation, get better quality tenants and convert it to the B class property that the building (and the area) should/could be.

If you want to BRRR there are lenders who will offer you a hard money loan that converts to DSCR once your renovation is complete (and it will save you some money in origination fees staying with same lender).

If your website doesn't convert inbound traffic into leads no matter how good your ad is, it is useless.Yes, you can absolutely use organic marketing.In fact, the way you SHOULD do it is to grow your social media pages with organic value first (without specifically a call to action to win a lead).

However, I'd convert the 2 lower units to a 3/2 for myself and my children to live in.Would the fha approval go off of what the county states, as the property only having 4 units?

I am considering purchasing a large 2 family in the Bergen-Lafayette area of Jersey City with plans to convert into two condos (plans area already in place).  

Then again I see so many people STRing in year 1 just to convert to LTR in year 3 once the big cost seg is done and in the bag.

My take on converting to STR or MTR is that if you can't find one or several comps that make the decision a no brainer, don't do it. 

Development costs will often be the biggest hurdle, meaning: sell the land you have and buy an existing park, campground, rv park and "upgrade"/ convert the sites to tiny home compatible. - and you'd be ahead.

This can also be converted into a Backdoor Roth if her income exceeds the Roth IRA limits.

Properties that were converted a long time ago, or likely converted without permits, and not to today's building regulations.Not knowing how the property was separated by its units means that you don't know where the electrical, plumbing, or other mechanicals run.